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Mini Yacht Tours

Group of friends on a boat in boston harbor enjoying cocktails

Mini Yacht Boat Toursin Boston Harbor

Boston Sunset Cruise with the USS Constitution Cannon Fire

Best Happy Hour Cruise in Boston Harbor!
Duration: 1.5 hrs
Boat: Yacht Patriot
Cost: Up to $61.48
/reviews/#1709924366451-11e4e2e2-10a6
This is one of the best kept secrets of Boston! Take to the water and experience Boston Harbor at Golden Hour aboard the yacht Patriot. There is no better way to end the day than on a classic yacht at sunset in Boston Harbor. This sunset cruise is the perfect Boston date night idea offering stunning scenic views and cozy nautical charm. Whether you are visiting town or are a native local, a Boston Harbor Cruise will offer a unique way of viewing the Boston skyline. Enjoy our comfortable lounge seating along with your favorite drink in hand as you cruise past all of the iconic sites this city has to offer. Special bonus: take in the maritime tradition and watch the sun dip beyond the horizon as you experience the USS Constitution cannon fire at sunset in Boston Harbor.
https://fareharbor.com/embeds/book/boston-sailing/items/657144/?full-items=yes&flow=5114

Boston Historic Narrated Harbor Tour aboard Patriot

Boston Harbor's Best Kept Secret!
Duration: 1.5 hrs
Boat: Yacht Patriot
Cost: Up to $44.52
/reviews/#1709924366451-11e4e2e2-10a6
You’re in Boston searching for ‘best boat tour near me’…look no further! Join us aboard the classically-inspired wooden mini yacht, Patriot for an intimate Boston narrated cruise to discover some of the histories and mysteries of Boston’s Harbor and rich waterfront. This 1.5-hour sightseeing tour provides an in depth narration of the history of Boston’s Inner Harbor. This is one of the best Boston boat rides in the harbor and we’ll cruise all along Boston’s waterfront for unique sightseeing views from the harbor. Sit back and enjoy a crowd-free cruise led by our knowledgeable local historian as we journey through one of the nation’s most historic waterways. This intimate Boston Harbor experience offers unobstructed views of the city skyline and surrounding landmarks, all from the elegant setting of a classic yacht. While it’s not a Boston Duck Tour or a whale watching trip, this is one of the top-rated narrated historic tours in the city — a must-do for visitors and locals alike.
https://fareharbor.com/embeds/book/boston-sailing/items/657142/?full-items=yes&flow=5114

Harborfest Fireworks on yacht Patriot

Get Fourth of July week started with a BANG on Yacht Patriot!
Duration: 2 hrs
Boat: Yacht Patriot
Cost: Up to $167.48
/reviews/#1709924366451-11e4e2e2-10a6
Join us aboard the classic yacht Patriot for a relaxing evening cruise in Boston Harbor and enjoy the start of the holiday week from the water. Take in views of the city skyline at twilight, watch the harbor come alive for Harborfest, and settle in for a spectacular fireworks display over the waterfront. Your ticket includes one complimentary beverage, and our bar will be open throughout the cruise with additional drinks available for purchase. As we leave the dock and head out into the harbor, you'll quickly leave the crowds behind and enjoy one of the best views in Boston for the evening's festivities. (Please note that the fireworks display is weather permitting.)
https://fareharbor.com/embeds/book/boston-sailing/items/734645/?full-items=yes&flow=332335

Mini Yacht Boat Tours in Boston, MA

Join us aboard the classic mini yacht Patriot for an unforgettable Boston Harbor boat tour! This yacht is perfect for couples, families, and small groups. Patriot offers one of the most intimate and relaxing sightseeing cruises in Boston Harbor!

Whether you are looking for a daytime Boston sightseeing cruise, a sunset cruise in Boston Harbor, or a unique way to experience the city from the water, the yacht Patriot combines classic yacht charm with comfortable modern amenities.

Cruise past Boston’s historic waterfront and iconic landmarks while also exploring the hidden gems of the harbor in the nooks and crannies! Guests will enjoy panoramic harbor views, fresh air, and a laid-back atmosphere ideal for sightseeing, or celebrating with friends and family.

Yacht Patriot features:

  • Wraparound lounge seating
  • Open-air bow seating
  • A covered aft cabin with shade protection
  • Full bar onboard
  • A marine restroom
  • An excellent sound system for guided narration or music

If you are looking for the best boat tour in Boston Harbor for a small groups, the yacht Patriot is designed for a more personal cruising experience with fewer passengers and plenty of comfort!

Yacht Patriot is also available for private boat rental in Boston Harbor ideal for:

  • Family gatherings
  • Small corporate office outings
  • Birthday Celebrations
  • Anniversary Cruises
  • Small private events
  • Sunset cocktail cruises

If you are interested in a private yacht party in Boston Harbor then visit our private charter page to learn more about booking your next event.

Book a Private Charter

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Boston Boat Ridesaboard the yacht Northern Lights

Boston Harbor Sunset Cruise

Join us for the Best Boston Harbor Sunset Cruise on the yacht Northern Lights
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $86.92
/reviews/#1709924366451-11e4e2e2-10a6
Looking for things to do in Boston, MA? Classic Harbor Line Boston has the best Boston Harbor sunset cruise experience. Starting with our classic boat, Yacht Northern Lights, guests can embark on a memorable experience in Boston Harbor taking in sweeping skyline views on this Boston Harbor sightseeing boat ride. During this Boston sunset cruise, unwind with loved ones, friends or colleagues during golden hour. Yacht Northern Lights features a climate controlled grand salon with wrap-around windows as well as an open upper deck for truly skyline views. Witness the captivating transformation of Boston's skyline as it glows against the evening sky. Delight in handcrafted cocktails, beverages and appetizers from our main deck bar as you glide through the harbor. This sunset boat cruise in Boston is also the perfect Boston date night experience. Enjoy light commentary on Boston Harbor's main landmarks, including monuments, forts, historical ships, and notable structures. Please note this is not a fully narrated tour. Throughout the journey, light music will enhance the ambiance. We hope to see you soon for the best sunset cruise in Boston!
https://fareharbor.com/embeds/book/boston-sailing/items/26505/calendar/2024/12/?full-items=yes

Brunch Cruise Aboard Northern Lights

It’s Boston brunch time! Weekends are for relaxing and getting your days started the right way - aboard a Boston brunch cruise.
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
/reviews/#1741879584675-e712fe4c-369b
Looking for the best brunch in Boston? A Boston food cruise aboard Yacht Northern Lights is the way to go. There’s not a better way to start relaxing than on a 2-hour sightseeing Boston brunch cruise. During this Boston boat ride, guests can enjoy a freshly prepared gourmet brunch buffet and select a cozy seat aboard Northern Lights as we capture the perfect panoramic views of Boston. Indulge in a beverage from our beautiful onboard bar and jump-start your relaxation mode. This sightseeing cruise is great for friends and families, and we can also accommodate small bridal parties or even small morning-after-wedding-parties. Our Boston brunch cruise offers the perfect venue for a day-date or weekend outing with the family, or groups looking to celebrate, relax and entertain.
https://fareharbor.com/embeds/book/boston-sailing/items/32168/calendar/2024/12/?full-items=yes&flow=332335

Boston Harbor Sightseeing Cruise on Northern Lights

Yacht Northern Lights offering a Boston Harbor Sightseeing cruise
Duration: 1-1.5 hrs
Boat: Schooner Adirondack
Cost: Up to $44.52
/reviews/#1741879398148-0a67dce7-66f1
Join Classic Harbor Line Boston for a Boston Harbor sightseeing cruise aboard yacht Northern Lights and see Boston from the water! Boston Harbor city cruises are rated one of the best things to do in Boston and we agree! Offering unobstructed views of Boston’s iconic waterfront landmarks, we can see why a Boston boat ride is a must-do for visitors and locals alike. For an immersive 60 or 90-minute sightseeing adventure across Boston Harbor, join us aboard our classic yacht, Northern Lights. Take in the sights from the comfort of our cozy main cabin, complete with heating or air conditioning for your comfort. Alternatively, venture outside to our open-air covered top deck to bask in the fresh sea breeze and marvel at the harbor's beauty. During our Boston boat trips, explore the harbor's rich and fascinating history, guaranteed to captivate your attention throughout your sightseeing cruise. While aboard, satisfy your cravings with a selection of drinks and small bites available for purchase from our onboard bar. Whether you're a history enthusiast, a nature lover, or simply seeking a relaxing cruise, our boat tours in Boston aboard the Northern Lights promise to be unforgettable.
https://fareharbor.com/embeds/book/boston-sailing/items/26504/calendar/2025/03/?full-items=yes&flow=332335

Boston Sunset Cruise with the USS Constitution Cannon Fire

Best Happy Hour Cruise in Boston Harbor!
Duration: 1.5 hrs
Boat: Yacht Patriot
Cost: Up to $61.48
/reviews/#1709924366451-11e4e2e2-10a6
This is one of the best kept secrets of Boston! Take to the water and experience Boston Harbor at Golden Hour aboard the yacht Patriot. There is no better way to end the day than on a classic yacht at sunset in Boston Harbor. This sunset cruise is the perfect Boston date night idea offering stunning scenic views and cozy nautical charm. Whether you are visiting town or are a native local, a Boston Harbor Cruise will offer a unique way of viewing the Boston skyline. Enjoy our comfortable lounge seating along with your favorite drink in hand as you cruise past all of the iconic sites this city has to offer. Special bonus: take in the maritime tradition and watch the sun dip beyond the horizon as you experience the USS Constitution cannon fire at sunset in Boston Harbor.
https://fareharbor.com/embeds/book/boston-sailing/items/657144/?full-items=yes&flow=5114

Boston Historic Narrated Harbor Tour aboard Patriot

Boston Harbor's Best Kept Secret!
Duration: 1.5 hrs
Boat: Yacht Patriot
Cost: Up to $44.52
/reviews/#1709924366451-11e4e2e2-10a6
You’re in Boston searching for ‘best boat tour near me’…look no further! Join us aboard the classically-inspired wooden mini yacht, Patriot for an intimate Boston narrated cruise to discover some of the histories and mysteries of Boston’s Harbor and rich waterfront. This 1.5-hour sightseeing tour provides an in depth narration of the history of Boston’s Inner Harbor. This is one of the best Boston boat rides in the harbor and we’ll cruise all along Boston’s waterfront for unique sightseeing views from the harbor. Sit back and enjoy a crowd-free cruise led by our knowledgeable local historian as we journey through one of the nation’s most historic waterways. This intimate Boston Harbor experience offers unobstructed views of the city skyline and surrounding landmarks, all from the elegant setting of a classic yacht. While it’s not a Boston Duck Tour or a whale watching trip, this is one of the top-rated narrated historic tours in the city — a must-do for visitors and locals alike.
https://fareharbor.com/embeds/book/boston-sailing/items/657142/?full-items=yes&flow=5114

Boston Harborfest Fireworks Cruise

The Best Boston Harborfest Fireworks Cruise in Beantown aboard the yacht Northern Lights
Duration: 2.25 hrs
Boat: Yacht Northern Lights
Cost: Up to $146.28
/reviews/#1741879816789-dc9fe5eb-fdb7
Happy 4th of July in Boston! Bostonians know how to celebrate our Independence and it all begins with a Boston Harborfest Fireworks Cruise. Join Classic Harbor Line Boston aboard the Yacht Northern Lights for this fun family friendly event and experience a Boston Harborfest Fireworks cruise like no other! This 2.25-hour experience offers a fun alternative to viewing the Fireworks show from the shoreline. As we cruise in Boston Harbor, wave to your fellow patriots on shore and take in the sites this city has to offer. Our sightseeing cruise for the 4th of July in Boston offers front row seats to see the show, with comfortable seating, a bar and a festive crowd free atmosphere. Yacht Northern Lights is a classic 1920s style commuter yacht featuring a climate controlled grand salon with wrap-around windows, plus an open upper deck with truly unobstructed views of Boston Harbor and surrounding areas. There are many Boston Harborfest events to choose from, but if you are in Beantown for Independence Day week then we have the Boston Harbor cruise for you! Celebrate this special event in style with Classic Harbor Line Boston. Please note that Yacht Northern Lights will operate in the rain; however, the Harborfest Fireworks are weather permitting
https://fareharbor.com/embeds/book/boston-sailing/items/26515/calendar/2025/07/?full-items=yes&flow=269873

Royal Princess Brunch Cruise on Northern Lights

Royal Princess Brunch Cruise!
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
/reviews/#1741879584675-e712fe4c-369b
Join us aboard our floating palace for a magical afternoon on Boston Harbor aboard the elegant Northern Lights. This special princess-themed brunch cruise brings together fairytale fun, harbor views, music, photo moments, and a delicious brunch buffet for an unforgettable family experience. From the moment guests arrive, little royals will be welcomed into a world of sparkle, imagination, and celebration. Joined by beloved storybook-style princesses, children will enjoy a charming onboard experience filled with royal greetings, interactive moments, sing-alongs, photos, and plenty of time to make memories while cruising through Boston Harbor. The cruise takes place aboard Northern Lights, a classic 1920s-style motor yacht featuring a comfortable, climate-controlled main deck and an open-air top deck with beautiful views of the city skyline and harbor islands.
https://fareharbor.com/embeds/book/boston-sailing/items/736774/?full-items=yes&flow=332335

Boston Jazz Cruise

Boston Jazz Cruise at Sunset in Boston Harbor on the yacht Northern Lights
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $72.08
/reviews/#1741879727154-499fa4fa-c87a
It’s Boston Jazz Cruise time! Looking for things to do in Boston? For some fun date night ideas, join us for a magical Boston music cruise. Top-rated for the best Boston date night idea, you’re sure to make memories that will last a lifetime during this unique experience in Boston. Join Classic Harbor Line Boston aboard Yacht Northern Lights and enjoy the sound of live music combined with the best sightseeing views Boston has to offer. This Boston boat cruise features a local Jazz band playing tunes throughout the cruise, along with a bar with drinks and snacks available for purchase. Unwind as we venture out for a Boston sunset cruise and take in all the sights during golden hour in Boston. Yacht Northern Lights features a climate controlled grand salon with wrap-around windows along with an open upper deck for beautiful skyline views of Boston from the harbor. So enjoy a blend of vibrant modern grooves and select jazz standards as we cruise by Boston's epic skyline at sunset!
https://fareharbor.com/embeds/book/boston-sailing/items/47278/calendar/2024/12/?full-items=yes&flow=269873

Boston St. Patrick’s Day Brunch Cruise with Live Irish Music

The best Boston St. Patrick’s Day Brunch Cruise with live Irish music aboard Yacht Northern Lights
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
/reviews/#1741879655220-85dc2d15-6226
Top of the mornin’ to ya! Looking for things to do in Boston for St Patrick’s Day or for a festive Boston Irish music cruise? We’ve got you covered. Don’t forget the most important meal of the day on our favorite holiday - a Boston brunch cruise with live Irish music to celebrate Boston St. Paddy’s Day! Calling all Boston Foodies: start your day with freshly prepared Irish favorites while we play your favorite Irish tunes as we cruise. While you fuel your Irish spirit on this Boston brunch, enjoy the sites around Boston Harbor aboard festively decorated Yacht Northern Lights. Of course, your fulfillment of this Irish holiday is not complete without a festive Irish drink from our onboard bar. Choose from an Irish coffee, Irish beer, classic mimosa and more! Yacht Northern Lights features a climate controlled grand salon with wrap-around windows as well as an open upper deck with truly sweeping skyline views. This Boston Brunch Cruise is sure to help you kick start your day before you head to the St. Patrick’s Day Parade Boston or for a fun weekend activity to celebrate.
https://fareharbor.com/embeds/book/boston-sailing/items/117495/calendar/2025/03/?full-items=yes&flow=269878

Boston Mother’s Brunch Cruise

Enjoy live Jazz on our Boston Mother’s Day Brunch Cruise in Boston Harbor!
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
/reviews/#1741879683421-f12732ba-c47c
What does a Boston foodie mom really want for Mother’s Day in Boston? We think a Boston Mother’s Day Brunch Cruise with live music is the best way to celebrate! One of the best Boston foodie spots, a Boston Harbor Mother’s Day Brunch with Classic Harbor Line Boston aboard Yacht Northern Lights offers Mom and the whole family a fun thing to do for Mother’s Day in Boston. Pamper your mom and grandmother, or anyone who takes on that motherly role in your life, with a serene and picturesque Boston Mother’s Day Brunch accompanied by live Jazz music. Treat them to a memorable experience in Boston Harbor as we embark on a journey along Boston’s historic waterfront. With ample space for relaxing in our climate controlled grand salon, this Boston venue is great for couples, families and small groups looking to celebrate. Venture to the open upper deck for the perfect photo opportunity to snap cherished memories against the backdrop of Boston’s iconic landmarks. Upon boarding this Boston brunch cruise, enjoy a beverage from our onboard bar and get ready to delight in our gourmet brunch buffet while finding a cozy spot aboard the Northern Lights, where panoramic views of Boston await. Immerse yourself in the sights and sounds of the harbor on this Boston music cruise while indulging in delicious cuisine and live entertainment. It's the perfect way to show your appreciation and create lasting memories with your loved ones.
https://fareharbor.com/embeds/book/boston-sailing/items/142459/calendar/2025/05/?full-items=yes&flow=269875

Boston City Lights Ghost Tour on Northern Lights

Join us for the Best Boston Harbor Sunset Cruise on the yacht Northern Lights
Duration: 1.5 hrs
Boat: Yacht Northern Lights
Cost: $40.18
/reviews/#1709924366451-11e4e2e2-10a6
Join us aboard the Northern Lights, a classic 1920s-style yacht operated by Classic Harbor Line, for a 90-minute haunted ghost tour cruise through Boston Harbor that explores the darker side of the city’s history. As night falls and the skyline lights up, you’ll set out on a guided tour filled with ghost stories and legends tied to the harbor’s islands. Along the way, you’ll pass by places like George’s Island, where the ghost of the Lady in Black is said to haunt the old fort, and Spectacle Island, known for strange sightings over the years. Other stops may include Thompson Island, Peddocks Island, and more—each with its own eerie tale. A live narrator will share these stories as you cruise past the historic sites, blending local history with folklore. The atmosphere is quiet and scenic, with indoor and outdoor seating and great views of the city at night. It’s a unique way to experience the harbor—part history, part mystery, and a great evening out whether you're a visitor or a local.
https://fareharbor.com/embeds/book/boston-sailing/items/617713/?full-items=yes&flow=5114

Boston Labor Day Fireworks Cruise

Enjoy Labor Day Weekend and join us for the Best Boston Labor Day Fireworks Cruise in the harbor!
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: $79.50
/reviews/#1741879756392-5fd7462b-4fe7
What are you doing for Boston Labor Day weekend? Celebrate the last days of summer with friends and family on a 2-hour Boston Labor Day Fireworks Cruise! While there are lots of Boston events Labor Day Weekend, Classic Harbor Line Boston boat rides are sure to be the icing on the cake to round out your summer. So if you’re looking for things to do in Boston for Labor Day, check out our Boston Harbor cruises aboard Yacht Northern Lights. See the sky illuminated during our Fireworks cruise, which offers a crowd-free alternative to viewing from the shore line. Avoid the crowds and get front row seats aboard this Boston Harbor Labor Day Fireworks cruise. Yacht Northern Lights, a classic 1920s style commuter yacht is comfortable and spacious offering an open top deck as well as = wrap-around seating in a climate controlled interior salon with wrap-around windows. One complimentary drink is included with your admission! There will be snacks, cheese boards, sandwiches and flatbreads available for purchase onboard. Northern Lights will run in light rain; however, the Labor Day Fireworks are weather permitting.
https://fareharbor.com/embeds/book/boston-sailing/items/26510/calendar/2024/12/

Boston Fall Brunch Cruise

Classic Harbor Line Boston Fall Foliage Brunch Cruise aboard the yacht Northern Lights
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
/reviews/#1741879518401-c9655f63-39a1
Offered October through mid November. Looking for the best New England Fall Foliage Tours? Check out our Boston Fall Foliage Brunch Cruise aboard Yacht Northern Lights, one of the best Brunch places in Boston. With New England Fall Foliage being some of the most well-known in the country, it’s no wonder folks flock to Boston and surrounding areas to partake in some epic leaf peeping. Available on weekends, our Boston brunch cruise is the perfect combination of passive sightseeing and Boston fall foliage. During this 2-hour Boston brunch cruise on the elegant Northern Lights, enjoy the fall colors and festive fall decor while you sip on a delicious apple cider mimosa or other fall themed beverages from our full bar. Partake in a freshly prepared gourmet brunch buffet and select a cozy seat aboard Northern Lights heated grand salon as we capture the perfect panoramic views of Boston and the Boston Harbor Islands. For all the Boston foodie people out there, our Boston Harbor cruises are sure to make memories that last a lifetime. Please note, Classic Harbor Line Boston can accommodate small bridal parties or even morning-after-wedding parties. Our Boston brunch cruise offers the perfect event venue for couples and families as well as the group looking to celebrate, relax, and entertain.
https://fareharbor.com/embeds/book/boston-sailing/items/62841/calendar/2024/12/?full-items=yes&flow=332335

Boston Fall Cruise with Lunch

The best fall foliage cruise in Beantown on the classic boat Northern Lights
Duration: 1.5 hrs
Boat: Northern Lights
Cost: Up to $72.08
/reviews/#1741879844321-3c90d9bd-5119
Offered October through mid November. Pull out your autumn sweaters and grab a hot cider for a Boston Fall Foliage Cruise! Join the captain and crew of our classic boat, Yacht Northern Lights, for a relaxing 1.5-hour Fall Foliage Lunch Cruise Boston and enjoy the best sightseeing boat tour during fall in New England. This Boston Harbor cruise features the best fall colors in Boston as we cruise around the Boston Harbor islands during the best time to visit New England. New England in the fall has been known for the vibrant foliage that people are drawn to every year. Our boat tours in Boston offer that ambiance along with some fun tales about pirates and ghosts that haunt the Boston islands as we cruise. Additionally during this Fall foliage cruise, learn about how the islands have played an integral role in fortifying Boston in every war from the Revolutionary War until World War II. Almost every island has a story to tell. Aboard this Boston leaf peeping experience, guests will hear many of those anecdotes. This Fall foliage Boston cruise includes a gourmet picnic lunch consisting of an assortment of entrees. Our Boston Harbor fall foliage cruise is great for families and friends looking for a relaxing adventure.
https://fareharbor.com/embeds/book/boston-sailing/items/26512/calendar/2024/12/?full-items=yes&flow=332335

Holiday Sunset Cruise in Boston

Enjoy a Holiday Sunset Cruise in Boston for the Christmas season on the yacht Northern Lights
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $61.48
/reviews/#1741879956506-3e0a055b-90ee
Offered throughout the month of December. Boston in December is bustling with festive activities and fun things to do to get into the holiday spirit. Our Holiday sunset cruise in Boston is a top rated activity to do during Christmas in Boston. Join Classic Harbor Line Boston this season for a 2-hour Holiday Sunset Cruise in the warm, cozy, and festively-decorated interior of Yacht Northern Lights. While aboard, warm up with a cup of hot cocoa as you take in the Boston Harbor sites. Enjoy the sunset while listening to classic Holiday hits. Watch the sky as it changes from blues to oranges behind the outline of Boston's city skyline. Our Boston Harbor cruises offer some of the best winter sunsets in Boston.
https://fareharbor.com/embeds/book/boston-sailing/items/64770/calendar/2024/12/?full-items=yes&flow=332335

Cocoa and Carols Holiday Cruise in Boston

Cocoa Holiday Harbor Cruise on Yacht Northern Lights in Boston
Duration: 1.5 hrs
Boat: Yacht Northern Lights
Cost: Up to $72.08
/reviews/
Offered throughout the month of December. It’s Christmas in Boston! If looking for the best activities in Boston in December, we have a Cocoa and Carols Holiday Cruise Boston that’s sure to get you in the festive spirit. Please join Classic Harbor Line Boston for this special cruise tailored for friends, family, and all your loved ones during the holidays in Boston. During a Boston Cocoa and Carols Holiday Cruise, our classic boat, Yacht Northern Lights, offers the best views of Boston Harbor in December. Guests aboard can enjoy comfortable seating in our heated grand salon that’s fully decked out in holiday decor. Cruise Boston Harbor on this 90-minute cruise and see the Christmas lights Boston has to offer along with the best sightseeing views as we cruise. Enjoy a beverage, such as a hot cocoa, beer, wine or holiday cocktail, from our onboard bar and take in the festive atmosphere including holiday hits from our live Jazz band performing throughout the experience. Guests are welcome to explore Northern Lights open upper deck with truly unobstructed views of Boston in December. This cruise offers a unique way to entertain guests from out of town, a fun Christmas activity to do with friends or colleagues, or a great holiday date night idea. We’re a short walk away from the Boston Christmas Market, which makes for some of the best things to do in Boston, MA in December.
https://fareharbor.com/embeds/book/boston-sailing/items/32749/calendar/2024/12/?full-items=yes&flow=332335

Northern Lights Champagne City Lights Cruise

The perfect Boston Date idea is a Boston Night Cruise aboard the classic yacht Northern Lights.
Duration: 1 hr
Boat: Yacht Northern Lights
Cost: $38
/reviews/
Looking for a romantic night cruise in Boston? Some fun date night ideas in Boston start with Classic Harbor Line Boston! Join us for a Boston night cruise and see Boston and the surrounding area lit up at night. This 1-hour city lights cruise aboard our classic boat, Yacht Northern Lights, is the perfect way to unwind after a day on land aboard. Great for a Boston date night or night out with a group of friends, we recommend adding this Boston Harbor tour at night to your bucket list. Enjoy a glass of bubbles or beverage from the bar, and gaze at the glittering lights of the city as light dances on the waters of Boston Harbor. As relaxing pre-recorded music plays to set the evening vibe, enjoy good conversion and Boston’s most iconic sights.
https://fareharbor.com/embeds/book/boston-sailing/items/26506/calendar/2024/12/?full-items=yes&flow=269860

Boston Valentine’s Day Cruise

Join us for a Boston Valentine’s Day Cruise with live music aboard the classic yacht Northern Lights for a Romantic evening in Boston Harbor.
Duration: 1.5 hrs
Boat: Yacht Northern Lights
Cost: Up to $82.68
/reviews/#1741879613554-e20d4a04-47ac
Looking for things to do for Valentine’s Day in Boston? A Boston Valentine’s Day cruise is a fun way to celebrate! We check all the boxes if you’re seeking a Boston sunset cruise, Boston night cruise, Boston Jazz cruise, or just the best Boston date night idea. For Valentine’s Day in Boston, start or end your romantic evening with a light champagne tasting and stunning views of Boston. While sipping on your champagne, enjoy romantic jazz tunes by our house jazz band as we glide through Boston Harbor. Yacht Northern Lights offers comfortable seating in our cozy, climate controlled grand salon with wrap-around windows, as well as an open upper deck for truly unmatched views of Boston and surrounding areas. While Boston fireworks are not included in this cruise, Classic Harbor Line Boston hopes to create metaphorical sparks for you and your date. Our jazz is performed by a local Boston band, which brings a blend of vibrant modern grooves with a standard jazz repertoire. This is the perfect cruise for snuggling up with a loved one for the best Boston music cruise for Valentine’s Day. Please note this is a 21+ event and it is recommended that you have dinner before or after your cruise with us.
https://fareharbor.com/embeds/book/boston-sailing/items/172105/calendar/2025/02/?full-items=yes&flow=269878

Harborfest Fireworks on yacht Patriot

Get Fourth of July week started with a BANG on Yacht Patriot!
Duration: 2 hrs
Boat: Yacht Patriot
Cost: Up to $167.48
/reviews/#1709924366451-11e4e2e2-10a6
Join us aboard the classic yacht Patriot for a relaxing evening cruise in Boston Harbor and enjoy the start of the holiday week from the water. Take in views of the city skyline at twilight, watch the harbor come alive for Harborfest, and settle in for a spectacular fireworks display over the waterfront. Your ticket includes one complimentary beverage, and our bar will be open throughout the cruise with additional drinks available for purchase. As we leave the dock and head out into the harbor, you'll quickly leave the crowds behind and enjoy one of the best views in Boston for the evening's festivities. (Please note that the fireworks display is weather permitting.)
https://fareharbor.com/embeds/book/boston-sailing/items/734645/?full-items=yes&flow=332335

Boston Fireworks Cruise in Winthrop

The Best Boston Fireworks cruise to go see the Winthrop show on the Yacht Northern Lights
Duration: 3 hrs
Boat: Yacht Northern Lights
Cost: Up to $284.08
/reviews/#1741881036246-b5ed7c7f-0979
Classic Harbor Line Boston offers some of the best views of the Winthrop fireworks show for the 4th of July in Boston. Our Boston fireworks cruise aboard Yacht Northern Lights is great for friends and family or groups looking to celebrate in Boston on the 4th of July. Join us off of Winthrop, MA, just across the Boston Harbor for a spectacular fireworks display - rated as one of the top things to do in Boston for the 4th of July! This special 3-hour Boston boat cruise gives guests the opportunity to see this sparkling fireworks display from the comfort of our classic boat. Yacht Northern Lights features an upper top deck that’s open, along with a climate controlled grand salon with wrap-around windows. Both spaces are great for watching the fireworks on this Boston 4th of July Cruise. There’s also a full bar with drinks and light snacks available for purchase by credit card. So sit back and relax with us aboard our classic 1920s style yacht and marvel at the best fireworks in Boston. Northern Lights will run in light rain, however, the Winthrop Fireworks are weather permitting. Please note: We view the fireworks in Winthrop, MA, which are not the Boston Pop Fireworks on the Charles River. Our boats are too large to go up the Charles River, but we find the fireworks in Winthrop to be just as good of a show and far less crowded for better viewing.
https://fareharbor.com/embeds/book/boston-sailing/items/26514/calendar/2025/07/?full-items=yes&flow=269873

Boston 4th of July Cruise to view the USS Constitution Turnaround

Boston 4th of July Cruise to view the U.S.S. Constitution Turnaround aboard Yacht Northern Lights with Brunch
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $182.32
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Looking to do some Boston 4th of July events? Boston on the 4th of July and surrounding days is filled with lots of celebratory experiences, including our Boston 4th of July Cruise. Join Classic Harbor Line Boston aboard Yacht Northern Lights for the July 4th turnaround cruise of the U.S.S. Constitution Ship, the oldest (1797) actively commissioned naval vessel in the world. You won't want to miss this truly unique and special event! The turnaround takes place once a year to celebrate our nation's birthday, making the 4th of July in Boston truly patriotic. During the turnaround cruise, the U.S.S. Constitution Boston will sail into Boston Harbor where she'll exchange a 21-gun salute with Castle Island's Fort Independence. After the salutes, she will head back into the inner harbor and exchange cannon fire with the sector Boston's United States Coast Guard base located in the North End. During this Boat ride in Boston aboard Yacht Northern Lights, enjoy up-close views of the event from Boston Harbor. Northern Lights features a climate controlled interior salon with wrap-around windows along with an open upper deck for top views of the program. Each ticket includes a freshly prepared Boston brunch buffet. There is also a full bar with drinks available for purchase.
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Sightseeing Boston Boat Rides

with Classic Harbor Line Boston

Looking for the best Boston boat rides? From our Boston Sunset Cruise to our Boston Harbor Cruises, our Boston Harbor City Cruises offer the best way to see Boston’s skyline and tour Boston Harbor. Our classic motor yacht Northern Lights is designed for comfort and style, which is perfect for a Boston sightseeing boat ride. Experience all that Boston has to offer from the perspective of the water during a Brunch cruise Boston style, or a fun afternoon harbor cruise in Boston just to name a few. Take in views in our climate-controlled main cabin or venture up to our top deck for truly sweeping views from Yacht Northern Lights in Boston.

The motor yacht Northern Lights will take you on a Boston boat tour that is filled with rich history through the majestic Boston Harbor. You will see all the major iconic sites that the Boston skyline and Boston Harbor have to offer too. Our Boston boat tours are the best way to catch some of the main Boston sightseeing landmarks for some epic passive sightseeing.

Feel free to grab a drink or snack from our bar and relax aboard your Boston sightseeing boat tour. Ask our crew for a blanket or any assistance, making our Boston boat trips the best experience you’ve had in Boston.

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Sightseeing Cruises

the motor yacht northern lights cruising down the Boston river

Sightseeing Boston Boat Toursin Boston Harbor

Boston Harbor Sunset Cruise

Join us for the Best Boston Harbor Sunset Cruise on the yacht Northern Lights
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $86.92
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Looking for things to do in Boston, MA? Classic Harbor Line Boston has the best Boston Harbor sunset cruise experience. Starting with our classic boat, Yacht Northern Lights, guests can embark on a memorable experience in Boston Harbor taking in sweeping skyline views on this Boston Harbor sightseeing boat ride. During this Boston sunset cruise, unwind with loved ones, friends or colleagues during golden hour. Yacht Northern Lights features a climate controlled grand salon with wrap-around windows as well as an open upper deck for truly skyline views. Witness the captivating transformation of Boston's skyline as it glows against the evening sky. Delight in handcrafted cocktails, beverages and appetizers from our main deck bar as you glide through the harbor. This sunset boat cruise in Boston is also the perfect Boston date night experience. Enjoy light commentary on Boston Harbor's main landmarks, including monuments, forts, historical ships, and notable structures. Please note this is not a fully narrated tour. Throughout the journey, light music will enhance the ambiance. We hope to see you soon for the best sunset cruise in Boston!
https://fareharbor.com/embeds/book/boston-sailing/items/26505/calendar/2024/12/?full-items=yes

Brunch Cruise Aboard Northern Lights

It’s Boston brunch time! Weekends are for relaxing and getting your days started the right way - aboard a Boston brunch cruise.
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
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Looking for the best brunch in Boston? A Boston food cruise aboard Yacht Northern Lights is the way to go. There’s not a better way to start relaxing than on a 2-hour sightseeing Boston brunch cruise. During this Boston boat ride, guests can enjoy a freshly prepared gourmet brunch buffet and select a cozy seat aboard Northern Lights as we capture the perfect panoramic views of Boston. Indulge in a beverage from our beautiful onboard bar and jump-start your relaxation mode. This sightseeing cruise is great for friends and families, and we can also accommodate small bridal parties or even small morning-after-wedding-parties. Our Boston brunch cruise offers the perfect venue for a day-date or weekend outing with the family, or groups looking to celebrate, relax and entertain.
https://fareharbor.com/embeds/book/boston-sailing/items/32168/calendar/2024/12/?full-items=yes&flow=332335

Boston Harbor Sightseeing Cruise on Northern Lights

Yacht Northern Lights offering a Boston Harbor Sightseeing cruise
Duration: 1-1.5 hrs
Boat: Schooner Adirondack
Cost: Up to $44.52
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Join Classic Harbor Line Boston for a Boston Harbor sightseeing cruise aboard yacht Northern Lights and see Boston from the water! Boston Harbor city cruises are rated one of the best things to do in Boston and we agree! Offering unobstructed views of Boston’s iconic waterfront landmarks, we can see why a Boston boat ride is a must-do for visitors and locals alike. For an immersive 60 or 90-minute sightseeing adventure across Boston Harbor, join us aboard our classic yacht, Northern Lights. Take in the sights from the comfort of our cozy main cabin, complete with heating or air conditioning for your comfort. Alternatively, venture outside to our open-air covered top deck to bask in the fresh sea breeze and marvel at the harbor's beauty. During our Boston boat trips, explore the harbor's rich and fascinating history, guaranteed to captivate your attention throughout your sightseeing cruise. While aboard, satisfy your cravings with a selection of drinks and small bites available for purchase from our onboard bar. Whether you're a history enthusiast, a nature lover, or simply seeking a relaxing cruise, our boat tours in Boston aboard the Northern Lights promise to be unforgettable.
https://fareharbor.com/embeds/book/boston-sailing/items/26504/calendar/2025/03/?full-items=yes&flow=332335

Boston Sunset Cruise with the USS Constitution Cannon Fire

Best Happy Hour Cruise in Boston Harbor!
Duration: 1.5 hrs
Boat: Yacht Patriot
Cost: Up to $61.48
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This is one of the best kept secrets of Boston! Take to the water and experience Boston Harbor at Golden Hour aboard the yacht Patriot. There is no better way to end the day than on a classic yacht at sunset in Boston Harbor. This sunset cruise is the perfect Boston date night idea offering stunning scenic views and cozy nautical charm. Whether you are visiting town or are a native local, a Boston Harbor Cruise will offer a unique way of viewing the Boston skyline. Enjoy our comfortable lounge seating along with your favorite drink in hand as you cruise past all of the iconic sites this city has to offer. Special bonus: take in the maritime tradition and watch the sun dip beyond the horizon as you experience the USS Constitution cannon fire at sunset in Boston Harbor.
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Boston Historic Narrated Harbor Tour aboard Patriot

Boston Harbor's Best Kept Secret!
Duration: 1.5 hrs
Boat: Yacht Patriot
Cost: Up to $44.52
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You’re in Boston searching for ‘best boat tour near me’…look no further! Join us aboard the classically-inspired wooden mini yacht, Patriot for an intimate Boston narrated cruise to discover some of the histories and mysteries of Boston’s Harbor and rich waterfront. This 1.5-hour sightseeing tour provides an in depth narration of the history of Boston’s Inner Harbor. This is one of the best Boston boat rides in the harbor and we’ll cruise all along Boston’s waterfront for unique sightseeing views from the harbor. Sit back and enjoy a crowd-free cruise led by our knowledgeable local historian as we journey through one of the nation’s most historic waterways. This intimate Boston Harbor experience offers unobstructed views of the city skyline and surrounding landmarks, all from the elegant setting of a classic yacht. While it’s not a Boston Duck Tour or a whale watching trip, this is one of the top-rated narrated historic tours in the city — a must-do for visitors and locals alike.
https://fareharbor.com/embeds/book/boston-sailing/items/657142/?full-items=yes&flow=5114

Boston Sailboat Ride aboard the Adirondack Schooners

The best Boston sailboat ride in Boston Harbor aboard the Adirondack Schooners.
Duration: 1.5 or 2 hrs
Boat: Schooner Adirondack
Cost: Up to $74.20
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Our classic 1.5-hour or 2-hour Boston sailboat ride is a great afternoon boat cruise option and way to see the sights of Boston Harbor. There is no better way to sail Boston than by enjoying an experience aboard schooner Adirondack. An afternoon day sail aboard our classic sailboats is the most elegant day sailing in Boston you will find in the harbor. These boats are classically styled pilot schooners with long sleek lines, mahogany rails and classic finishes, offering a smooth and gentle Boston day sail experience with some speediness to boot. Boston sailing is great for families who want to get out and see the sights too! Within minutes of leaving the dock, you'll forget the distractions of life on land, as you experience the joy of a leisurely harbor boat tour. So gather your friends and family and book your tickets now to experience one of the best things to do in Boston!
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Boston Sunset Sail on Schooner Adirondack

The best sunset sail in Boston Harbor aboard Schooner Adirondack
Duration: 2 hrs
Boat: Schooner Adirondack
Cost: Up to $101.76
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Experience a beautiful 2-hour Boston sunset sail on the water and see Boston’s iconic waterfront landmarks as the sun dips below the horizon. During this Boston sailing experience, guests can enjoy comfortable seating aboard the most elegant sailing yachts in town, our Adirondack schooners. These classically styled pilot schooners are the best option for a Boston sunset cruise when looking for fun things to do in Boston. Plus our Schooner Adirondack boats are the fastest and most elegant schooners in Boston Harbor, offering a smooth and gentle sailing experience and top-notch hospitality too. Enjoy a comfortable and relaxing ride with friends and family or for a special Boston date night. Within minutes of leaving the dock, you'll forget the distractions of life on land, as you experience the ambiance of sunset sailing in Boston.
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Gloucester Sunset Sail on Schooner Adirondack

The best sunset sail in Gloucester aboard Schooner Adirondack
Duration: 2 hrs
Boat: Schooner Adirondack
Cost: Starting at $72.08
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Spend two unforgettable hours sailing Gloucester Harbor at sunset during the Gloucester Schooner Festival, one of New England’s signature maritime celebrations. This special cruise offers a unique opportunity to experience Gloucester while the harbor is filled with traditional schooners visiting for the festival. Throughout the sail, you’ll see many of these beautiful vessels underway around the harbor, creating a scene that only happens during this special weekend. As the sun begins to set, relax on the open deck and take in views of Gloucester’s historic coastline, lighthouses, beaches, and waterfront estates. The highlight of this cruise is simply being on the water during the festival itself. With schooners surrounding you, the evening light over Gloucester Harbor, and the city’s maritime history all around, this is a very different experience from a typical harbor cruise. Whether you’re visiting Gloucester for the festival or simply looking for a memorable evening on the water, this two-hour sunset sail offers a relaxed and scenic way to experience one of America’s most historic seaports.
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Schooner Adirondack Oyster Sail

The Boston Oyster Sail is a unique way to experience Boston from the water!
Duration: 2 hrs
Boat: Schooner Adirondack
Cost: Up to $76.32
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Join us for a Boston Oyster Sail! A Boston Harbor Sailing & Oyster Tour is a perfect blend of maritime adventure and culinary delight. Picture yourself aboard our classic sailboat, gliding across the waters of Boston Harbor with the city skyline as your backdrop. This is by far a unique experience to be had with your friends, family or loved one. Relish in the taste of freshly shucked oysters paired with mignonette, lemon, and hot sauce. Tours also offer champagne or crisp white wine to enhance the experience for purchase. Not only will you enjoy the delicious taste but will learn the history of farming and raising oysters and the importance of them to the local ecosystem. This Boston Oyster Sail is the perfect way to experience the harbor!
https://fareharbor.com/embeds/book/boston-sailing/items/26489/?full-items=yes&flow=5114

Boston Harborfest Fireworks Cruise

The Best Boston Harborfest Fireworks Cruise in Beantown aboard the yacht Northern Lights
Duration: 2.25 hrs
Boat: Yacht Northern Lights
Cost: Up to $146.28
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Happy 4th of July in Boston! Bostonians know how to celebrate our Independence and it all begins with a Boston Harborfest Fireworks Cruise. Join Classic Harbor Line Boston aboard the Yacht Northern Lights for this fun family friendly event and experience a Boston Harborfest Fireworks cruise like no other! This 2.25-hour experience offers a fun alternative to viewing the Fireworks show from the shoreline. As we cruise in Boston Harbor, wave to your fellow patriots on shore and take in the sites this city has to offer. Our sightseeing cruise for the 4th of July in Boston offers front row seats to see the show, with comfortable seating, a bar and a festive crowd free atmosphere. Yacht Northern Lights is a classic 1920s style commuter yacht featuring a climate controlled grand salon with wrap-around windows, plus an open upper deck with truly unobstructed views of Boston Harbor and surrounding areas. There are many Boston Harborfest events to choose from, but if you are in Beantown for Independence Day week then we have the Boston Harbor cruise for you! Celebrate this special event in style with Classic Harbor Line Boston. Please note that Yacht Northern Lights will operate in the rain; however, the Harborfest Fireworks are weather permitting
https://fareharbor.com/embeds/book/boston-sailing/items/26515/calendar/2025/07/?full-items=yes&flow=269873

Boston Harborfest Fireworks Sail

Celebrate Boston Harborfest aboard a classic yacht in Boston Harbor for a fireworks cruise.
Duration: 2 hrs
Boat: Schooner Adirondack
Cost: Up to $167.48
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It’s 4th of July in Boston and what better way to celebrate than with Boston Harborfest! Get your fourth of July week started with a bang and join Classic Harbor Line Boston for this fun family friendly event. During this Boston fireworks cruise aboard one of our Adirondack Schooners, enjoy a fun sightseeing cruise around Boston Harbor and see some of Boston’s most iconic sites. Wave to your fellow patriots on the shoreline as we pass by and get into position for an unobstructed view of the Harborfest fireworks on the water. Marvel at the spectacular fireworks display on this Boston Harborfest cruise and celebrate a memorable 4th of July in Boston. One complimentary drink is included with each ticket. So, if you are looking for Boston Harborfest events, then join us for a two hour cruise, followed by Harborfest Fireworks lighting up along Boston's Waterfront.
https://fareharbor.com/embeds/book/boston-sailing/items/26501/calendar/2024/12/?full-items=yes&flow=269877

Royal Princess Brunch Cruise on Northern Lights

Royal Princess Brunch Cruise!
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
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Join us aboard our floating palace for a magical afternoon on Boston Harbor aboard the elegant Northern Lights. This special princess-themed brunch cruise brings together fairytale fun, harbor views, music, photo moments, and a delicious brunch buffet for an unforgettable family experience. From the moment guests arrive, little royals will be welcomed into a world of sparkle, imagination, and celebration. Joined by beloved storybook-style princesses, children will enjoy a charming onboard experience filled with royal greetings, interactive moments, sing-alongs, photos, and plenty of time to make memories while cruising through Boston Harbor. The cruise takes place aboard Northern Lights, a classic 1920s-style motor yacht featuring a comfortable, climate-controlled main deck and an open-air top deck with beautiful views of the city skyline and harbor islands.
https://fareharbor.com/embeds/book/boston-sailing/items/736774/?full-items=yes&flow=332335

Boston Mother’s Brunch Cruise

Enjoy live Jazz on our Boston Mother’s Day Brunch Cruise in Boston Harbor!
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
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What does a Boston foodie mom really want for Mother’s Day in Boston? We think a Boston Mother’s Day Brunch Cruise with live music is the best way to celebrate! One of the best Boston foodie spots, a Boston Harbor Mother’s Day Brunch with Classic Harbor Line Boston aboard Yacht Northern Lights offers Mom and the whole family a fun thing to do for Mother’s Day in Boston. Pamper your mom and grandmother, or anyone who takes on that motherly role in your life, with a serene and picturesque Boston Mother’s Day Brunch accompanied by live Jazz music. Treat them to a memorable experience in Boston Harbor as we embark on a journey along Boston’s historic waterfront. With ample space for relaxing in our climate controlled grand salon, this Boston venue is great for couples, families and small groups looking to celebrate. Venture to the open upper deck for the perfect photo opportunity to snap cherished memories against the backdrop of Boston’s iconic landmarks. Upon boarding this Boston brunch cruise, enjoy a beverage from our onboard bar and get ready to delight in our gourmet brunch buffet while finding a cozy spot aboard the Northern Lights, where panoramic views of Boston await. Immerse yourself in the sights and sounds of the harbor on this Boston music cruise while indulging in delicious cuisine and live entertainment. It's the perfect way to show your appreciation and create lasting memories with your loved ones.
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Boston City Lights Ghost Tour on Northern Lights

Join us for the Best Boston Harbor Sunset Cruise on the yacht Northern Lights
Duration: 1.5 hrs
Boat: Yacht Northern Lights
Cost: $40.18
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Join us aboard the Northern Lights, a classic 1920s-style yacht operated by Classic Harbor Line, for a 90-minute haunted ghost tour cruise through Boston Harbor that explores the darker side of the city’s history. As night falls and the skyline lights up, you’ll set out on a guided tour filled with ghost stories and legends tied to the harbor’s islands. Along the way, you’ll pass by places like George’s Island, where the ghost of the Lady in Black is said to haunt the old fort, and Spectacle Island, known for strange sightings over the years. Other stops may include Thompson Island, Peddocks Island, and more—each with its own eerie tale. A live narrator will share these stories as you cruise past the historic sites, blending local history with folklore. The atmosphere is quiet and scenic, with indoor and outdoor seating and great views of the city at night. It’s a unique way to experience the harbor—part history, part mystery, and a great evening out whether you're a visitor or a local.
https://fareharbor.com/embeds/book/boston-sailing/items/617713/?full-items=yes&flow=5114

Boston Fall Brunch Cruise

Classic Harbor Line Boston Fall Foliage Brunch Cruise aboard the yacht Northern Lights
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
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Offered October through mid November. Looking for the best New England Fall Foliage Tours? Check out our Boston Fall Foliage Brunch Cruise aboard Yacht Northern Lights, one of the best Brunch places in Boston. With New England Fall Foliage being some of the most well-known in the country, it’s no wonder folks flock to Boston and surrounding areas to partake in some epic leaf peeping. Available on weekends, our Boston brunch cruise is the perfect combination of passive sightseeing and Boston fall foliage. During this 2-hour Boston brunch cruise on the elegant Northern Lights, enjoy the fall colors and festive fall decor while you sip on a delicious apple cider mimosa or other fall themed beverages from our full bar. Partake in a freshly prepared gourmet brunch buffet and select a cozy seat aboard Northern Lights heated grand salon as we capture the perfect panoramic views of Boston and the Boston Harbor Islands. For all the Boston foodie people out there, our Boston Harbor cruises are sure to make memories that last a lifetime. Please note, Classic Harbor Line Boston can accommodate small bridal parties or even morning-after-wedding parties. Our Boston brunch cruise offers the perfect event venue for couples and families as well as the group looking to celebrate, relax, and entertain.
https://fareharbor.com/embeds/book/boston-sailing/items/62841/calendar/2024/12/?full-items=yes&flow=332335

Boston Fall Cruise with Lunch

The best fall foliage cruise in Beantown on the classic boat Northern Lights
Duration: 1.5 hrs
Boat: Northern Lights
Cost: Up to $72.08
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Offered October through mid November. Pull out your autumn sweaters and grab a hot cider for a Boston Fall Foliage Cruise! Join the captain and crew of our classic boat, Yacht Northern Lights, for a relaxing 1.5-hour Fall Foliage Lunch Cruise Boston and enjoy the best sightseeing boat tour during fall in New England. This Boston Harbor cruise features the best fall colors in Boston as we cruise around the Boston Harbor islands during the best time to visit New England. New England in the fall has been known for the vibrant foliage that people are drawn to every year. Our boat tours in Boston offer that ambiance along with some fun tales about pirates and ghosts that haunt the Boston islands as we cruise. Additionally during this Fall foliage cruise, learn about how the islands have played an integral role in fortifying Boston in every war from the Revolutionary War until World War II. Almost every island has a story to tell. Aboard this Boston leaf peeping experience, guests will hear many of those anecdotes. This Fall foliage Boston cruise includes a gourmet picnic lunch consisting of an assortment of entrees. Our Boston Harbor fall foliage cruise is great for families and friends looking for a relaxing adventure.
https://fareharbor.com/embeds/book/boston-sailing/items/26512/calendar/2024/12/?full-items=yes&flow=332335

Holiday Sunset Cruise in Boston

Enjoy a Holiday Sunset Cruise in Boston for the Christmas season on the yacht Northern Lights
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $61.48
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Offered throughout the month of December. Boston in December is bustling with festive activities and fun things to do to get into the holiday spirit. Our Holiday sunset cruise in Boston is a top rated activity to do during Christmas in Boston. Join Classic Harbor Line Boston this season for a 2-hour Holiday Sunset Cruise in the warm, cozy, and festively-decorated interior of Yacht Northern Lights. While aboard, warm up with a cup of hot cocoa as you take in the Boston Harbor sites. Enjoy the sunset while listening to classic Holiday hits. Watch the sky as it changes from blues to oranges behind the outline of Boston's city skyline. Our Boston Harbor cruises offer some of the best winter sunsets in Boston.
https://fareharbor.com/embeds/book/boston-sailing/items/64770/calendar/2024/12/?full-items=yes&flow=332335

Cocoa and Carols Holiday Cruise in Boston

Cocoa Holiday Harbor Cruise on Yacht Northern Lights in Boston
Duration: 1.5 hrs
Boat: Yacht Northern Lights
Cost: Up to $72.08
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Offered throughout the month of December. It’s Christmas in Boston! If looking for the best activities in Boston in December, we have a Cocoa and Carols Holiday Cruise Boston that’s sure to get you in the festive spirit. Please join Classic Harbor Line Boston for this special cruise tailored for friends, family, and all your loved ones during the holidays in Boston. During a Boston Cocoa and Carols Holiday Cruise, our classic boat, Yacht Northern Lights, offers the best views of Boston Harbor in December. Guests aboard can enjoy comfortable seating in our heated grand salon that’s fully decked out in holiday decor. Cruise Boston Harbor on this 90-minute cruise and see the Christmas lights Boston has to offer along with the best sightseeing views as we cruise. Enjoy a beverage, such as a hot cocoa, beer, wine or holiday cocktail, from our onboard bar and take in the festive atmosphere including holiday hits from our live Jazz band performing throughout the experience. Guests are welcome to explore Northern Lights open upper deck with truly unobstructed views of Boston in December. This cruise offers a unique way to entertain guests from out of town, a fun Christmas activity to do with friends or colleagues, or a great holiday date night idea. We’re a short walk away from the Boston Christmas Market, which makes for some of the best things to do in Boston, MA in December.
https://fareharbor.com/embeds/book/boston-sailing/items/32749/calendar/2024/12/?full-items=yes&flow=332335

Boston Holiday Brunch Cruise with Santa

Best Boston Holiday Brunch Cruise for all Boston Foodies
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
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Offered on weekends throughout the month of December. With so many things to do in Boston in December, it can be hard to choose how to spend your time during Christmas in Boston. If you’re looking for a Boston Holiday brunch cruise, then our Boston Christmas brunch cruise is the one! During the most festive time to experience Beantown, join Classic Harbor Line Boston aboard Yacht Northern Lights, one of the best places in Boston for brunch, and see all of Boston's iconic sights from the water. Weekends are a time for relaxing and getting your days started the right way, and there’s no better way to start relaxing than on a 2-hour Boston brunch cruise. On our Boston Harbor Cruise guests aboard Yacht Northern Lights will be treated to comfortable seating in the heated grand salon decked out in holiday decor as well as a full bar for hot cocoa, mimosas or a festive holiday cocktail. Enjoy our freshly prepared gourmet brunch buffet during one of the best brunch in Boston experiences. Select a cozy seat aboard Northern Lights as we capture the perfect panoramic views of Boston as we cruise Boston Harbor on a classic boat ride. We’re just a short walk from the Boston Christmas Market, which makes for a fun pairing with our Best of Boston brunch cruise. So enjoy Boston in December, take in the holiday markets, historic sights glistening in snow, and join Classic Harbor Line Boston for some festive Boston Harbor Cruises. Please note, we can accommodate small bridal parties as well as small morning-after-wedding-parties. Our brunch cruise offers the perfect event venue for couples, families, and small groups looking to celebrate, relax and entertain for any occasion.
https://fareharbor.com/embeds/book/boston-sailing/items/64768/calendar/2024/12/?full-items=yes&flow=332335

Northern Lights Champagne City Lights Cruise

The perfect Boston Date idea is a Boston Night Cruise aboard the classic yacht Northern Lights.
Duration: 1 hr
Boat: Yacht Northern Lights
Cost: $38
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Looking for a romantic night cruise in Boston? Some fun date night ideas in Boston start with Classic Harbor Line Boston! Join us for a Boston night cruise and see Boston and the surrounding area lit up at night. This 1-hour city lights cruise aboard our classic boat, Yacht Northern Lights, is the perfect way to unwind after a day on land aboard. Great for a Boston date night or night out with a group of friends, we recommend adding this Boston Harbor tour at night to your bucket list. Enjoy a glass of bubbles or beverage from the bar, and gaze at the glittering lights of the city as light dances on the waters of Boston Harbor. As relaxing pre-recorded music plays to set the evening vibe, enjoy good conversion and Boston’s most iconic sights.
https://fareharbor.com/embeds/book/boston-sailing/items/26506/calendar/2024/12/?full-items=yes&flow=269860

Harborfest Fireworks on yacht Patriot

Get Fourth of July week started with a BANG on Yacht Patriot!
Duration: 2 hrs
Boat: Yacht Patriot
Cost: Up to $167.48
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Join us aboard the classic yacht Patriot for a relaxing evening cruise in Boston Harbor and enjoy the start of the holiday week from the water. Take in views of the city skyline at twilight, watch the harbor come alive for Harborfest, and settle in for a spectacular fireworks display over the waterfront. Your ticket includes one complimentary beverage, and our bar will be open throughout the cruise with additional drinks available for purchase. As we leave the dock and head out into the harbor, you'll quickly leave the crowds behind and enjoy one of the best views in Boston for the evening's festivities. (Please note that the fireworks display is weather permitting.)
https://fareharbor.com/embeds/book/boston-sailing/items/734645/?full-items=yes&flow=332335

Boston Fireworks Cruise in Winthrop

The Best Boston Fireworks cruise to go see the Winthrop show on the Yacht Northern Lights
Duration: 3 hrs
Boat: Yacht Northern Lights
Cost: Up to $284.08
/reviews/#1741881036246-b5ed7c7f-0979
Classic Harbor Line Boston offers some of the best views of the Winthrop fireworks show for the 4th of July in Boston. Our Boston fireworks cruise aboard Yacht Northern Lights is great for friends and family or groups looking to celebrate in Boston on the 4th of July. Join us off of Winthrop, MA, just across the Boston Harbor for a spectacular fireworks display - rated as one of the top things to do in Boston for the 4th of July! This special 3-hour Boston boat cruise gives guests the opportunity to see this sparkling fireworks display from the comfort of our classic boat. Yacht Northern Lights features an upper top deck that’s open, along with a climate controlled grand salon with wrap-around windows. Both spaces are great for watching the fireworks on this Boston 4th of July Cruise. There’s also a full bar with drinks and light snacks available for purchase by credit card. So sit back and relax with us aboard our classic 1920s style yacht and marvel at the best fireworks in Boston. Northern Lights will run in light rain, however, the Winthrop Fireworks are weather permitting. Please note: We view the fireworks in Winthrop, MA, which are not the Boston Pop Fireworks on the Charles River. Our boats are too large to go up the Charles River, but we find the fireworks in Winthrop to be just as good of a show and far less crowded for better viewing.
https://fareharbor.com/embeds/book/boston-sailing/items/26514/calendar/2025/07/?full-items=yes&flow=269873

U.S.S. Constitution Turnaround Boston Sail aboard the Adirondack Schooners

The best viewing of the U.S.S. Constitution Turnaround Boston maritime event aboard the Adirondack Schooners.
Duration: 2 hrs
Boat: Schooner Adirondack
Cost: Up to $171.72
/reviews/#1741880456956-4f6d39db-976e
Boston on the 4th of July features an exciting series of Boston 4th of July events from fireworks shows to special viewings of the Boston USS Constitution Ship and more. For up-front seats to the USS Constitution Turnaround Boston, join Classic Harbor Line Boston aboard Schooner Adirondack for this special experience. This 2.5-3-hour long sail on July 4th to view the turnaround of the U.S.S. Constitution ship, the oldest (1797) actively commissioned naval vessel in the world, is sure to make memories that will last a lifetime. Experience 4th of July in Boston like you never have before aboard one of our Adirondack schooners, classic 1890s style pilot schooner, featuring comfortable seating and a brisk ride, as we are able to view the turnaround of the U.S.S. Constitution. You won't want to miss this truly unique and special program! During this annual event to celebrate our nation's birthday, the Boston U.S.S. Constitution will sail out into the harbor where she'll exchange a 21-gun salute with Castle Island's Fort Independence.
https://fareharbor.com/embeds/book/boston-sailing/items/26498/calendar/2024/12/?full-items=yes&flow=269877

Boston 4th of July Cruise to view the USS Constitution Turnaround

Boston 4th of July Cruise to view the U.S.S. Constitution Turnaround aboard Yacht Northern Lights with Brunch
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $182.32
/reviews/#1741879789128-74cac275-1376
Looking to do some Boston 4th of July events? Boston on the 4th of July and surrounding days is filled with lots of celebratory experiences, including our Boston 4th of July Cruise. Join Classic Harbor Line Boston aboard Yacht Northern Lights for the July 4th turnaround cruise of the U.S.S. Constitution Ship, the oldest (1797) actively commissioned naval vessel in the world. You won't want to miss this truly unique and special event! The turnaround takes place once a year to celebrate our nation's birthday, making the 4th of July in Boston truly patriotic. During the turnaround cruise, the U.S.S. Constitution Boston will sail into Boston Harbor where she'll exchange a 21-gun salute with Castle Island's Fort Independence. After the salutes, she will head back into the inner harbor and exchange cannon fire with the sector Boston's United States Coast Guard base located in the North End. During this Boat ride in Boston aboard Yacht Northern Lights, enjoy up-close views of the event from Boston Harbor. Northern Lights features a climate controlled interior salon with wrap-around windows along with an open upper deck for top views of the program. Each ticket includes a freshly prepared Boston brunch buffet. There is also a full bar with drinks available for purchase.
https://fareharbor.com/embeds/book/boston-sailing/items/69511/calendar/2025/07/?full-items=yes&flow=269873

Winthrop Fireworks Cruise on the Adirondack Schooners

The best Winthrop Fireworks Cruise in Boston Harbor aboard the classic Adirondack Schooners.
Duration: 3-3.5 hrs
Boat: Schooner Adirondack
Cost: Up to $284.08
/reviews/#1741880430169-27869702-e778
Sail Boston and join Classic Harbor Line Boston for a Winthrop fireworks cruise! This Boston sailing experience for the 4th of July in Boston is one not to be missed. Looking to skip sitting in traffic and dealing with crowds that go hand and hand with Boston 4th of July events? The Winthrop fireworks show aboard our classic boat, Schooner Adirondack, is a great alternative! Join us aboard one of our Adirondack schooners for a cruise to Winthrop to watch the fireworks. Then sail back to Boston under the gleaming night sky and see Boston’s iconic skyline lit up at night. This 3-hour event offers guests the opportunity to soak up Winthrop's fireworks display from an elegant and relaxing vantage point out on the water. Our Schooners Adirondack are brilliant pilot schooners modeled after similar boats built in the 1890s. With an open deck and comfortable seating, this Boston 4th of July cruise is sure to be an experience that will last a lifetime. In addition to a fantastic experience, this captivating Winthrop Fireworks Cruise will feature delicious, complimentary desserts and a complimentary drink of any kind with your purchase. If you’re looking for things to do in Boston for the 4th of July don’t wait! This experience often sells out in advance. Please note that the Winthrop Fireworks are weather permitting. We may not be able to raise sail for the fireworks due to crowding in the harbor. If time permits, we may do some sailing after the fireworks.
https://fareharbor.com/embeds/book/boston-sailing/items/26502/calendar/2024/12/?full-items=yes&flow=269877

Gloucester Schooner Fest Fireworks

Enjoin an evening of enchanting fireworks!
Duration: 1.5 hrs
Boat: Schooner Adirondack
Cost: Starting at $114.48
/reviews/#1741880430169-27869702-e778
Join Schooner Adirondack III for a special Gloucester Schooner Festival fireworks sail and experience New England’s maritime tradition from the deck of an authentic 80-foot pilot schooner. As night falls, watch Gloucester Harbor come alive as a fleet of beautiful schooners gathers on the water, creating the perfect backdrop for an unforgettable evening. Enjoy a complimentary drink and unobstructed waterfront views as the festival fireworks light up the harbor and reflect across the water! Feel the breeze, take in the sights, and settle in for an authentic sailing experience that caputres the spirit of Gloucester and its rich maritime heritage. It's a magical night on the water and a celebration you won't want to miss! The crew offers an engaging, authentic sailing experience for guests of all interests. Don't miss out on this special event with us!
https://fareharbor.com/embeds/book/boston-sailing/items/754117/?full-items=yes&flow=332335

Boston Boat Tours

with Classic Harbor Line in Boston Harbor

When visiting Boston, the top item on the list of things to do are Boston sightseeing boat tours! From a sightseeing cruise with narration of the main sites to our brunch cruise boat rides in Boston with a freshly prepared menu and more! These Boston sightseeing cruises are sure to check off some items on your Boston bucket list. And rest assured, Classic Harbor Line Boston has the best seats in the house for your Boston Harbor boat ride experience.

Join us aboard one of our classically designed yachts and enjoy the day on a sightseeing boat tour out into Boston Harbor. Take in some of the iconic sites that the waterfront offers and take some photos of the Boston skyline with a glass of champagne in hand.

Boston Sightseeing Boat Tours

At Classic Harbor Line Boston we have a variety of boat rides that cruise through Boston Harbor offering a historic sightseeing cruise view on the yacht Northern Lights. Northern Lights is the largest boat in the Classic Harbor Line Boston fleet, offering guests comfortable seating in her grand salon as well as sweeping skyline views from her upper deck. A Boston boat ride and sightseeing cruise aboard Northern Lights gives guests the perfect vantage point to learn all about the major sites of the harbor.

Our Boston Harbor sightseeing boat tours aboard our sailboats are also great for locals looking to relax and get away from the chaos of the city after work. These Boston Harbor sailing experiences aboard our Adirondack schooners are perfect to take out-of-town guests for a passive sightseeing boat ride. Sit back on a classic sailboat and watch the crew expertly raise sail. Enjoy the sights and sounds of a leisurely sightseeing experience under wind power!

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Boston Sailing

group of people enjoying a sailboat ride, with a woman at the steering wheel and a worker looking out over the water

Sail Boston Harboraboard elegant schooners

Boston Sailboat Ride aboard the Adirondack Schooners

The best Boston sailboat ride in Boston Harbor aboard the Adirondack Schooners.
Duration: 1.5 or 2 hrs
Boat: Schooner Adirondack
Cost: Up to $74.20
/reviews/#1741880027080-38075b2e-c317
Our classic 1.5-hour or 2-hour Boston sailboat ride is a great afternoon boat cruise option and way to see the sights of Boston Harbor. There is no better way to sail Boston than by enjoying an experience aboard schooner Adirondack. An afternoon day sail aboard our classic sailboats is the most elegant day sailing in Boston you will find in the harbor. These boats are classically styled pilot schooners with long sleek lines, mahogany rails and classic finishes, offering a smooth and gentle Boston day sail experience with some speediness to boot. Boston sailing is great for families who want to get out and see the sights too! Within minutes of leaving the dock, you'll forget the distractions of life on land, as you experience the joy of a leisurely harbor boat tour. So gather your friends and family and book your tickets now to experience one of the best things to do in Boston!
https://fareharbor.com/embeds/book/boston-sailing/items/26484/calendar/2025/05/?full-items=yes&flow=332335

Boston Sunset Sail on Schooner Adirondack

The best sunset sail in Boston Harbor aboard Schooner Adirondack
Duration: 2 hrs
Boat: Schooner Adirondack
Cost: Up to $101.76
/reviews/#1741880274256-7ac24968-d7b2
Experience a beautiful 2-hour Boston sunset sail on the water and see Boston’s iconic waterfront landmarks as the sun dips below the horizon. During this Boston sailing experience, guests can enjoy comfortable seating aboard the most elegant sailing yachts in town, our Adirondack schooners. These classically styled pilot schooners are the best option for a Boston sunset cruise when looking for fun things to do in Boston. Plus our Schooner Adirondack boats are the fastest and most elegant schooners in Boston Harbor, offering a smooth and gentle sailing experience and top-notch hospitality too. Enjoy a comfortable and relaxing ride with friends and family or for a special Boston date night. Within minutes of leaving the dock, you'll forget the distractions of life on land, as you experience the ambiance of sunset sailing in Boston.
https://fareharbor.com/embeds/book/boston-sailing/items/26483/calendar/2025/05/?full-items=yes&flow=332335

Gloucester Sunset Sail on Schooner Adirondack

The best sunset sail in Gloucester aboard Schooner Adirondack
Duration: 2 hrs
Boat: Schooner Adirondack
Cost: Starting at $72.08
/reviews/#1741880274256-7ac24968-d7b2
Spend two unforgettable hours sailing Gloucester Harbor at sunset during the Gloucester Schooner Festival, one of New England’s signature maritime celebrations. This special cruise offers a unique opportunity to experience Gloucester while the harbor is filled with traditional schooners visiting for the festival. Throughout the sail, you’ll see many of these beautiful vessels underway around the harbor, creating a scene that only happens during this special weekend. As the sun begins to set, relax on the open deck and take in views of Gloucester’s historic coastline, lighthouses, beaches, and waterfront estates. The highlight of this cruise is simply being on the water during the festival itself. With schooners surrounding you, the evening light over Gloucester Harbor, and the city’s maritime history all around, this is a very different experience from a typical harbor cruise. Whether you’re visiting Gloucester for the festival or simply looking for a memorable evening on the water, this two-hour sunset sail offers a relaxed and scenic way to experience one of America’s most historic seaports.
https://fareharbor.com/embeds/book/boston-sailing/items/754137/?full-items=yes&flow=332335

Schooner Adirondack Oyster Sail

The Boston Oyster Sail is a unique way to experience Boston from the water!
Duration: 2 hrs
Boat: Schooner Adirondack
Cost: Up to $76.32
/reviews/#1741880274256-7ac24968-d7b2
Join us for a Boston Oyster Sail! A Boston Harbor Sailing & Oyster Tour is a perfect blend of maritime adventure and culinary delight. Picture yourself aboard our classic sailboat, gliding across the waters of Boston Harbor with the city skyline as your backdrop. This is by far a unique experience to be had with your friends, family or loved one. Relish in the taste of freshly shucked oysters paired with mignonette, lemon, and hot sauce. Tours also offer champagne or crisp white wine to enhance the experience for purchase. Not only will you enjoy the delicious taste but will learn the history of farming and raising oysters and the importance of them to the local ecosystem. This Boston Oyster Sail is the perfect way to experience the harbor!
https://fareharbor.com/embeds/book/boston-sailing/items/26489/?full-items=yes&flow=5114

Boston Harborfest Fireworks Sail

Celebrate Boston Harborfest aboard a classic yacht in Boston Harbor for a fireworks cruise.
Duration: 2 hrs
Boat: Schooner Adirondack
Cost: Up to $167.48
/reviews/#1741880385912-d27f1e3b-6764
It’s 4th of July in Boston and what better way to celebrate than with Boston Harborfest! Get your fourth of July week started with a bang and join Classic Harbor Line Boston for this fun family friendly event. During this Boston fireworks cruise aboard one of our Adirondack Schooners, enjoy a fun sightseeing cruise around Boston Harbor and see some of Boston’s most iconic sites. Wave to your fellow patriots on the shoreline as we pass by and get into position for an unobstructed view of the Harborfest fireworks on the water. Marvel at the spectacular fireworks display on this Boston Harborfest cruise and celebrate a memorable 4th of July in Boston. One complimentary drink is included with each ticket. So, if you are looking for Boston Harborfest events, then join us for a two hour cruise, followed by Harborfest Fireworks lighting up along Boston's Waterfront.
https://fareharbor.com/embeds/book/boston-sailing/items/26501/calendar/2024/12/?full-items=yes&flow=269877

Boston Labor Day Weekend Boat Tour with Fireworks

Enjoy a Labor Day Weekend boat tour with a Fireworks Cruise Aboard a Schooner Adirondack
Duration: 1.5 hrs
Boat: Schooner Adirondack
Cost: $95.40
/reviews/#1741880315544-e2d06ed6-a477
Looking for Boston events Labor Day Weekend? What better way to celebrate the end of summer than with a stellar Boston Labor Day Weekend Boat Tour for one of the best things to do in Boston for Labor Day! Join Classic Harbor Line Boston aboard Schooner Adirondack and enjoy Boston Harbor fireworks from waters of Boston Harbor. Our Schooners Adirondack offer the best Boston Labor Day Weekend views of the illuminated sky. This 1.5 hour cruise offers guests the opportunity to soak up the fireworks in Boston while relaxing on a comfortable open deck under the stars. Boston Harbor Fireworks are best seen from the water with unobstructed views in the harbor. Modeled after similar boats built in the 1890s but with modern upgrades, our boat rides are designed to provide space to accommodate our guests, ensuring a comfortable and quality experience for anyone who boards.
https://fareharbor.com/embeds/book/boston-sailing/items/26493/calendar/2024/12/

U.S.S. Constitution Turnaround Boston Sail aboard the Adirondack Schooners

The best viewing of the U.S.S. Constitution Turnaround Boston maritime event aboard the Adirondack Schooners.
Duration: 2 hrs
Boat: Schooner Adirondack
Cost: Up to $171.72
/reviews/#1741880456956-4f6d39db-976e
Boston on the 4th of July features an exciting series of Boston 4th of July events from fireworks shows to special viewings of the Boston USS Constitution Ship and more. For up-front seats to the USS Constitution Turnaround Boston, join Classic Harbor Line Boston aboard Schooner Adirondack for this special experience. This 2.5-3-hour long sail on July 4th to view the turnaround of the U.S.S. Constitution ship, the oldest (1797) actively commissioned naval vessel in the world, is sure to make memories that will last a lifetime. Experience 4th of July in Boston like you never have before aboard one of our Adirondack schooners, classic 1890s style pilot schooner, featuring comfortable seating and a brisk ride, as we are able to view the turnaround of the U.S.S. Constitution. You won't want to miss this truly unique and special program! During this annual event to celebrate our nation's birthday, the Boston U.S.S. Constitution will sail out into the harbor where she'll exchange a 21-gun salute with Castle Island's Fort Independence.
https://fareharbor.com/embeds/book/boston-sailing/items/26498/calendar/2024/12/?full-items=yes&flow=269877

Winthrop Fireworks Cruise on the Adirondack Schooners

The best Winthrop Fireworks Cruise in Boston Harbor aboard the classic Adirondack Schooners.
Duration: 3-3.5 hrs
Boat: Schooner Adirondack
Cost: Up to $284.08
/reviews/#1741880430169-27869702-e778
Sail Boston and join Classic Harbor Line Boston for a Winthrop fireworks cruise! This Boston sailing experience for the 4th of July in Boston is one not to be missed. Looking to skip sitting in traffic and dealing with crowds that go hand and hand with Boston 4th of July events? The Winthrop fireworks show aboard our classic boat, Schooner Adirondack, is a great alternative! Join us aboard one of our Adirondack schooners for a cruise to Winthrop to watch the fireworks. Then sail back to Boston under the gleaming night sky and see Boston’s iconic skyline lit up at night. This 3-hour event offers guests the opportunity to soak up Winthrop's fireworks display from an elegant and relaxing vantage point out on the water. Our Schooners Adirondack are brilliant pilot schooners modeled after similar boats built in the 1890s. With an open deck and comfortable seating, this Boston 4th of July cruise is sure to be an experience that will last a lifetime. In addition to a fantastic experience, this captivating Winthrop Fireworks Cruise will feature delicious, complimentary desserts and a complimentary drink of any kind with your purchase. If you’re looking for things to do in Boston for the 4th of July don’t wait! This experience often sells out in advance. Please note that the Winthrop Fireworks are weather permitting. We may not be able to raise sail for the fireworks due to crowding in the harbor. If time permits, we may do some sailing after the fireworks.
https://fareharbor.com/embeds/book/boston-sailing/items/26502/calendar/2024/12/?full-items=yes&flow=269877

Gloucester Schooner Fest Fireworks

Enjoin an evening of enchanting fireworks!
Duration: 1.5 hrs
Boat: Schooner Adirondack
Cost: Starting at $114.48
/reviews/#1741880430169-27869702-e778
Join Schooner Adirondack III for a special Gloucester Schooner Festival fireworks sail and experience New England’s maritime tradition from the deck of an authentic 80-foot pilot schooner. As night falls, watch Gloucester Harbor come alive as a fleet of beautiful schooners gathers on the water, creating the perfect backdrop for an unforgettable evening. Enjoy a complimentary drink and unobstructed waterfront views as the festival fireworks light up the harbor and reflect across the water! Feel the breeze, take in the sights, and settle in for an authentic sailing experience that caputres the spirit of Gloucester and its rich maritime heritage. It's a magical night on the water and a celebration you won't want to miss! The crew offers an engaging, authentic sailing experience for guests of all interests. Don't miss out on this special event with us!
https://fareharbor.com/embeds/book/boston-sailing/items/754117/?full-items=yes&flow=332335

The best sailing in Boston Harbor

Sail Boston with Classic Harbor Line Boston aboard our classic Adirondack schooners. Boston sailing is a well known local and tourist activity and a great way to see the sights of Boston, including the best sunsets in Boston, while relaxing on a boat. Sail boat tours are the perfect way to do some Boston Harbor sightseeing with friends, family or colleagues. Join Classic Harbor Line Boston alongside our professional crew and take to the waters to sail Boston this year!

Let our amazing crew dazzle you with their sailing skills and top-notch customer service as our sailboat in Boston Harbor glides along the waterfront. Sailing in Boston is fun, but sailing and sightseeing is the most wonderful way to experience Beantown. Our Boston Harbor tours and Boston Harbor Cruises are sure to give you an experience you won’t forget.

Sail Boston

Looking to do some Boston Harbor sightseeing? These Boston boat tours will sail past Boston’s historic waterfront to see the U.S.S. Constitution, Fort Independence (named by George Washington), Marriott Custom House Tower, U.S.S Cassin Young, and see the steeple of the Old North Church in Boston’s North End. Our sail boat tours will show you the Boston skyline and local Islands, which are a must see while visiting (or if you just need an escape from the city).   Enjoy some Boston sailing, and the historic sites with a glass of wine or Champagne in hand aboard our Adirondack schooners.

We are known as a top rated sailboat for a Boston sunset sail! We not only offer the most premium sailing experience in Boston, but also have 5 star reviews for our exceptional service.  Our schooner sails are sure to show you the town in the most unique and authentic way. So don’t miss out on our sail boat sunset cruise! Sail Boston with us and let us host you for this unforgettable experience.

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Music Cruises

a woman singing into a microphone, with a band playing behind her, aboard the yacht northern lights

Boston Harbor Music Cruises

Boston Jazz Cruise

Boston Jazz Cruise at Sunset in Boston Harbor on the yacht Northern Lights
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $72.08
/reviews/#1741879727154-499fa4fa-c87a
It’s Boston Jazz Cruise time! Looking for things to do in Boston? For some fun date night ideas, join us for a magical Boston music cruise. Top-rated for the best Boston date night idea, you’re sure to make memories that will last a lifetime during this unique experience in Boston. Join Classic Harbor Line Boston aboard Yacht Northern Lights and enjoy the sound of live music combined with the best sightseeing views Boston has to offer. This Boston boat cruise features a local Jazz band playing tunes throughout the cruise, along with a bar with drinks and snacks available for purchase. Unwind as we venture out for a Boston sunset cruise and take in all the sights during golden hour in Boston. Yacht Northern Lights features a climate controlled grand salon with wrap-around windows along with an open upper deck for beautiful skyline views of Boston from the harbor. So enjoy a blend of vibrant modern grooves and select jazz standards as we cruise by Boston's epic skyline at sunset!
https://fareharbor.com/embeds/book/boston-sailing/items/47278/calendar/2024/12/?full-items=yes&flow=269873

Boston St. Patrick’s Day Brunch Cruise with Live Irish Music

The best Boston St. Patrick’s Day Brunch Cruise with live Irish music aboard Yacht Northern Lights
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
/reviews/#1741879655220-85dc2d15-6226
Top of the mornin’ to ya! Looking for things to do in Boston for St Patrick’s Day or for a festive Boston Irish music cruise? We’ve got you covered. Don’t forget the most important meal of the day on our favorite holiday - a Boston brunch cruise with live Irish music to celebrate Boston St. Paddy’s Day! Calling all Boston Foodies: start your day with freshly prepared Irish favorites while we play your favorite Irish tunes as we cruise. While you fuel your Irish spirit on this Boston brunch, enjoy the sites around Boston Harbor aboard festively decorated Yacht Northern Lights. Of course, your fulfillment of this Irish holiday is not complete without a festive Irish drink from our onboard bar. Choose from an Irish coffee, Irish beer, classic mimosa and more! Yacht Northern Lights features a climate controlled grand salon with wrap-around windows as well as an open upper deck with truly sweeping skyline views. This Boston Brunch Cruise is sure to help you kick start your day before you head to the St. Patrick’s Day Parade Boston or for a fun weekend activity to celebrate.
https://fareharbor.com/embeds/book/boston-sailing/items/117495/calendar/2025/03/?full-items=yes&flow=269878

Boston Mother’s Brunch Cruise

Enjoy live Jazz on our Boston Mother’s Day Brunch Cruise in Boston Harbor!
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
/reviews/#1741879683421-f12732ba-c47c
What does a Boston foodie mom really want for Mother’s Day in Boston? We think a Boston Mother’s Day Brunch Cruise with live music is the best way to celebrate! One of the best Boston foodie spots, a Boston Harbor Mother’s Day Brunch with Classic Harbor Line Boston aboard Yacht Northern Lights offers Mom and the whole family a fun thing to do for Mother’s Day in Boston. Pamper your mom and grandmother, or anyone who takes on that motherly role in your life, with a serene and picturesque Boston Mother’s Day Brunch accompanied by live Jazz music. Treat them to a memorable experience in Boston Harbor as we embark on a journey along Boston’s historic waterfront. With ample space for relaxing in our climate controlled grand salon, this Boston venue is great for couples, families and small groups looking to celebrate. Venture to the open upper deck for the perfect photo opportunity to snap cherished memories against the backdrop of Boston’s iconic landmarks. Upon boarding this Boston brunch cruise, enjoy a beverage from our onboard bar and get ready to delight in our gourmet brunch buffet while finding a cozy spot aboard the Northern Lights, where panoramic views of Boston await. Immerse yourself in the sights and sounds of the harbor on this Boston music cruise while indulging in delicious cuisine and live entertainment. It's the perfect way to show your appreciation and create lasting memories with your loved ones.
https://fareharbor.com/embeds/book/boston-sailing/items/142459/calendar/2025/05/?full-items=yes&flow=269875

Cocoa and Carols Holiday Cruise in Boston

Cocoa Holiday Harbor Cruise on Yacht Northern Lights in Boston
Duration: 1.5 hrs
Boat: Yacht Northern Lights
Cost: Up to $72.08
/reviews/
Offered throughout the month of December. It’s Christmas in Boston! If looking for the best activities in Boston in December, we have a Cocoa and Carols Holiday Cruise Boston that’s sure to get you in the festive spirit. Please join Classic Harbor Line Boston for this special cruise tailored for friends, family, and all your loved ones during the holidays in Boston. During a Boston Cocoa and Carols Holiday Cruise, our classic boat, Yacht Northern Lights, offers the best views of Boston Harbor in December. Guests aboard can enjoy comfortable seating in our heated grand salon that’s fully decked out in holiday decor. Cruise Boston Harbor on this 90-minute cruise and see the Christmas lights Boston has to offer along with the best sightseeing views as we cruise. Enjoy a beverage, such as a hot cocoa, beer, wine or holiday cocktail, from our onboard bar and take in the festive atmosphere including holiday hits from our live Jazz band performing throughout the experience. Guests are welcome to explore Northern Lights open upper deck with truly unobstructed views of Boston in December. This cruise offers a unique way to entertain guests from out of town, a fun Christmas activity to do with friends or colleagues, or a great holiday date night idea. We’re a short walk away from the Boston Christmas Market, which makes for some of the best things to do in Boston, MA in December.
https://fareharbor.com/embeds/book/boston-sailing/items/32749/calendar/2024/12/?full-items=yes&flow=332335

Boston Valentine’s Day Cruise

Join us for a Boston Valentine’s Day Cruise with live music aboard the classic yacht Northern Lights for a Romantic evening in Boston Harbor.
Duration: 1.5 hrs
Boat: Yacht Northern Lights
Cost: Up to $82.68
/reviews/#1741879613554-e20d4a04-47ac
Looking for things to do for Valentine’s Day in Boston? A Boston Valentine’s Day cruise is a fun way to celebrate! We check all the boxes if you’re seeking a Boston sunset cruise, Boston night cruise, Boston Jazz cruise, or just the best Boston date night idea. For Valentine’s Day in Boston, start or end your romantic evening with a light champagne tasting and stunning views of Boston. While sipping on your champagne, enjoy romantic jazz tunes by our house jazz band as we glide through Boston Harbor. Yacht Northern Lights offers comfortable seating in our cozy, climate controlled grand salon with wrap-around windows, as well as an open upper deck for truly unmatched views of Boston and surrounding areas. While Boston fireworks are not included in this cruise, Classic Harbor Line Boston hopes to create metaphorical sparks for you and your date. Our jazz is performed by a local Boston band, which brings a blend of vibrant modern grooves with a standard jazz repertoire. This is the perfect cruise for snuggling up with a loved one for the best Boston music cruise for Valentine’s Day. Please note this is a 21+ event and it is recommended that you have dinner before or after your cruise with us.
https://fareharbor.com/embeds/book/boston-sailing/items/172105/calendar/2025/02/?full-items=yes&flow=269878

Boston Harbor New Year’s Eve Fireworks Cruise and Live Music

The Best Boston Harbor New Year’s Eve Fireworks Cruise with Classic Harbor Line aboard yacht Northern Lights with live music!
Duration: 3 hrs
Boat: Yacht Northern Lights
Cost: Up to $238.50
/reviews/
Looking for where to celebrate New Year’s Eve in Boston? Our Boston Harbor New Year’s Eve Fireworks cruise aboard Yacht Northern Lights is the perfect event venue to ring in the new year! Classic Harbor Line Boston offers the ultimate Boston Harbor fireworks cruise with live music that’s perfect for a night out in Boston for friends, couples, family and groups looking to celebrate. This New Year’s Eve Cruise Boston offers an elegant and stylish setting aboard Yacht Northern Lights, with a live band playing a variety of popular hits from throughout the ages. With comfortable seating in the climate controlled grand salon with wrap-around windows as well as views from the open upper deck, this NYE experience offers truly unmatched views of Boston’s skyline and the fireworks display. Guests are also welcome to hit the dance floor and boogie in true New Year’s Eve fashion. Hors d’oeuvres served tableside are included with each ticket. Drinks are not included with your ticket, but available for purchase from our onboard bar. This event is perfect for guests looking to ring in the New Year in a tasteful manner. So if you’re looking for a unique Boston cruise NYE experience, this is a fun way to watch the fireworks in Boston on New Year’s Eve. Make memories that will last all year long and beyond! Please note that bottles of 750-mL Moet & Chandon can be pre-purchased with your tickets online during checkout.
https://fareharbor.com/embeds/book/boston-sailing/items/35720/calendar/2024/12/?full-items=yes&flow=332335

Classic Harbor Line Boston offers the best Boston Harbor music cruises

Looking for the perfect evening date idea in Boston? Check out our Boston Harbor Music Cruises!  Join us for a Boston music cruise aboard the luxury yacht Northern Lights and choose from a variety of options throughout the year including our Boston Jazz Cruise, Boston Holiday Cocoa Cruise and Boston Christmas  Carols Cruise during the month of December, as well as a lovely Valentine’s Day Brunch Cruise with live Jazz in February just to name a few. Or honor Mom for mother’s day with a Mother’s Day Brunch Cruise with live Jazz and give her the relaxing, stress-free experience she deserves.

Our Boston Music cruises are sure to have you enjoying your time with the best celebratory tunes. Guests are welcome to boogie on the dance floor with friends or a loved one aboard all of our Boston live music cruises. Yacht Northern Lights offers a cozy atmosphere with comfortable seating available, perfect for a group outing or intimate conversation for a fun date night in Boston.

Enjoy some Boston music aboard this luxury boat and cruise with us through Boston harbor. Make the evening unique with the city lights twinkling as your backdrop as you join us for some Boston live music. Our Boston music cruise themed events are great for a Boston date night, entertaining guests from out of town, after work parties, social gatherings, and singles mixers! So gather your friends or family and join us for a night on the water for a Boston Harbor cruise.

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Holiday Cruises

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Boston Holiday Cruises

Boston Harborfest Fireworks Cruise

The Best Boston Harborfest Fireworks Cruise in Beantown aboard the yacht Northern Lights
Duration: 2.25 hrs
Boat: Yacht Northern Lights
Cost: Up to $146.28
/reviews/#1741879816789-dc9fe5eb-fdb7
Happy 4th of July in Boston! Bostonians know how to celebrate our Independence and it all begins with a Boston Harborfest Fireworks Cruise. Join Classic Harbor Line Boston aboard the Yacht Northern Lights for this fun family friendly event and experience a Boston Harborfest Fireworks cruise like no other! This 2.25-hour experience offers a fun alternative to viewing the Fireworks show from the shoreline. As we cruise in Boston Harbor, wave to your fellow patriots on shore and take in the sites this city has to offer. Our sightseeing cruise for the 4th of July in Boston offers front row seats to see the show, with comfortable seating, a bar and a festive crowd free atmosphere. Yacht Northern Lights is a classic 1920s style commuter yacht featuring a climate controlled grand salon with wrap-around windows, plus an open upper deck with truly unobstructed views of Boston Harbor and surrounding areas. There are many Boston Harborfest events to choose from, but if you are in Beantown for Independence Day week then we have the Boston Harbor cruise for you! Celebrate this special event in style with Classic Harbor Line Boston. Please note that Yacht Northern Lights will operate in the rain; however, the Harborfest Fireworks are weather permitting
https://fareharbor.com/embeds/book/boston-sailing/items/26515/calendar/2025/07/?full-items=yes&flow=269873

Boston Harborfest Fireworks Sail

Celebrate Boston Harborfest aboard a classic yacht in Boston Harbor for a fireworks cruise.
Duration: 2 hrs
Boat: Schooner Adirondack
Cost: Up to $167.48
/reviews/#1741880385912-d27f1e3b-6764
It’s 4th of July in Boston and what better way to celebrate than with Boston Harborfest! Get your fourth of July week started with a bang and join Classic Harbor Line Boston for this fun family friendly event. During this Boston fireworks cruise aboard one of our Adirondack Schooners, enjoy a fun sightseeing cruise around Boston Harbor and see some of Boston’s most iconic sites. Wave to your fellow patriots on the shoreline as we pass by and get into position for an unobstructed view of the Harborfest fireworks on the water. Marvel at the spectacular fireworks display on this Boston Harborfest cruise and celebrate a memorable 4th of July in Boston. One complimentary drink is included with each ticket. So, if you are looking for Boston Harborfest events, then join us for a two hour cruise, followed by Harborfest Fireworks lighting up along Boston's Waterfront.
https://fareharbor.com/embeds/book/boston-sailing/items/26501/calendar/2024/12/?full-items=yes&flow=269877

Boston St. Patrick’s Day Brunch Cruise with Live Irish Music

The best Boston St. Patrick’s Day Brunch Cruise with live Irish music aboard Yacht Northern Lights
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
/reviews/#1741879655220-85dc2d15-6226
Top of the mornin’ to ya! Looking for things to do in Boston for St Patrick’s Day or for a festive Boston Irish music cruise? We’ve got you covered. Don’t forget the most important meal of the day on our favorite holiday - a Boston brunch cruise with live Irish music to celebrate Boston St. Paddy’s Day! Calling all Boston Foodies: start your day with freshly prepared Irish favorites while we play your favorite Irish tunes as we cruise. While you fuel your Irish spirit on this Boston brunch, enjoy the sites around Boston Harbor aboard festively decorated Yacht Northern Lights. Of course, your fulfillment of this Irish holiday is not complete without a festive Irish drink from our onboard bar. Choose from an Irish coffee, Irish beer, classic mimosa and more! Yacht Northern Lights features a climate controlled grand salon with wrap-around windows as well as an open upper deck with truly sweeping skyline views. This Boston Brunch Cruise is sure to help you kick start your day before you head to the St. Patrick’s Day Parade Boston or for a fun weekend activity to celebrate.
https://fareharbor.com/embeds/book/boston-sailing/items/117495/calendar/2025/03/?full-items=yes&flow=269878

Boston Mother’s Brunch Cruise

Enjoy live Jazz on our Boston Mother’s Day Brunch Cruise in Boston Harbor!
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
/reviews/#1741879683421-f12732ba-c47c
What does a Boston foodie mom really want for Mother’s Day in Boston? We think a Boston Mother’s Day Brunch Cruise with live music is the best way to celebrate! One of the best Boston foodie spots, a Boston Harbor Mother’s Day Brunch with Classic Harbor Line Boston aboard Yacht Northern Lights offers Mom and the whole family a fun thing to do for Mother’s Day in Boston. Pamper your mom and grandmother, or anyone who takes on that motherly role in your life, with a serene and picturesque Boston Mother’s Day Brunch accompanied by live Jazz music. Treat them to a memorable experience in Boston Harbor as we embark on a journey along Boston’s historic waterfront. With ample space for relaxing in our climate controlled grand salon, this Boston venue is great for couples, families and small groups looking to celebrate. Venture to the open upper deck for the perfect photo opportunity to snap cherished memories against the backdrop of Boston’s iconic landmarks. Upon boarding this Boston brunch cruise, enjoy a beverage from our onboard bar and get ready to delight in our gourmet brunch buffet while finding a cozy spot aboard the Northern Lights, where panoramic views of Boston await. Immerse yourself in the sights and sounds of the harbor on this Boston music cruise while indulging in delicious cuisine and live entertainment. It's the perfect way to show your appreciation and create lasting memories with your loved ones.
https://fareharbor.com/embeds/book/boston-sailing/items/142459/calendar/2025/05/?full-items=yes&flow=269875

Holiday Sunset Cruise in Boston

Enjoy a Holiday Sunset Cruise in Boston for the Christmas season on the yacht Northern Lights
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $61.48
/reviews/#1741879956506-3e0a055b-90ee
Offered throughout the month of December. Boston in December is bustling with festive activities and fun things to do to get into the holiday spirit. Our Holiday sunset cruise in Boston is a top rated activity to do during Christmas in Boston. Join Classic Harbor Line Boston this season for a 2-hour Holiday Sunset Cruise in the warm, cozy, and festively-decorated interior of Yacht Northern Lights. While aboard, warm up with a cup of hot cocoa as you take in the Boston Harbor sites. Enjoy the sunset while listening to classic Holiday hits. Watch the sky as it changes from blues to oranges behind the outline of Boston's city skyline. Our Boston Harbor cruises offer some of the best winter sunsets in Boston.
https://fareharbor.com/embeds/book/boston-sailing/items/64770/calendar/2024/12/?full-items=yes&flow=332335

Cocoa and Carols Holiday Cruise in Boston

Cocoa Holiday Harbor Cruise on Yacht Northern Lights in Boston
Duration: 1.5 hrs
Boat: Yacht Northern Lights
Cost: Up to $72.08
/reviews/
Offered throughout the month of December. It’s Christmas in Boston! If looking for the best activities in Boston in December, we have a Cocoa and Carols Holiday Cruise Boston that’s sure to get you in the festive spirit. Please join Classic Harbor Line Boston for this special cruise tailored for friends, family, and all your loved ones during the holidays in Boston. During a Boston Cocoa and Carols Holiday Cruise, our classic boat, Yacht Northern Lights, offers the best views of Boston Harbor in December. Guests aboard can enjoy comfortable seating in our heated grand salon that’s fully decked out in holiday decor. Cruise Boston Harbor on this 90-minute cruise and see the Christmas lights Boston has to offer along with the best sightseeing views as we cruise. Enjoy a beverage, such as a hot cocoa, beer, wine or holiday cocktail, from our onboard bar and take in the festive atmosphere including holiday hits from our live Jazz band performing throughout the experience. Guests are welcome to explore Northern Lights open upper deck with truly unobstructed views of Boston in December. This cruise offers a unique way to entertain guests from out of town, a fun Christmas activity to do with friends or colleagues, or a great holiday date night idea. We’re a short walk away from the Boston Christmas Market, which makes for some of the best things to do in Boston, MA in December.
https://fareharbor.com/embeds/book/boston-sailing/items/32749/calendar/2024/12/?full-items=yes&flow=332335

Boston Holiday Brunch Cruise with Santa

Best Boston Holiday Brunch Cruise for all Boston Foodies
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
/reviews/#1741879997731-153c03c6-ea06
Offered on weekends throughout the month of December. With so many things to do in Boston in December, it can be hard to choose how to spend your time during Christmas in Boston. If you’re looking for a Boston Holiday brunch cruise, then our Boston Christmas brunch cruise is the one! During the most festive time to experience Beantown, join Classic Harbor Line Boston aboard Yacht Northern Lights, one of the best places in Boston for brunch, and see all of Boston's iconic sights from the water. Weekends are a time for relaxing and getting your days started the right way, and there’s no better way to start relaxing than on a 2-hour Boston brunch cruise. On our Boston Harbor Cruise guests aboard Yacht Northern Lights will be treated to comfortable seating in the heated grand salon decked out in holiday decor as well as a full bar for hot cocoa, mimosas or a festive holiday cocktail. Enjoy our freshly prepared gourmet brunch buffet during one of the best brunch in Boston experiences. Select a cozy seat aboard Northern Lights as we capture the perfect panoramic views of Boston as we cruise Boston Harbor on a classic boat ride. We’re just a short walk from the Boston Christmas Market, which makes for a fun pairing with our Best of Boston brunch cruise. So enjoy Boston in December, take in the holiday markets, historic sights glistening in snow, and join Classic Harbor Line Boston for some festive Boston Harbor Cruises. Please note, we can accommodate small bridal parties as well as small morning-after-wedding-parties. Our brunch cruise offers the perfect event venue for couples, families, and small groups looking to celebrate, relax and entertain for any occasion.
https://fareharbor.com/embeds/book/boston-sailing/items/64768/calendar/2024/12/?full-items=yes&flow=332335

Boston Harbor New Year’s Eve Fireworks Cruise and Live Music

The Best Boston Harbor New Year’s Eve Fireworks Cruise with Classic Harbor Line aboard yacht Northern Lights with live music!
Duration: 3 hrs
Boat: Yacht Northern Lights
Cost: Up to $238.50
/reviews/
Looking for where to celebrate New Year’s Eve in Boston? Our Boston Harbor New Year’s Eve Fireworks cruise aboard Yacht Northern Lights is the perfect event venue to ring in the new year! Classic Harbor Line Boston offers the ultimate Boston Harbor fireworks cruise with live music that’s perfect for a night out in Boston for friends, couples, family and groups looking to celebrate. This New Year’s Eve Cruise Boston offers an elegant and stylish setting aboard Yacht Northern Lights, with a live band playing a variety of popular hits from throughout the ages. With comfortable seating in the climate controlled grand salon with wrap-around windows as well as views from the open upper deck, this NYE experience offers truly unmatched views of Boston’s skyline and the fireworks display. Guests are also welcome to hit the dance floor and boogie in true New Year’s Eve fashion. Hors d’oeuvres served tableside are included with each ticket. Drinks are not included with your ticket, but available for purchase from our onboard bar. This event is perfect for guests looking to ring in the New Year in a tasteful manner. So if you’re looking for a unique Boston cruise NYE experience, this is a fun way to watch the fireworks in Boston on New Year’s Eve. Make memories that will last all year long and beyond! Please note that bottles of 750-mL Moet & Chandon can be pre-purchased with your tickets online during checkout.
https://fareharbor.com/embeds/book/boston-sailing/items/35720/calendar/2024/12/?full-items=yes&flow=332335

Boston New Year’s Day Brunch Cruise

The best Boston New Year’s Day Brunch Cruise in Boston Harbor aboard the yacht Northern Lights.
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
/reviews/#1741880146638-a5a2bdc8-9e37
Happy New Year from Classic Harbor Line Boston! Looking for fun things to do in Boston on New Year’s Day? Start the new year off right with a Boston New Year's Day Brunch Cruise aboard Yacht Northern Lights. While on this 2-hour brunch on New Year’s Day, enjoy a Boston boat ride while reflecting on the last year and ringing in the new on New Year’s Day in Boston! As we cruise, enjoy a cup of hot cocoa or beverage from the bar from the climate controlled grand salon with wrap-around windows and comfortable seating, or venture to the open upper deck for truly unobstructed views of Boston as we cruise. During this Boston brunch, a freshly prepared three-course brunch is included with your ticket with beverages available for purchase at the bar. Enjoy this time with friends, family and loved ones and make memories that will last a lifetime aboard the best New Year’s Day brunch. *Please contact us in advance to inform us of any food allergies. Please note we cannot accommodate all food allergies, but we will do our best if given advance notice.*
https://fareharbor.com/embeds/book/boston-sailing/items/64769/calendar/2024/12/?full-items=yes&flow=269875

Boston Fireworks Cruise in Winthrop

The Best Boston Fireworks cruise to go see the Winthrop show on the Yacht Northern Lights
Duration: 3 hrs
Boat: Yacht Northern Lights
Cost: Up to $284.08
/reviews/#1741881036246-b5ed7c7f-0979
Classic Harbor Line Boston offers some of the best views of the Winthrop fireworks show for the 4th of July in Boston. Our Boston fireworks cruise aboard Yacht Northern Lights is great for friends and family or groups looking to celebrate in Boston on the 4th of July. Join us off of Winthrop, MA, just across the Boston Harbor for a spectacular fireworks display - rated as one of the top things to do in Boston for the 4th of July! This special 3-hour Boston boat cruise gives guests the opportunity to see this sparkling fireworks display from the comfort of our classic boat. Yacht Northern Lights features an upper top deck that’s open, along with a climate controlled grand salon with wrap-around windows. Both spaces are great for watching the fireworks on this Boston 4th of July Cruise. There’s also a full bar with drinks and light snacks available for purchase by credit card. So sit back and relax with us aboard our classic 1920s style yacht and marvel at the best fireworks in Boston. Northern Lights will run in light rain, however, the Winthrop Fireworks are weather permitting. Please note: We view the fireworks in Winthrop, MA, which are not the Boston Pop Fireworks on the Charles River. Our boats are too large to go up the Charles River, but we find the fireworks in Winthrop to be just as good of a show and far less crowded for better viewing.
https://fareharbor.com/embeds/book/boston-sailing/items/26514/calendar/2025/07/?full-items=yes&flow=269873

U.S.S. Constitution Turnaround Boston Sail aboard the Adirondack Schooners

The best viewing of the U.S.S. Constitution Turnaround Boston maritime event aboard the Adirondack Schooners.
Duration: 2 hrs
Boat: Schooner Adirondack
Cost: Up to $171.72
/reviews/#1741880456956-4f6d39db-976e
Boston on the 4th of July features an exciting series of Boston 4th of July events from fireworks shows to special viewings of the Boston USS Constitution Ship and more. For up-front seats to the USS Constitution Turnaround Boston, join Classic Harbor Line Boston aboard Schooner Adirondack for this special experience. This 2.5-3-hour long sail on July 4th to view the turnaround of the U.S.S. Constitution ship, the oldest (1797) actively commissioned naval vessel in the world, is sure to make memories that will last a lifetime. Experience 4th of July in Boston like you never have before aboard one of our Adirondack schooners, classic 1890s style pilot schooner, featuring comfortable seating and a brisk ride, as we are able to view the turnaround of the U.S.S. Constitution. You won't want to miss this truly unique and special program! During this annual event to celebrate our nation's birthday, the Boston U.S.S. Constitution will sail out into the harbor where she'll exchange a 21-gun salute with Castle Island's Fort Independence.
https://fareharbor.com/embeds/book/boston-sailing/items/26498/calendar/2024/12/?full-items=yes&flow=269877

Boston 4th of July Cruise to view the USS Constitution Turnaround

Boston 4th of July Cruise to view the U.S.S. Constitution Turnaround aboard Yacht Northern Lights with Brunch
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $182.32
/reviews/#1741879789128-74cac275-1376
Looking to do some Boston 4th of July events? Boston on the 4th of July and surrounding days is filled with lots of celebratory experiences, including our Boston 4th of July Cruise. Join Classic Harbor Line Boston aboard Yacht Northern Lights for the July 4th turnaround cruise of the U.S.S. Constitution Ship, the oldest (1797) actively commissioned naval vessel in the world. You won't want to miss this truly unique and special event! The turnaround takes place once a year to celebrate our nation's birthday, making the 4th of July in Boston truly patriotic. During the turnaround cruise, the U.S.S. Constitution Boston will sail into Boston Harbor where she'll exchange a 21-gun salute with Castle Island's Fort Independence. After the salutes, she will head back into the inner harbor and exchange cannon fire with the sector Boston's United States Coast Guard base located in the North End. During this Boat ride in Boston aboard Yacht Northern Lights, enjoy up-close views of the event from Boston Harbor. Northern Lights features a climate controlled interior salon with wrap-around windows along with an open upper deck for top views of the program. Each ticket includes a freshly prepared Boston brunch buffet. There is also a full bar with drinks available for purchase.
https://fareharbor.com/embeds/book/boston-sailing/items/69511/calendar/2025/07/?full-items=yes&flow=269873

Winthrop Fireworks Cruise on the Adirondack Schooners

The best Winthrop Fireworks Cruise in Boston Harbor aboard the classic Adirondack Schooners.
Duration: 3-3.5 hrs
Boat: Schooner Adirondack
Cost: Up to $284.08
/reviews/#1741880430169-27869702-e778
Sail Boston and join Classic Harbor Line Boston for a Winthrop fireworks cruise! This Boston sailing experience for the 4th of July in Boston is one not to be missed. Looking to skip sitting in traffic and dealing with crowds that go hand and hand with Boston 4th of July events? The Winthrop fireworks show aboard our classic boat, Schooner Adirondack, is a great alternative! Join us aboard one of our Adirondack schooners for a cruise to Winthrop to watch the fireworks. Then sail back to Boston under the gleaming night sky and see Boston’s iconic skyline lit up at night. This 3-hour event offers guests the opportunity to soak up Winthrop's fireworks display from an elegant and relaxing vantage point out on the water. Our Schooners Adirondack are brilliant pilot schooners modeled after similar boats built in the 1890s. With an open deck and comfortable seating, this Boston 4th of July cruise is sure to be an experience that will last a lifetime. In addition to a fantastic experience, this captivating Winthrop Fireworks Cruise will feature delicious, complimentary desserts and a complimentary drink of any kind with your purchase. If you’re looking for things to do in Boston for the 4th of July don’t wait! This experience often sells out in advance. Please note that the Winthrop Fireworks are weather permitting. We may not be able to raise sail for the fireworks due to crowding in the harbor. If time permits, we may do some sailing after the fireworks.
https://fareharbor.com/embeds/book/boston-sailing/items/26502/calendar/2024/12/?full-items=yes&flow=269877

Gloucester Schooner Fest Fireworks

Enjoin an evening of enchanting fireworks!
Duration: 1.5 hrs
Boat: Schooner Adirondack
Cost: Starting at $114.48
/reviews/#1741880430169-27869702-e778
Join Schooner Adirondack III for a special Gloucester Schooner Festival fireworks sail and experience New England’s maritime tradition from the deck of an authentic 80-foot pilot schooner. As night falls, watch Gloucester Harbor come alive as a fleet of beautiful schooners gathers on the water, creating the perfect backdrop for an unforgettable evening. Enjoy a complimentary drink and unobstructed waterfront views as the festival fireworks light up the harbor and reflect across the water! Feel the breeze, take in the sights, and settle in for an authentic sailing experience that caputres the spirit of Gloucester and its rich maritime heritage. It's a magical night on the water and a celebration you won't want to miss! The crew offers an engaging, authentic sailing experience for guests of all interests. Don't miss out on this special event with us!
https://fareharbor.com/embeds/book/boston-sailing/items/754117/?full-items=yes&flow=332335

The best Boston Holiday Cruises

Get into the Holiday spirit and join us for one of our Boston holiday cruises! From our Boston Holiday Cocoa Cruise and Boston Fireworks New Years Eve Cruise to our summer Boston Harbor 4th of July Cruise, there’s always a way to celebrate with Classic Harbor Line Boston. Our festive holiday events throughout the year give guests the opportunity to celebrate year round. And with daytime, afternoon and evening sightseeing opportunities available, we have you covered for whenever you’re looking to cruise Boston Harbor.

Something for every season

We know that winter in Boston can be cold but the Yacht Northern Lights is heated and warm. This classic boat embraces an intimate, cozy atmosphere which will get you into the Christmas holiday spirit.  Gather with your friends and family to join us for our Boston Holiday Cruises during the month of December and enjoy our Cocoa & Carols Holiday Cruise, Holiday Sunset Cruise for the best sunset views in Boston as well as a weekend Holiday Brunch Cruise that’s the perfect way to start your day in Beantown. Enjoy a cup of hot cocoa and a fun holiday vibe aboard a classic boat while enjoying the best sightseeing in Boston Harbor during Christmas!

Looking for fun Springtime activities to do in Boston? Celebrate St. Patrick’s Day or Mother’s Day aboard one of our Boston Harbor Cruises with live music! We offer a plentiful Boston Brunch cruise along with live music aboard the classic yacht Northern Lights!

If you are looking for a Memorial Day boat ride, we have plenty of Boston Harbor cruises to choose from.  Whether you are looking for a Boston boat tour or want to do some Boston sailing and sail away with us aboard one of our Adirondack Schooners, you are sure to snap the best photos for the scrapbooks!

Boston Harbor Boat Rides

Harborfest is always a blast! Our Boston Harborfest fireworks cruises are a great way to start the week of 4th of July.  The 4th of July is always fun to celebrate in Boston Harbor aboard one of our classic yachts!  We offer a variety of boat rides that are both celebrative and historic.  A U.S.S Constitution Turnaround Brunch Cruise aboard the Northern Lights is a fun way to start your 4th of July morning! If you missed the 4th of July Fireworks in Boston, there’s always the  Fourth of July Winthrop Fireworks aboard our crowd free yachts.

There are many Boston events on Labor Day weekend and one of the perfect things to do is a Boston sightseeing boat ride! Gather with friends and family and join us for the Labor Day Fireworks cruise aboard the yacht Northern Lights and end the summer with a bang!

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Boston Boat Tours

Brunch Cruise Aboard Northern Lights

It’s Boston brunch time! Weekends are for relaxing and getting your days started the right way - aboard a Boston brunch cruise.
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
/reviews/#1741879584675-e712fe4c-369b
Looking for the best brunch in Boston? A Boston food cruise aboard Yacht Northern Lights is the way to go. There’s not a better way to start relaxing than on a 2-hour sightseeing Boston brunch cruise. During this Boston boat ride, guests can enjoy a freshly prepared gourmet brunch buffet and select a cozy seat aboard Northern Lights as we capture the perfect panoramic views of Boston. Indulge in a beverage from our beautiful onboard bar and jump-start your relaxation mode. This sightseeing cruise is great for friends and families, and we can also accommodate small bridal parties or even small morning-after-wedding-parties. Our Boston brunch cruise offers the perfect venue for a day-date or weekend outing with the family, or groups looking to celebrate, relax and entertain.
https://fareharbor.com/embeds/book/boston-sailing/items/32168/calendar/2024/12/?full-items=yes&flow=332335

Boston Harbor Sightseeing Cruise on Northern Lights

Yacht Northern Lights offering a Boston Harbor Sightseeing cruise
Duration: 1-1.5 hrs
Boat: Schooner Adirondack
Cost: Up to $44.52
/reviews/#1741879398148-0a67dce7-66f1
Join Classic Harbor Line Boston for a Boston Harbor sightseeing cruise aboard yacht Northern Lights and see Boston from the water! Boston Harbor city cruises are rated one of the best things to do in Boston and we agree! Offering unobstructed views of Boston’s iconic waterfront landmarks, we can see why a Boston boat ride is a must-do for visitors and locals alike. For an immersive 60 or 90-minute sightseeing adventure across Boston Harbor, join us aboard our classic yacht, Northern Lights. Take in the sights from the comfort of our cozy main cabin, complete with heating or air conditioning for your comfort. Alternatively, venture outside to our open-air covered top deck to bask in the fresh sea breeze and marvel at the harbor's beauty. During our Boston boat trips, explore the harbor's rich and fascinating history, guaranteed to captivate your attention throughout your sightseeing cruise. While aboard, satisfy your cravings with a selection of drinks and small bites available for purchase from our onboard bar. Whether you're a history enthusiast, a nature lover, or simply seeking a relaxing cruise, our boat tours in Boston aboard the Northern Lights promise to be unforgettable.
https://fareharbor.com/embeds/book/boston-sailing/items/26504/calendar/2025/03/?full-items=yes&flow=332335

Boston Historic Narrated Harbor Tour aboard Patriot

Boston Harbor's Best Kept Secret!
Duration: 1.5 hrs
Boat: Yacht Patriot
Cost: Up to $44.52
/reviews/#1709924366451-11e4e2e2-10a6
You’re in Boston searching for ‘best boat tour near me’…look no further! Join us aboard the classically-inspired wooden mini yacht, Patriot for an intimate Boston narrated cruise to discover some of the histories and mysteries of Boston’s Harbor and rich waterfront. This 1.5-hour sightseeing tour provides an in depth narration of the history of Boston’s Inner Harbor. This is one of the best Boston boat rides in the harbor and we’ll cruise all along Boston’s waterfront for unique sightseeing views from the harbor. Sit back and enjoy a crowd-free cruise led by our knowledgeable local historian as we journey through one of the nation’s most historic waterways. This intimate Boston Harbor experience offers unobstructed views of the city skyline and surrounding landmarks, all from the elegant setting of a classic yacht. While it’s not a Boston Duck Tour or a whale watching trip, this is one of the top-rated narrated historic tours in the city — a must-do for visitors and locals alike.
https://fareharbor.com/embeds/book/boston-sailing/items/657142/?full-items=yes&flow=5114

Royal Princess Brunch Cruise on Northern Lights

Royal Princess Brunch Cruise!
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
/reviews/#1741879584675-e712fe4c-369b
Join us aboard our floating palace for a magical afternoon on Boston Harbor aboard the elegant Northern Lights. This special princess-themed brunch cruise brings together fairytale fun, harbor views, music, photo moments, and a delicious brunch buffet for an unforgettable family experience. From the moment guests arrive, little royals will be welcomed into a world of sparkle, imagination, and celebration. Joined by beloved storybook-style princesses, children will enjoy a charming onboard experience filled with royal greetings, interactive moments, sing-alongs, photos, and plenty of time to make memories while cruising through Boston Harbor. The cruise takes place aboard Northern Lights, a classic 1920s-style motor yacht featuring a comfortable, climate-controlled main deck and an open-air top deck with beautiful views of the city skyline and harbor islands.
https://fareharbor.com/embeds/book/boston-sailing/items/736774/?full-items=yes&flow=332335

Boston Fall Brunch Cruise

Classic Harbor Line Boston Fall Foliage Brunch Cruise aboard the yacht Northern Lights
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
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Offered October through mid November. Looking for the best New England Fall Foliage Tours? Check out our Boston Fall Foliage Brunch Cruise aboard Yacht Northern Lights, one of the best Brunch places in Boston. With New England Fall Foliage being some of the most well-known in the country, it’s no wonder folks flock to Boston and surrounding areas to partake in some epic leaf peeping. Available on weekends, our Boston brunch cruise is the perfect combination of passive sightseeing and Boston fall foliage. During this 2-hour Boston brunch cruise on the elegant Northern Lights, enjoy the fall colors and festive fall decor while you sip on a delicious apple cider mimosa or other fall themed beverages from our full bar. Partake in a freshly prepared gourmet brunch buffet and select a cozy seat aboard Northern Lights heated grand salon as we capture the perfect panoramic views of Boston and the Boston Harbor Islands. For all the Boston foodie people out there, our Boston Harbor cruises are sure to make memories that last a lifetime. Please note, Classic Harbor Line Boston can accommodate small bridal parties or even morning-after-wedding parties. Our Boston brunch cruise offers the perfect event venue for couples and families as well as the group looking to celebrate, relax, and entertain.
https://fareharbor.com/embeds/book/boston-sailing/items/62841/calendar/2024/12/?full-items=yes&flow=332335

Boston 4th of July Cruise to view the USS Constitution Turnaround

Boston 4th of July Cruise to view the U.S.S. Constitution Turnaround aboard Yacht Northern Lights with Brunch
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $182.32
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Looking to do some Boston 4th of July events? Boston on the 4th of July and surrounding days is filled with lots of celebratory experiences, including our Boston 4th of July Cruise. Join Classic Harbor Line Boston aboard Yacht Northern Lights for the July 4th turnaround cruise of the U.S.S. Constitution Ship, the oldest (1797) actively commissioned naval vessel in the world. You won't want to miss this truly unique and special event! The turnaround takes place once a year to celebrate our nation's birthday, making the 4th of July in Boston truly patriotic. During the turnaround cruise, the U.S.S. Constitution Boston will sail into Boston Harbor where she'll exchange a 21-gun salute with Castle Island's Fort Independence. After the salutes, she will head back into the inner harbor and exchange cannon fire with the sector Boston's United States Coast Guard base located in the North End. During this Boat ride in Boston aboard Yacht Northern Lights, enjoy up-close views of the event from Boston Harbor. Northern Lights features a climate controlled interior salon with wrap-around windows along with an open upper deck for top views of the program. Each ticket includes a freshly prepared Boston brunch buffet. There is also a full bar with drinks available for purchase.
https://fareharbor.com/embeds/book/boston-sailing/items/69511/calendar/2025/07/?full-items=yes&flow=269873

Narrated Boston Boat Tours

with Classic Harbor Line Boston

If you haven’t experienced some Boston boat tours as a local or while visiting Boston, we highly recommend you add a Boston Harbor sightseeing cruise to your bucket list. Our Boston Harbor cruises are filled with sweeping views of Boston’s skyline, comfortable seating aboard our classic fleet of yachts, and a knowledgeable crew, making these experiences a great option for learning about Boston from the water.

Boston Harbor sightseeing boat

Looking for a Boston Harbor sightseeing boat tour with narration? Aboard our narrated Boston boat rides, enjoy highlights of the sights and landmarks as we cruise by our captain and crew. Whether you are a local Bostonian or an international tourist that wants to hear about our Boston Harbor sites, a Boston Harbor tour with Classic Harbor Line Boston is a top-rated option. We offer a wide range of Harbor tours aboard our yachts, including a Boston harbor cruise, brunch cruise, and sunset cruise aboard yacht Northern Lights.

There are alot of city tours in Boston but the Boston Harbor Cruise on the Yacht Northern Lights is our most heavily narrated tour that will give you the history of this amazing Harbor. So, if you want to see some of the Boston, Ma tourist attractions from the perspective of the water, then this is the cruise for you!

Also many of our guests like to come out to just relax and cruise through the Harbor while taking in the Boston skyline. We recommend learning about the sites on our Brunch Cruise for a lightly narrated boat ride in Boston, MA. Our Boston Harbor sunset cruise options are the best for a passive tourism excursion and are perfect for a Boston date night idea. These experiences include light music from our onboard sound system along with light narration of the main sights allowing guests the opportunity to enjoy some Boston sightseeing while watching the sun dip beyond the skyline.

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Harbor Tours

a group of women cheering with a bottle of champagne aboard a sailboat

Boston Harbor Cruises

Boston Harbor Sunset Cruise

Join us for the Best Boston Harbor Sunset Cruise on the yacht Northern Lights
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $86.92
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Looking for things to do in Boston, MA? Classic Harbor Line Boston has the best Boston Harbor sunset cruise experience. Starting with our classic boat, Yacht Northern Lights, guests can embark on a memorable experience in Boston Harbor taking in sweeping skyline views on this Boston Harbor sightseeing boat ride. During this Boston sunset cruise, unwind with loved ones, friends or colleagues during golden hour. Yacht Northern Lights features a climate controlled grand salon with wrap-around windows as well as an open upper deck for truly skyline views. Witness the captivating transformation of Boston's skyline as it glows against the evening sky. Delight in handcrafted cocktails, beverages and appetizers from our main deck bar as you glide through the harbor. This sunset boat cruise in Boston is also the perfect Boston date night experience. Enjoy light commentary on Boston Harbor's main landmarks, including monuments, forts, historical ships, and notable structures. Please note this is not a fully narrated tour. Throughout the journey, light music will enhance the ambiance. We hope to see you soon for the best sunset cruise in Boston!
https://fareharbor.com/embeds/book/boston-sailing/items/26505/calendar/2024/12/?full-items=yes

Brunch Cruise Aboard Northern Lights

It’s Boston brunch time! Weekends are for relaxing and getting your days started the right way - aboard a Boston brunch cruise.
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
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Looking for the best brunch in Boston? A Boston food cruise aboard Yacht Northern Lights is the way to go. There’s not a better way to start relaxing than on a 2-hour sightseeing Boston brunch cruise. During this Boston boat ride, guests can enjoy a freshly prepared gourmet brunch buffet and select a cozy seat aboard Northern Lights as we capture the perfect panoramic views of Boston. Indulge in a beverage from our beautiful onboard bar and jump-start your relaxation mode. This sightseeing cruise is great for friends and families, and we can also accommodate small bridal parties or even small morning-after-wedding-parties. Our Boston brunch cruise offers the perfect venue for a day-date or weekend outing with the family, or groups looking to celebrate, relax and entertain.
https://fareharbor.com/embeds/book/boston-sailing/items/32168/calendar/2024/12/?full-items=yes&flow=332335

Boston Harbor Sightseeing Cruise on Northern Lights

Yacht Northern Lights offering a Boston Harbor Sightseeing cruise
Duration: 1-1.5 hrs
Boat: Schooner Adirondack
Cost: Up to $44.52
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Join Classic Harbor Line Boston for a Boston Harbor sightseeing cruise aboard yacht Northern Lights and see Boston from the water! Boston Harbor city cruises are rated one of the best things to do in Boston and we agree! Offering unobstructed views of Boston’s iconic waterfront landmarks, we can see why a Boston boat ride is a must-do for visitors and locals alike. For an immersive 60 or 90-minute sightseeing adventure across Boston Harbor, join us aboard our classic yacht, Northern Lights. Take in the sights from the comfort of our cozy main cabin, complete with heating or air conditioning for your comfort. Alternatively, venture outside to our open-air covered top deck to bask in the fresh sea breeze and marvel at the harbor's beauty. During our Boston boat trips, explore the harbor's rich and fascinating history, guaranteed to captivate your attention throughout your sightseeing cruise. While aboard, satisfy your cravings with a selection of drinks and small bites available for purchase from our onboard bar. Whether you're a history enthusiast, a nature lover, or simply seeking a relaxing cruise, our boat tours in Boston aboard the Northern Lights promise to be unforgettable.
https://fareharbor.com/embeds/book/boston-sailing/items/26504/calendar/2025/03/?full-items=yes&flow=332335

Boston Sunset Cruise with the USS Constitution Cannon Fire

Best Happy Hour Cruise in Boston Harbor!
Duration: 1.5 hrs
Boat: Yacht Patriot
Cost: Up to $61.48
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This is one of the best kept secrets of Boston! Take to the water and experience Boston Harbor at Golden Hour aboard the yacht Patriot. There is no better way to end the day than on a classic yacht at sunset in Boston Harbor. This sunset cruise is the perfect Boston date night idea offering stunning scenic views and cozy nautical charm. Whether you are visiting town or are a native local, a Boston Harbor Cruise will offer a unique way of viewing the Boston skyline. Enjoy our comfortable lounge seating along with your favorite drink in hand as you cruise past all of the iconic sites this city has to offer. Special bonus: take in the maritime tradition and watch the sun dip beyond the horizon as you experience the USS Constitution cannon fire at sunset in Boston Harbor.
https://fareharbor.com/embeds/book/boston-sailing/items/657144/?full-items=yes&flow=5114

Boston Historic Narrated Harbor Tour aboard Patriot

Boston Harbor's Best Kept Secret!
Duration: 1.5 hrs
Boat: Yacht Patriot
Cost: Up to $44.52
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You’re in Boston searching for ‘best boat tour near me’…look no further! Join us aboard the classically-inspired wooden mini yacht, Patriot for an intimate Boston narrated cruise to discover some of the histories and mysteries of Boston’s Harbor and rich waterfront. This 1.5-hour sightseeing tour provides an in depth narration of the history of Boston’s Inner Harbor. This is one of the best Boston boat rides in the harbor and we’ll cruise all along Boston’s waterfront for unique sightseeing views from the harbor. Sit back and enjoy a crowd-free cruise led by our knowledgeable local historian as we journey through one of the nation’s most historic waterways. This intimate Boston Harbor experience offers unobstructed views of the city skyline and surrounding landmarks, all from the elegant setting of a classic yacht. While it’s not a Boston Duck Tour or a whale watching trip, this is one of the top-rated narrated historic tours in the city — a must-do for visitors and locals alike.
https://fareharbor.com/embeds/book/boston-sailing/items/657142/?full-items=yes&flow=5114

Boston Sailboat Ride aboard the Adirondack Schooners

The best Boston sailboat ride in Boston Harbor aboard the Adirondack Schooners.
Duration: 1.5 or 2 hrs
Boat: Schooner Adirondack
Cost: Up to $74.20
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Our classic 1.5-hour or 2-hour Boston sailboat ride is a great afternoon boat cruise option and way to see the sights of Boston Harbor. There is no better way to sail Boston than by enjoying an experience aboard schooner Adirondack. An afternoon day sail aboard our classic sailboats is the most elegant day sailing in Boston you will find in the harbor. These boats are classically styled pilot schooners with long sleek lines, mahogany rails and classic finishes, offering a smooth and gentle Boston day sail experience with some speediness to boot. Boston sailing is great for families who want to get out and see the sights too! Within minutes of leaving the dock, you'll forget the distractions of life on land, as you experience the joy of a leisurely harbor boat tour. So gather your friends and family and book your tickets now to experience one of the best things to do in Boston!
https://fareharbor.com/embeds/book/boston-sailing/items/26484/calendar/2025/05/?full-items=yes&flow=332335

Boston Sunset Sail on Schooner Adirondack

The best sunset sail in Boston Harbor aboard Schooner Adirondack
Duration: 2 hrs
Boat: Schooner Adirondack
Cost: Up to $101.76
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Experience a beautiful 2-hour Boston sunset sail on the water and see Boston’s iconic waterfront landmarks as the sun dips below the horizon. During this Boston sailing experience, guests can enjoy comfortable seating aboard the most elegant sailing yachts in town, our Adirondack schooners. These classically styled pilot schooners are the best option for a Boston sunset cruise when looking for fun things to do in Boston. Plus our Schooner Adirondack boats are the fastest and most elegant schooners in Boston Harbor, offering a smooth and gentle sailing experience and top-notch hospitality too. Enjoy a comfortable and relaxing ride with friends and family or for a special Boston date night. Within minutes of leaving the dock, you'll forget the distractions of life on land, as you experience the ambiance of sunset sailing in Boston.
https://fareharbor.com/embeds/book/boston-sailing/items/26483/calendar/2025/05/?full-items=yes&flow=332335

Gloucester Sunset Sail on Schooner Adirondack

The best sunset sail in Gloucester aboard Schooner Adirondack
Duration: 2 hrs
Boat: Schooner Adirondack
Cost: Starting at $72.08
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Spend two unforgettable hours sailing Gloucester Harbor at sunset during the Gloucester Schooner Festival, one of New England’s signature maritime celebrations. This special cruise offers a unique opportunity to experience Gloucester while the harbor is filled with traditional schooners visiting for the festival. Throughout the sail, you’ll see many of these beautiful vessels underway around the harbor, creating a scene that only happens during this special weekend. As the sun begins to set, relax on the open deck and take in views of Gloucester’s historic coastline, lighthouses, beaches, and waterfront estates. The highlight of this cruise is simply being on the water during the festival itself. With schooners surrounding you, the evening light over Gloucester Harbor, and the city’s maritime history all around, this is a very different experience from a typical harbor cruise. Whether you’re visiting Gloucester for the festival or simply looking for a memorable evening on the water, this two-hour sunset sail offers a relaxed and scenic way to experience one of America’s most historic seaports.
https://fareharbor.com/embeds/book/boston-sailing/items/754137/?full-items=yes&flow=332335

Schooner Adirondack Oyster Sail

The Boston Oyster Sail is a unique way to experience Boston from the water!
Duration: 2 hrs
Boat: Schooner Adirondack
Cost: Up to $76.32
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Join us for a Boston Oyster Sail! A Boston Harbor Sailing & Oyster Tour is a perfect blend of maritime adventure and culinary delight. Picture yourself aboard our classic sailboat, gliding across the waters of Boston Harbor with the city skyline as your backdrop. This is by far a unique experience to be had with your friends, family or loved one. Relish in the taste of freshly shucked oysters paired with mignonette, lemon, and hot sauce. Tours also offer champagne or crisp white wine to enhance the experience for purchase. Not only will you enjoy the delicious taste but will learn the history of farming and raising oysters and the importance of them to the local ecosystem. This Boston Oyster Sail is the perfect way to experience the harbor!
https://fareharbor.com/embeds/book/boston-sailing/items/26489/?full-items=yes&flow=5114

Boston Harborfest Fireworks Cruise

The Best Boston Harborfest Fireworks Cruise in Beantown aboard the yacht Northern Lights
Duration: 2.25 hrs
Boat: Yacht Northern Lights
Cost: Up to $146.28
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Happy 4th of July in Boston! Bostonians know how to celebrate our Independence and it all begins with a Boston Harborfest Fireworks Cruise. Join Classic Harbor Line Boston aboard the Yacht Northern Lights for this fun family friendly event and experience a Boston Harborfest Fireworks cruise like no other! This 2.25-hour experience offers a fun alternative to viewing the Fireworks show from the shoreline. As we cruise in Boston Harbor, wave to your fellow patriots on shore and take in the sites this city has to offer. Our sightseeing cruise for the 4th of July in Boston offers front row seats to see the show, with comfortable seating, a bar and a festive crowd free atmosphere. Yacht Northern Lights is a classic 1920s style commuter yacht featuring a climate controlled grand salon with wrap-around windows, plus an open upper deck with truly unobstructed views of Boston Harbor and surrounding areas. There are many Boston Harborfest events to choose from, but if you are in Beantown for Independence Day week then we have the Boston Harbor cruise for you! Celebrate this special event in style with Classic Harbor Line Boston. Please note that Yacht Northern Lights will operate in the rain; however, the Harborfest Fireworks are weather permitting
https://fareharbor.com/embeds/book/boston-sailing/items/26515/calendar/2025/07/?full-items=yes&flow=269873

Boston Harborfest Fireworks Sail

Celebrate Boston Harborfest aboard a classic yacht in Boston Harbor for a fireworks cruise.
Duration: 2 hrs
Boat: Schooner Adirondack
Cost: Up to $167.48
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It’s 4th of July in Boston and what better way to celebrate than with Boston Harborfest! Get your fourth of July week started with a bang and join Classic Harbor Line Boston for this fun family friendly event. During this Boston fireworks cruise aboard one of our Adirondack Schooners, enjoy a fun sightseeing cruise around Boston Harbor and see some of Boston’s most iconic sites. Wave to your fellow patriots on the shoreline as we pass by and get into position for an unobstructed view of the Harborfest fireworks on the water. Marvel at the spectacular fireworks display on this Boston Harborfest cruise and celebrate a memorable 4th of July in Boston. One complimentary drink is included with each ticket. So, if you are looking for Boston Harborfest events, then join us for a two hour cruise, followed by Harborfest Fireworks lighting up along Boston's Waterfront.
https://fareharbor.com/embeds/book/boston-sailing/items/26501/calendar/2024/12/?full-items=yes&flow=269877

Royal Princess Brunch Cruise on Northern Lights

Royal Princess Brunch Cruise!
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
/reviews/#1741879584675-e712fe4c-369b
Join us aboard our floating palace for a magical afternoon on Boston Harbor aboard the elegant Northern Lights. This special princess-themed brunch cruise brings together fairytale fun, harbor views, music, photo moments, and a delicious brunch buffet for an unforgettable family experience. From the moment guests arrive, little royals will be welcomed into a world of sparkle, imagination, and celebration. Joined by beloved storybook-style princesses, children will enjoy a charming onboard experience filled with royal greetings, interactive moments, sing-alongs, photos, and plenty of time to make memories while cruising through Boston Harbor. The cruise takes place aboard Northern Lights, a classic 1920s-style motor yacht featuring a comfortable, climate-controlled main deck and an open-air top deck with beautiful views of the city skyline and harbor islands.
https://fareharbor.com/embeds/book/boston-sailing/items/736774/?full-items=yes&flow=332335

Boston Jazz Cruise

Boston Jazz Cruise at Sunset in Boston Harbor on the yacht Northern Lights
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $72.08
/reviews/#1741879727154-499fa4fa-c87a
It’s Boston Jazz Cruise time! Looking for things to do in Boston? For some fun date night ideas, join us for a magical Boston music cruise. Top-rated for the best Boston date night idea, you’re sure to make memories that will last a lifetime during this unique experience in Boston. Join Classic Harbor Line Boston aboard Yacht Northern Lights and enjoy the sound of live music combined with the best sightseeing views Boston has to offer. This Boston boat cruise features a local Jazz band playing tunes throughout the cruise, along with a bar with drinks and snacks available for purchase. Unwind as we venture out for a Boston sunset cruise and take in all the sights during golden hour in Boston. Yacht Northern Lights features a climate controlled grand salon with wrap-around windows along with an open upper deck for beautiful skyline views of Boston from the harbor. So enjoy a blend of vibrant modern grooves and select jazz standards as we cruise by Boston's epic skyline at sunset!
https://fareharbor.com/embeds/book/boston-sailing/items/47278/calendar/2024/12/?full-items=yes&flow=269873

Boston St. Patrick’s Day Brunch Cruise with Live Irish Music

The best Boston St. Patrick’s Day Brunch Cruise with live Irish music aboard Yacht Northern Lights
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
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Top of the mornin’ to ya! Looking for things to do in Boston for St Patrick’s Day or for a festive Boston Irish music cruise? We’ve got you covered. Don’t forget the most important meal of the day on our favorite holiday - a Boston brunch cruise with live Irish music to celebrate Boston St. Paddy’s Day! Calling all Boston Foodies: start your day with freshly prepared Irish favorites while we play your favorite Irish tunes as we cruise. While you fuel your Irish spirit on this Boston brunch, enjoy the sites around Boston Harbor aboard festively decorated Yacht Northern Lights. Of course, your fulfillment of this Irish holiday is not complete without a festive Irish drink from our onboard bar. Choose from an Irish coffee, Irish beer, classic mimosa and more! Yacht Northern Lights features a climate controlled grand salon with wrap-around windows as well as an open upper deck with truly sweeping skyline views. This Boston Brunch Cruise is sure to help you kick start your day before you head to the St. Patrick’s Day Parade Boston or for a fun weekend activity to celebrate.
https://fareharbor.com/embeds/book/boston-sailing/items/117495/calendar/2025/03/?full-items=yes&flow=269878

Boston Mother’s Brunch Cruise

Enjoy live Jazz on our Boston Mother’s Day Brunch Cruise in Boston Harbor!
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
/reviews/#1741879683421-f12732ba-c47c
What does a Boston foodie mom really want for Mother’s Day in Boston? We think a Boston Mother’s Day Brunch Cruise with live music is the best way to celebrate! One of the best Boston foodie spots, a Boston Harbor Mother’s Day Brunch with Classic Harbor Line Boston aboard Yacht Northern Lights offers Mom and the whole family a fun thing to do for Mother’s Day in Boston. Pamper your mom and grandmother, or anyone who takes on that motherly role in your life, with a serene and picturesque Boston Mother’s Day Brunch accompanied by live Jazz music. Treat them to a memorable experience in Boston Harbor as we embark on a journey along Boston’s historic waterfront. With ample space for relaxing in our climate controlled grand salon, this Boston venue is great for couples, families and small groups looking to celebrate. Venture to the open upper deck for the perfect photo opportunity to snap cherished memories against the backdrop of Boston’s iconic landmarks. Upon boarding this Boston brunch cruise, enjoy a beverage from our onboard bar and get ready to delight in our gourmet brunch buffet while finding a cozy spot aboard the Northern Lights, where panoramic views of Boston await. Immerse yourself in the sights and sounds of the harbor on this Boston music cruise while indulging in delicious cuisine and live entertainment. It's the perfect way to show your appreciation and create lasting memories with your loved ones.
https://fareharbor.com/embeds/book/boston-sailing/items/142459/calendar/2025/05/?full-items=yes&flow=269875

Boston City Lights Ghost Tour on Northern Lights

Join us for the Best Boston Harbor Sunset Cruise on the yacht Northern Lights
Duration: 1.5 hrs
Boat: Yacht Northern Lights
Cost: $40.18
/reviews/#1709924366451-11e4e2e2-10a6
Join us aboard the Northern Lights, a classic 1920s-style yacht operated by Classic Harbor Line, for a 90-minute haunted ghost tour cruise through Boston Harbor that explores the darker side of the city’s history. As night falls and the skyline lights up, you’ll set out on a guided tour filled with ghost stories and legends tied to the harbor’s islands. Along the way, you’ll pass by places like George’s Island, where the ghost of the Lady in Black is said to haunt the old fort, and Spectacle Island, known for strange sightings over the years. Other stops may include Thompson Island, Peddocks Island, and more—each with its own eerie tale. A live narrator will share these stories as you cruise past the historic sites, blending local history with folklore. The atmosphere is quiet and scenic, with indoor and outdoor seating and great views of the city at night. It’s a unique way to experience the harbor—part history, part mystery, and a great evening out whether you're a visitor or a local.
https://fareharbor.com/embeds/book/boston-sailing/items/617713/?full-items=yes&flow=5114

Boston Labor Day Fireworks Cruise

Enjoy Labor Day Weekend and join us for the Best Boston Labor Day Fireworks Cruise in the harbor!
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: $79.50
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What are you doing for Boston Labor Day weekend? Celebrate the last days of summer with friends and family on a 2-hour Boston Labor Day Fireworks Cruise! While there are lots of Boston events Labor Day Weekend, Classic Harbor Line Boston boat rides are sure to be the icing on the cake to round out your summer. So if you’re looking for things to do in Boston for Labor Day, check out our Boston Harbor cruises aboard Yacht Northern Lights. See the sky illuminated during our Fireworks cruise, which offers a crowd-free alternative to viewing from the shore line. Avoid the crowds and get front row seats aboard this Boston Harbor Labor Day Fireworks cruise. Yacht Northern Lights, a classic 1920s style commuter yacht is comfortable and spacious offering an open top deck as well as = wrap-around seating in a climate controlled interior salon with wrap-around windows. One complimentary drink is included with your admission! There will be snacks, cheese boards, sandwiches and flatbreads available for purchase onboard. Northern Lights will run in light rain; however, the Labor Day Fireworks are weather permitting.
https://fareharbor.com/embeds/book/boston-sailing/items/26510/calendar/2024/12/

Boston Fall Brunch Cruise

Classic Harbor Line Boston Fall Foliage Brunch Cruise aboard the yacht Northern Lights
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
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Offered October through mid November. Looking for the best New England Fall Foliage Tours? Check out our Boston Fall Foliage Brunch Cruise aboard Yacht Northern Lights, one of the best Brunch places in Boston. With New England Fall Foliage being some of the most well-known in the country, it’s no wonder folks flock to Boston and surrounding areas to partake in some epic leaf peeping. Available on weekends, our Boston brunch cruise is the perfect combination of passive sightseeing and Boston fall foliage. During this 2-hour Boston brunch cruise on the elegant Northern Lights, enjoy the fall colors and festive fall decor while you sip on a delicious apple cider mimosa or other fall themed beverages from our full bar. Partake in a freshly prepared gourmet brunch buffet and select a cozy seat aboard Northern Lights heated grand salon as we capture the perfect panoramic views of Boston and the Boston Harbor Islands. For all the Boston foodie people out there, our Boston Harbor cruises are sure to make memories that last a lifetime. Please note, Classic Harbor Line Boston can accommodate small bridal parties or even morning-after-wedding parties. Our Boston brunch cruise offers the perfect event venue for couples and families as well as the group looking to celebrate, relax, and entertain.
https://fareharbor.com/embeds/book/boston-sailing/items/62841/calendar/2024/12/?full-items=yes&flow=332335

Boston Fall Cruise with Lunch

The best fall foliage cruise in Beantown on the classic boat Northern Lights
Duration: 1.5 hrs
Boat: Northern Lights
Cost: Up to $72.08
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Offered October through mid November. Pull out your autumn sweaters and grab a hot cider for a Boston Fall Foliage Cruise! Join the captain and crew of our classic boat, Yacht Northern Lights, for a relaxing 1.5-hour Fall Foliage Lunch Cruise Boston and enjoy the best sightseeing boat tour during fall in New England. This Boston Harbor cruise features the best fall colors in Boston as we cruise around the Boston Harbor islands during the best time to visit New England. New England in the fall has been known for the vibrant foliage that people are drawn to every year. Our boat tours in Boston offer that ambiance along with some fun tales about pirates and ghosts that haunt the Boston islands as we cruise. Additionally during this Fall foliage cruise, learn about how the islands have played an integral role in fortifying Boston in every war from the Revolutionary War until World War II. Almost every island has a story to tell. Aboard this Boston leaf peeping experience, guests will hear many of those anecdotes. This Fall foliage Boston cruise includes a gourmet picnic lunch consisting of an assortment of entrees. Our Boston Harbor fall foliage cruise is great for families and friends looking for a relaxing adventure.
https://fareharbor.com/embeds/book/boston-sailing/items/26512/calendar/2024/12/?full-items=yes&flow=332335

Boston Labor Day Weekend Boat Tour with Fireworks

Enjoy a Labor Day Weekend boat tour with a Fireworks Cruise Aboard a Schooner Adirondack
Duration: 1.5 hrs
Boat: Schooner Adirondack
Cost: $95.40
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Looking for Boston events Labor Day Weekend? What better way to celebrate the end of summer than with a stellar Boston Labor Day Weekend Boat Tour for one of the best things to do in Boston for Labor Day! Join Classic Harbor Line Boston aboard Schooner Adirondack and enjoy Boston Harbor fireworks from waters of Boston Harbor. Our Schooners Adirondack offer the best Boston Labor Day Weekend views of the illuminated sky. This 1.5 hour cruise offers guests the opportunity to soak up the fireworks in Boston while relaxing on a comfortable open deck under the stars. Boston Harbor Fireworks are best seen from the water with unobstructed views in the harbor. Modeled after similar boats built in the 1890s but with modern upgrades, our boat rides are designed to provide space to accommodate our guests, ensuring a comfortable and quality experience for anyone who boards.
https://fareharbor.com/embeds/book/boston-sailing/items/26493/calendar/2024/12/

Holiday Sunset Cruise in Boston

Enjoy a Holiday Sunset Cruise in Boston for the Christmas season on the yacht Northern Lights
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $61.48
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Offered throughout the month of December. Boston in December is bustling with festive activities and fun things to do to get into the holiday spirit. Our Holiday sunset cruise in Boston is a top rated activity to do during Christmas in Boston. Join Classic Harbor Line Boston this season for a 2-hour Holiday Sunset Cruise in the warm, cozy, and festively-decorated interior of Yacht Northern Lights. While aboard, warm up with a cup of hot cocoa as you take in the Boston Harbor sites. Enjoy the sunset while listening to classic Holiday hits. Watch the sky as it changes from blues to oranges behind the outline of Boston's city skyline. Our Boston Harbor cruises offer some of the best winter sunsets in Boston.
https://fareharbor.com/embeds/book/boston-sailing/items/64770/calendar/2024/12/?full-items=yes&flow=332335

Cocoa and Carols Holiday Cruise in Boston

Cocoa Holiday Harbor Cruise on Yacht Northern Lights in Boston
Duration: 1.5 hrs
Boat: Yacht Northern Lights
Cost: Up to $72.08
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Offered throughout the month of December. It’s Christmas in Boston! If looking for the best activities in Boston in December, we have a Cocoa and Carols Holiday Cruise Boston that’s sure to get you in the festive spirit. Please join Classic Harbor Line Boston for this special cruise tailored for friends, family, and all your loved ones during the holidays in Boston. During a Boston Cocoa and Carols Holiday Cruise, our classic boat, Yacht Northern Lights, offers the best views of Boston Harbor in December. Guests aboard can enjoy comfortable seating in our heated grand salon that’s fully decked out in holiday decor. Cruise Boston Harbor on this 90-minute cruise and see the Christmas lights Boston has to offer along with the best sightseeing views as we cruise. Enjoy a beverage, such as a hot cocoa, beer, wine or holiday cocktail, from our onboard bar and take in the festive atmosphere including holiday hits from our live Jazz band performing throughout the experience. Guests are welcome to explore Northern Lights open upper deck with truly unobstructed views of Boston in December. This cruise offers a unique way to entertain guests from out of town, a fun Christmas activity to do with friends or colleagues, or a great holiday date night idea. We’re a short walk away from the Boston Christmas Market, which makes for some of the best things to do in Boston, MA in December.
https://fareharbor.com/embeds/book/boston-sailing/items/32749/calendar/2024/12/?full-items=yes&flow=332335

Boston Holiday Brunch Cruise with Santa

Best Boston Holiday Brunch Cruise for all Boston Foodies
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
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Offered on weekends throughout the month of December. With so many things to do in Boston in December, it can be hard to choose how to spend your time during Christmas in Boston. If you’re looking for a Boston Holiday brunch cruise, then our Boston Christmas brunch cruise is the one! During the most festive time to experience Beantown, join Classic Harbor Line Boston aboard Yacht Northern Lights, one of the best places in Boston for brunch, and see all of Boston's iconic sights from the water. Weekends are a time for relaxing and getting your days started the right way, and there’s no better way to start relaxing than on a 2-hour Boston brunch cruise. On our Boston Harbor Cruise guests aboard Yacht Northern Lights will be treated to comfortable seating in the heated grand salon decked out in holiday decor as well as a full bar for hot cocoa, mimosas or a festive holiday cocktail. Enjoy our freshly prepared gourmet brunch buffet during one of the best brunch in Boston experiences. Select a cozy seat aboard Northern Lights as we capture the perfect panoramic views of Boston as we cruise Boston Harbor on a classic boat ride. We’re just a short walk from the Boston Christmas Market, which makes for a fun pairing with our Best of Boston brunch cruise. So enjoy Boston in December, take in the holiday markets, historic sights glistening in snow, and join Classic Harbor Line Boston for some festive Boston Harbor Cruises. Please note, we can accommodate small bridal parties as well as small morning-after-wedding-parties. Our brunch cruise offers the perfect event venue for couples, families, and small groups looking to celebrate, relax and entertain for any occasion.
https://fareharbor.com/embeds/book/boston-sailing/items/64768/calendar/2024/12/?full-items=yes&flow=332335

Northern Lights Champagne City Lights Cruise

The perfect Boston Date idea is a Boston Night Cruise aboard the classic yacht Northern Lights.
Duration: 1 hr
Boat: Yacht Northern Lights
Cost: $38
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Looking for a romantic night cruise in Boston? Some fun date night ideas in Boston start with Classic Harbor Line Boston! Join us for a Boston night cruise and see Boston and the surrounding area lit up at night. This 1-hour city lights cruise aboard our classic boat, Yacht Northern Lights, is the perfect way to unwind after a day on land aboard. Great for a Boston date night or night out with a group of friends, we recommend adding this Boston Harbor tour at night to your bucket list. Enjoy a glass of bubbles or beverage from the bar, and gaze at the glittering lights of the city as light dances on the waters of Boston Harbor. As relaxing pre-recorded music plays to set the evening vibe, enjoy good conversion and Boston’s most iconic sights.
https://fareharbor.com/embeds/book/boston-sailing/items/26506/calendar/2024/12/?full-items=yes&flow=269860

Boston Valentine’s Day Cruise

Join us for a Boston Valentine’s Day Cruise with live music aboard the classic yacht Northern Lights for a Romantic evening in Boston Harbor.
Duration: 1.5 hrs
Boat: Yacht Northern Lights
Cost: Up to $82.68
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Looking for things to do for Valentine’s Day in Boston? A Boston Valentine’s Day cruise is a fun way to celebrate! We check all the boxes if you’re seeking a Boston sunset cruise, Boston night cruise, Boston Jazz cruise, or just the best Boston date night idea. For Valentine’s Day in Boston, start or end your romantic evening with a light champagne tasting and stunning views of Boston. While sipping on your champagne, enjoy romantic jazz tunes by our house jazz band as we glide through Boston Harbor. Yacht Northern Lights offers comfortable seating in our cozy, climate controlled grand salon with wrap-around windows, as well as an open upper deck for truly unmatched views of Boston and surrounding areas. While Boston fireworks are not included in this cruise, Classic Harbor Line Boston hopes to create metaphorical sparks for you and your date. Our jazz is performed by a local Boston band, which brings a blend of vibrant modern grooves with a standard jazz repertoire. This is the perfect cruise for snuggling up with a loved one for the best Boston music cruise for Valentine’s Day. Please note this is a 21+ event and it is recommended that you have dinner before or after your cruise with us.
https://fareharbor.com/embeds/book/boston-sailing/items/172105/calendar/2025/02/?full-items=yes&flow=269878

Harborfest Fireworks on yacht Patriot

Get Fourth of July week started with a BANG on Yacht Patriot!
Duration: 2 hrs
Boat: Yacht Patriot
Cost: Up to $167.48
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Join us aboard the classic yacht Patriot for a relaxing evening cruise in Boston Harbor and enjoy the start of the holiday week from the water. Take in views of the city skyline at twilight, watch the harbor come alive for Harborfest, and settle in for a spectacular fireworks display over the waterfront. Your ticket includes one complimentary beverage, and our bar will be open throughout the cruise with additional drinks available for purchase. As we leave the dock and head out into the harbor, you'll quickly leave the crowds behind and enjoy one of the best views in Boston for the evening's festivities. (Please note that the fireworks display is weather permitting.)
https://fareharbor.com/embeds/book/boston-sailing/items/734645/?full-items=yes&flow=332335

Boston Fireworks Cruise in Winthrop

The Best Boston Fireworks cruise to go see the Winthrop show on the Yacht Northern Lights
Duration: 3 hrs
Boat: Yacht Northern Lights
Cost: Up to $284.08
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Classic Harbor Line Boston offers some of the best views of the Winthrop fireworks show for the 4th of July in Boston. Our Boston fireworks cruise aboard Yacht Northern Lights is great for friends and family or groups looking to celebrate in Boston on the 4th of July. Join us off of Winthrop, MA, just across the Boston Harbor for a spectacular fireworks display - rated as one of the top things to do in Boston for the 4th of July! This special 3-hour Boston boat cruise gives guests the opportunity to see this sparkling fireworks display from the comfort of our classic boat. Yacht Northern Lights features an upper top deck that’s open, along with a climate controlled grand salon with wrap-around windows. Both spaces are great for watching the fireworks on this Boston 4th of July Cruise. There’s also a full bar with drinks and light snacks available for purchase by credit card. So sit back and relax with us aboard our classic 1920s style yacht and marvel at the best fireworks in Boston. Northern Lights will run in light rain, however, the Winthrop Fireworks are weather permitting. Please note: We view the fireworks in Winthrop, MA, which are not the Boston Pop Fireworks on the Charles River. Our boats are too large to go up the Charles River, but we find the fireworks in Winthrop to be just as good of a show and far less crowded for better viewing.
https://fareharbor.com/embeds/book/boston-sailing/items/26514/calendar/2025/07/?full-items=yes&flow=269873

U.S.S. Constitution Turnaround Boston Sail aboard the Adirondack Schooners

The best viewing of the U.S.S. Constitution Turnaround Boston maritime event aboard the Adirondack Schooners.
Duration: 2 hrs
Boat: Schooner Adirondack
Cost: Up to $171.72
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Boston on the 4th of July features an exciting series of Boston 4th of July events from fireworks shows to special viewings of the Boston USS Constitution Ship and more. For up-front seats to the USS Constitution Turnaround Boston, join Classic Harbor Line Boston aboard Schooner Adirondack for this special experience. This 2.5-3-hour long sail on July 4th to view the turnaround of the U.S.S. Constitution ship, the oldest (1797) actively commissioned naval vessel in the world, is sure to make memories that will last a lifetime. Experience 4th of July in Boston like you never have before aboard one of our Adirondack schooners, classic 1890s style pilot schooner, featuring comfortable seating and a brisk ride, as we are able to view the turnaround of the U.S.S. Constitution. You won't want to miss this truly unique and special program! During this annual event to celebrate our nation's birthday, the Boston U.S.S. Constitution will sail out into the harbor where she'll exchange a 21-gun salute with Castle Island's Fort Independence.
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Boston 4th of July Cruise to view the USS Constitution Turnaround

Boston 4th of July Cruise to view the U.S.S. Constitution Turnaround aboard Yacht Northern Lights with Brunch
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $182.32
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Looking to do some Boston 4th of July events? Boston on the 4th of July and surrounding days is filled with lots of celebratory experiences, including our Boston 4th of July Cruise. Join Classic Harbor Line Boston aboard Yacht Northern Lights for the July 4th turnaround cruise of the U.S.S. Constitution Ship, the oldest (1797) actively commissioned naval vessel in the world. You won't want to miss this truly unique and special event! The turnaround takes place once a year to celebrate our nation's birthday, making the 4th of July in Boston truly patriotic. During the turnaround cruise, the U.S.S. Constitution Boston will sail into Boston Harbor where she'll exchange a 21-gun salute with Castle Island's Fort Independence. After the salutes, she will head back into the inner harbor and exchange cannon fire with the sector Boston's United States Coast Guard base located in the North End. During this Boat ride in Boston aboard Yacht Northern Lights, enjoy up-close views of the event from Boston Harbor. Northern Lights features a climate controlled interior salon with wrap-around windows along with an open upper deck for top views of the program. Each ticket includes a freshly prepared Boston brunch buffet. There is also a full bar with drinks available for purchase.
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Winthrop Fireworks Cruise on the Adirondack Schooners

The best Winthrop Fireworks Cruise in Boston Harbor aboard the classic Adirondack Schooners.
Duration: 3-3.5 hrs
Boat: Schooner Adirondack
Cost: Up to $284.08
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Sail Boston and join Classic Harbor Line Boston for a Winthrop fireworks cruise! This Boston sailing experience for the 4th of July in Boston is one not to be missed. Looking to skip sitting in traffic and dealing with crowds that go hand and hand with Boston 4th of July events? The Winthrop fireworks show aboard our classic boat, Schooner Adirondack, is a great alternative! Join us aboard one of our Adirondack schooners for a cruise to Winthrop to watch the fireworks. Then sail back to Boston under the gleaming night sky and see Boston’s iconic skyline lit up at night. This 3-hour event offers guests the opportunity to soak up Winthrop's fireworks display from an elegant and relaxing vantage point out on the water. Our Schooners Adirondack are brilliant pilot schooners modeled after similar boats built in the 1890s. With an open deck and comfortable seating, this Boston 4th of July cruise is sure to be an experience that will last a lifetime. In addition to a fantastic experience, this captivating Winthrop Fireworks Cruise will feature delicious, complimentary desserts and a complimentary drink of any kind with your purchase. If you’re looking for things to do in Boston for the 4th of July don’t wait! This experience often sells out in advance. Please note that the Winthrop Fireworks are weather permitting. We may not be able to raise sail for the fireworks due to crowding in the harbor. If time permits, we may do some sailing after the fireworks.
https://fareharbor.com/embeds/book/boston-sailing/items/26502/calendar/2024/12/?full-items=yes&flow=269877

Gloucester Schooner Fest Fireworks

Enjoin an evening of enchanting fireworks!
Duration: 1.5 hrs
Boat: Schooner Adirondack
Cost: Starting at $114.48
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Join Schooner Adirondack III for a special Gloucester Schooner Festival fireworks sail and experience New England’s maritime tradition from the deck of an authentic 80-foot pilot schooner. As night falls, watch Gloucester Harbor come alive as a fleet of beautiful schooners gathers on the water, creating the perfect backdrop for an unforgettable evening. Enjoy a complimentary drink and unobstructed waterfront views as the festival fireworks light up the harbor and reflect across the water! Feel the breeze, take in the sights, and settle in for an authentic sailing experience that caputres the spirit of Gloucester and its rich maritime heritage. It's a magical night on the water and a celebration you won't want to miss! The crew offers an engaging, authentic sailing experience for guests of all interests. Don't miss out on this special event with us!
https://fareharbor.com/embeds/book/boston-sailing/items/754117/?full-items=yes&flow=332335

The best Boston Harbor Cruises

in town

Boston Harbor cruises

Join us for one of our top-rated Boston Harbor cruises aboard our classic boats! According to Bostonians, the best way to learn about Boston is from the perspective of the water either enjoying sailing in Boston or Boston Harbor tours. Classic Harbor Line Boston is located at Rowes Wharf, right behind the Boston Harbor Hotel in the heart of the seaport district, making it the perfect location to cast off for some fun Boston Harbor city cruises.

The best leisurely Boston boat ride for enjoying some passive sightseeing along Boston’s historic waterfront is aboard our Adirondack schooners. Built with sleek lines, mahogany railings and trim, and beautiful masts, these boats are sure to impress while sailing in Boston. Take in the sights with a beverage in hand and watch as the crew expertly raises sail and navigates Boston Harbor with ease.

Boston Harbor Boat Tours

If you are looking for a Harbor Cruise in Boston, we offer Boston historic sightseeing cruises on the yacht Northern Lights as well as sailing in Boston aboard our Adirondack schooners. Our fleet of classic boats are perfect for locals and visitors alike to enjoy Boston boat tours and excursions mostly year-round.

There are lots of things to do in Boston, and we have put together some top-rated unique Boston boat rides for you to experience in the most elegant manner. Northern Lights was built with a beautiful mahogany bar and her varnish is maintained to complete your feeling of a Turn-of-the-Century yacht.  Comfortable seating is available all around the boat, as well as a full open upper deck, all with un-obscured views as we cruise! As a result, our Boston Harbor sightseeing cruises & Boston boat tours are intimate and crowd free making our Boston boat tours enjoyable for all. Guests are welcome on the forward deck for their Boston harbor boat ride as well to soak in the sun. Above all, you will score some fantastic photographs of all the Boston Harbor historic sites from the water!

Our Boston Harbor City Cruises are perfect for families, romantic dates or a group of friends.  Take in the sights of Boston’s skyline for views that will keep you coming back for more! Most importantly, we know whether you join us for a day cruise or a classic Boston sunset cruise you will not be disappointed. Join us aboard and cruise in elegance to view this famous skyline with us!

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Food Cruises

closeup of various plates of hor d'oeuvres laying on a table

Boston Food Cruises

Brunch Cruise Aboard Northern Lights

It’s Boston brunch time! Weekends are for relaxing and getting your days started the right way - aboard a Boston brunch cruise.
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
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Looking for the best brunch in Boston? A Boston food cruise aboard Yacht Northern Lights is the way to go. There’s not a better way to start relaxing than on a 2-hour sightseeing Boston brunch cruise. During this Boston boat ride, guests can enjoy a freshly prepared gourmet brunch buffet and select a cozy seat aboard Northern Lights as we capture the perfect panoramic views of Boston. Indulge in a beverage from our beautiful onboard bar and jump-start your relaxation mode. This sightseeing cruise is great for friends and families, and we can also accommodate small bridal parties or even small morning-after-wedding-parties. Our Boston brunch cruise offers the perfect venue for a day-date or weekend outing with the family, or groups looking to celebrate, relax and entertain.
https://fareharbor.com/embeds/book/boston-sailing/items/32168/calendar/2024/12/?full-items=yes&flow=332335

Schooner Adirondack Oyster Sail

The Boston Oyster Sail is a unique way to experience Boston from the water!
Duration: 2 hrs
Boat: Schooner Adirondack
Cost: Up to $76.32
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Join us for a Boston Oyster Sail! A Boston Harbor Sailing & Oyster Tour is a perfect blend of maritime adventure and culinary delight. Picture yourself aboard our classic sailboat, gliding across the waters of Boston Harbor with the city skyline as your backdrop. This is by far a unique experience to be had with your friends, family or loved one. Relish in the taste of freshly shucked oysters paired with mignonette, lemon, and hot sauce. Tours also offer champagne or crisp white wine to enhance the experience for purchase. Not only will you enjoy the delicious taste but will learn the history of farming and raising oysters and the importance of them to the local ecosystem. This Boston Oyster Sail is the perfect way to experience the harbor!
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Royal Princess Brunch Cruise on Northern Lights

Royal Princess Brunch Cruise!
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
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Join us aboard our floating palace for a magical afternoon on Boston Harbor aboard the elegant Northern Lights. This special princess-themed brunch cruise brings together fairytale fun, harbor views, music, photo moments, and a delicious brunch buffet for an unforgettable family experience. From the moment guests arrive, little royals will be welcomed into a world of sparkle, imagination, and celebration. Joined by beloved storybook-style princesses, children will enjoy a charming onboard experience filled with royal greetings, interactive moments, sing-alongs, photos, and plenty of time to make memories while cruising through Boston Harbor. The cruise takes place aboard Northern Lights, a classic 1920s-style motor yacht featuring a comfortable, climate-controlled main deck and an open-air top deck with beautiful views of the city skyline and harbor islands.
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Boston St. Patrick’s Day Brunch Cruise with Live Irish Music

The best Boston St. Patrick’s Day Brunch Cruise with live Irish music aboard Yacht Northern Lights
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
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Top of the mornin’ to ya! Looking for things to do in Boston for St Patrick’s Day or for a festive Boston Irish music cruise? We’ve got you covered. Don’t forget the most important meal of the day on our favorite holiday - a Boston brunch cruise with live Irish music to celebrate Boston St. Paddy’s Day! Calling all Boston Foodies: start your day with freshly prepared Irish favorites while we play your favorite Irish tunes as we cruise. While you fuel your Irish spirit on this Boston brunch, enjoy the sites around Boston Harbor aboard festively decorated Yacht Northern Lights. Of course, your fulfillment of this Irish holiday is not complete without a festive Irish drink from our onboard bar. Choose from an Irish coffee, Irish beer, classic mimosa and more! Yacht Northern Lights features a climate controlled grand salon with wrap-around windows as well as an open upper deck with truly sweeping skyline views. This Boston Brunch Cruise is sure to help you kick start your day before you head to the St. Patrick’s Day Parade Boston or for a fun weekend activity to celebrate.
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Boston Mother’s Brunch Cruise

Enjoy live Jazz on our Boston Mother’s Day Brunch Cruise in Boston Harbor!
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
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What does a Boston foodie mom really want for Mother’s Day in Boston? We think a Boston Mother’s Day Brunch Cruise with live music is the best way to celebrate! One of the best Boston foodie spots, a Boston Harbor Mother’s Day Brunch with Classic Harbor Line Boston aboard Yacht Northern Lights offers Mom and the whole family a fun thing to do for Mother’s Day in Boston. Pamper your mom and grandmother, or anyone who takes on that motherly role in your life, with a serene and picturesque Boston Mother’s Day Brunch accompanied by live Jazz music. Treat them to a memorable experience in Boston Harbor as we embark on a journey along Boston’s historic waterfront. With ample space for relaxing in our climate controlled grand salon, this Boston venue is great for couples, families and small groups looking to celebrate. Venture to the open upper deck for the perfect photo opportunity to snap cherished memories against the backdrop of Boston’s iconic landmarks. Upon boarding this Boston brunch cruise, enjoy a beverage from our onboard bar and get ready to delight in our gourmet brunch buffet while finding a cozy spot aboard the Northern Lights, where panoramic views of Boston await. Immerse yourself in the sights and sounds of the harbor on this Boston music cruise while indulging in delicious cuisine and live entertainment. It's the perfect way to show your appreciation and create lasting memories with your loved ones.
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Boston Fall Brunch Cruise

Classic Harbor Line Boston Fall Foliage Brunch Cruise aboard the yacht Northern Lights
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
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Offered October through mid November. Looking for the best New England Fall Foliage Tours? Check out our Boston Fall Foliage Brunch Cruise aboard Yacht Northern Lights, one of the best Brunch places in Boston. With New England Fall Foliage being some of the most well-known in the country, it’s no wonder folks flock to Boston and surrounding areas to partake in some epic leaf peeping. Available on weekends, our Boston brunch cruise is the perfect combination of passive sightseeing and Boston fall foliage. During this 2-hour Boston brunch cruise on the elegant Northern Lights, enjoy the fall colors and festive fall decor while you sip on a delicious apple cider mimosa or other fall themed beverages from our full bar. Partake in a freshly prepared gourmet brunch buffet and select a cozy seat aboard Northern Lights heated grand salon as we capture the perfect panoramic views of Boston and the Boston Harbor Islands. For all the Boston foodie people out there, our Boston Harbor cruises are sure to make memories that last a lifetime. Please note, Classic Harbor Line Boston can accommodate small bridal parties or even morning-after-wedding parties. Our Boston brunch cruise offers the perfect event venue for couples and families as well as the group looking to celebrate, relax, and entertain.
https://fareharbor.com/embeds/book/boston-sailing/items/62841/calendar/2024/12/?full-items=yes&flow=332335

Boston Fall Cruise with Lunch

The best fall foliage cruise in Beantown on the classic boat Northern Lights
Duration: 1.5 hrs
Boat: Northern Lights
Cost: Up to $72.08
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Offered October through mid November. Pull out your autumn sweaters and grab a hot cider for a Boston Fall Foliage Cruise! Join the captain and crew of our classic boat, Yacht Northern Lights, for a relaxing 1.5-hour Fall Foliage Lunch Cruise Boston and enjoy the best sightseeing boat tour during fall in New England. This Boston Harbor cruise features the best fall colors in Boston as we cruise around the Boston Harbor islands during the best time to visit New England. New England in the fall has been known for the vibrant foliage that people are drawn to every year. Our boat tours in Boston offer that ambiance along with some fun tales about pirates and ghosts that haunt the Boston islands as we cruise. Additionally during this Fall foliage cruise, learn about how the islands have played an integral role in fortifying Boston in every war from the Revolutionary War until World War II. Almost every island has a story to tell. Aboard this Boston leaf peeping experience, guests will hear many of those anecdotes. This Fall foliage Boston cruise includes a gourmet picnic lunch consisting of an assortment of entrees. Our Boston Harbor fall foliage cruise is great for families and friends looking for a relaxing adventure.
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Boston Holiday Brunch Cruise with Santa

Best Boston Holiday Brunch Cruise for all Boston Foodies
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
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Offered on weekends throughout the month of December. With so many things to do in Boston in December, it can be hard to choose how to spend your time during Christmas in Boston. If you’re looking for a Boston Holiday brunch cruise, then our Boston Christmas brunch cruise is the one! During the most festive time to experience Beantown, join Classic Harbor Line Boston aboard Yacht Northern Lights, one of the best places in Boston for brunch, and see all of Boston's iconic sights from the water. Weekends are a time for relaxing and getting your days started the right way, and there’s no better way to start relaxing than on a 2-hour Boston brunch cruise. On our Boston Harbor Cruise guests aboard Yacht Northern Lights will be treated to comfortable seating in the heated grand salon decked out in holiday decor as well as a full bar for hot cocoa, mimosas or a festive holiday cocktail. Enjoy our freshly prepared gourmet brunch buffet during one of the best brunch in Boston experiences. Select a cozy seat aboard Northern Lights as we capture the perfect panoramic views of Boston as we cruise Boston Harbor on a classic boat ride. We’re just a short walk from the Boston Christmas Market, which makes for a fun pairing with our Best of Boston brunch cruise. So enjoy Boston in December, take in the holiday markets, historic sights glistening in snow, and join Classic Harbor Line Boston for some festive Boston Harbor Cruises. Please note, we can accommodate small bridal parties as well as small morning-after-wedding-parties. Our brunch cruise offers the perfect event venue for couples, families, and small groups looking to celebrate, relax and entertain for any occasion.
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Boston Harbor New Year’s Eve Fireworks Cruise and Live Music

The Best Boston Harbor New Year’s Eve Fireworks Cruise with Classic Harbor Line aboard yacht Northern Lights with live music!
Duration: 3 hrs
Boat: Yacht Northern Lights
Cost: Up to $238.50
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Looking for where to celebrate New Year’s Eve in Boston? Our Boston Harbor New Year’s Eve Fireworks cruise aboard Yacht Northern Lights is the perfect event venue to ring in the new year! Classic Harbor Line Boston offers the ultimate Boston Harbor fireworks cruise with live music that’s perfect for a night out in Boston for friends, couples, family and groups looking to celebrate. This New Year’s Eve Cruise Boston offers an elegant and stylish setting aboard Yacht Northern Lights, with a live band playing a variety of popular hits from throughout the ages. With comfortable seating in the climate controlled grand salon with wrap-around windows as well as views from the open upper deck, this NYE experience offers truly unmatched views of Boston’s skyline and the fireworks display. Guests are also welcome to hit the dance floor and boogie in true New Year’s Eve fashion. Hors d’oeuvres served tableside are included with each ticket. Drinks are not included with your ticket, but available for purchase from our onboard bar. This event is perfect for guests looking to ring in the New Year in a tasteful manner. So if you’re looking for a unique Boston cruise NYE experience, this is a fun way to watch the fireworks in Boston on New Year’s Eve. Make memories that will last all year long and beyond! Please note that bottles of 750-mL Moet & Chandon can be pre-purchased with your tickets online during checkout.
https://fareharbor.com/embeds/book/boston-sailing/items/35720/calendar/2024/12/?full-items=yes&flow=332335

Boston New Year’s Day Brunch Cruise

The best Boston New Year’s Day Brunch Cruise in Boston Harbor aboard the yacht Northern Lights.
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: Up to $93.28
/reviews/#1741880146638-a5a2bdc8-9e37
Happy New Year from Classic Harbor Line Boston! Looking for fun things to do in Boston on New Year’s Day? Start the new year off right with a Boston New Year's Day Brunch Cruise aboard Yacht Northern Lights. While on this 2-hour brunch on New Year’s Day, enjoy a Boston boat ride while reflecting on the last year and ringing in the new on New Year’s Day in Boston! As we cruise, enjoy a cup of hot cocoa or beverage from the bar from the climate controlled grand salon with wrap-around windows and comfortable seating, or venture to the open upper deck for truly unobstructed views of Boston as we cruise. During this Boston brunch, a freshly prepared three-course brunch is included with your ticket with beverages available for purchase at the bar. Enjoy this time with friends, family and loved ones and make memories that will last a lifetime aboard the best New Year’s Day brunch. *Please contact us in advance to inform us of any food allergies. Please note we cannot accommodate all food allergies, but we will do our best if given advance notice.*
https://fareharbor.com/embeds/book/boston-sailing/items/64769/calendar/2024/12/?full-items=yes&flow=269875

The best food cruises

for a Boston Foodie!

Classic Harbor Line Boston food cruises are a fun and plentiful way to experience Boston Harbor by boat. Join us for a fun sightseeing boat tour and the best brunch in Boston while enjoying a Boston brunch cruise, Boston fall foliage brunch cruise, or festive Boston holiday brunch cruise on our classic boat, Yacht Northern Lights.

We offer multiple types of food cruises that are perfect for any occasion and is a perfect way to kick off your weekend morning with friends or family. On one of our Boston food cruises, sip a morning mimosa, bloody mary or hot coffee and enjoy a delicious freshly prepared Boston brunch buffet.

Classic Harbor Line Boston also offers an afternoon Luncheon Cruise, which gives guests an opportunity to indulge in a delicious luncheon spread while soaking up the afternoon sun in Boston Harbor. Looking to take in the New England Fall foliage around Boston? Then join us for a glorious fall foliage luncheon cruise along Boston’s waterfront and Harbor Islands to see all the beautiful colors.

Not only are our Boston food cruises delicious but they are perfect for a Boston Foodie to get some sightseeing in on the Harbor.  While cruising through the Harbor on our Boston boat ride you will have the perfect opportunities to snap some selfies with this amazing city as your backdrop!  Whatever Boston Harbor Cruise you choose, you are sure to have a memorable Boston foodie experience aboard the classic yacht Northern Lights.

All of our Boston, Ma boat tours are aboard our elegant yacht, Northern Lights that offer an intimate atmosphere and will make your Boston boat ride with us a truly special and memorable event.

We do our best to try and accommodate dietary needs, but not all can be accommodated.  Please call us if you have any special requests to see if we can attain them.

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Fireworks Cruises

groups of people on a sailboat, watching fireworks being shot over the Boston harbor

Boston Fireworks Cruise

Boston Harborfest Fireworks Cruise

The Best Boston Harborfest Fireworks Cruise in Beantown aboard the yacht Northern Lights
Duration: 2.25 hrs
Boat: Yacht Northern Lights
Cost: Up to $146.28
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Happy 4th of July in Boston! Bostonians know how to celebrate our Independence and it all begins with a Boston Harborfest Fireworks Cruise. Join Classic Harbor Line Boston aboard the Yacht Northern Lights for this fun family friendly event and experience a Boston Harborfest Fireworks cruise like no other! This 2.25-hour experience offers a fun alternative to viewing the Fireworks show from the shoreline. As we cruise in Boston Harbor, wave to your fellow patriots on shore and take in the sites this city has to offer. Our sightseeing cruise for the 4th of July in Boston offers front row seats to see the show, with comfortable seating, a bar and a festive crowd free atmosphere. Yacht Northern Lights is a classic 1920s style commuter yacht featuring a climate controlled grand salon with wrap-around windows, plus an open upper deck with truly unobstructed views of Boston Harbor and surrounding areas. There are many Boston Harborfest events to choose from, but if you are in Beantown for Independence Day week then we have the Boston Harbor cruise for you! Celebrate this special event in style with Classic Harbor Line Boston. Please note that Yacht Northern Lights will operate in the rain; however, the Harborfest Fireworks are weather permitting
https://fareharbor.com/embeds/book/boston-sailing/items/26515/calendar/2025/07/?full-items=yes&flow=269873

Boston Harborfest Fireworks Sail

Celebrate Boston Harborfest aboard a classic yacht in Boston Harbor for a fireworks cruise.
Duration: 2 hrs
Boat: Schooner Adirondack
Cost: Up to $167.48
/reviews/#1741880385912-d27f1e3b-6764
It’s 4th of July in Boston and what better way to celebrate than with Boston Harborfest! Get your fourth of July week started with a bang and join Classic Harbor Line Boston for this fun family friendly event. During this Boston fireworks cruise aboard one of our Adirondack Schooners, enjoy a fun sightseeing cruise around Boston Harbor and see some of Boston’s most iconic sites. Wave to your fellow patriots on the shoreline as we pass by and get into position for an unobstructed view of the Harborfest fireworks on the water. Marvel at the spectacular fireworks display on this Boston Harborfest cruise and celebrate a memorable 4th of July in Boston. One complimentary drink is included with each ticket. So, if you are looking for Boston Harborfest events, then join us for a two hour cruise, followed by Harborfest Fireworks lighting up along Boston's Waterfront.
https://fareharbor.com/embeds/book/boston-sailing/items/26501/calendar/2024/12/?full-items=yes&flow=269877

Boston Labor Day Fireworks Cruise

Enjoy Labor Day Weekend and join us for the Best Boston Labor Day Fireworks Cruise in the harbor!
Duration: 2 hrs
Boat: Yacht Northern Lights
Cost: $79.50
/reviews/#1741879756392-5fd7462b-4fe7
What are you doing for Boston Labor Day weekend? Celebrate the last days of summer with friends and family on a 2-hour Boston Labor Day Fireworks Cruise! While there are lots of Boston events Labor Day Weekend, Classic Harbor Line Boston boat rides are sure to be the icing on the cake to round out your summer. So if you’re looking for things to do in Boston for Labor Day, check out our Boston Harbor cruises aboard Yacht Northern Lights. See the sky illuminated during our Fireworks cruise, which offers a crowd-free alternative to viewing from the shore line. Avoid the crowds and get front row seats aboard this Boston Harbor Labor Day Fireworks cruise. Yacht Northern Lights, a classic 1920s style commuter yacht is comfortable and spacious offering an open top deck as well as = wrap-around seating in a climate controlled interior salon with wrap-around windows. One complimentary drink is included with your admission! There will be snacks, cheese boards, sandwiches and flatbreads available for purchase onboard. Northern Lights will run in light rain; however, the Labor Day Fireworks are weather permitting.
https://fareharbor.com/embeds/book/boston-sailing/items/26510/calendar/2024/12/

Boston Labor Day Weekend Boat Tour with Fireworks

Enjoy a Labor Day Weekend boat tour with a Fireworks Cruise Aboard a Schooner Adirondack
Duration: 1.5 hrs
Boat: Schooner Adirondack
Cost: $95.40
/reviews/#1741880315544-e2d06ed6-a477
Looking for Boston events Labor Day Weekend? What better way to celebrate the end of summer than with a stellar Boston Labor Day Weekend Boat Tour for one of the best things to do in Boston for Labor Day! Join Classic Harbor Line Boston aboard Schooner Adirondack and enjoy Boston Harbor fireworks from waters of Boston Harbor. Our Schooners Adirondack offer the best Boston Labor Day Weekend views of the illuminated sky. This 1.5 hour cruise offers guests the opportunity to soak up the fireworks in Boston while relaxing on a comfortable open deck under the stars. Boston Harbor Fireworks are best seen from the water with unobstructed views in the harbor. Modeled after similar boats built in the 1890s but with modern upgrades, our boat rides are designed to provide space to accommodate our guests, ensuring a comfortable and quality experience for anyone who boards.
https://fareharbor.com/embeds/book/boston-sailing/items/26493/calendar/2024/12/

Boston Harbor New Year’s Eve Fireworks Cruise and Live Music

The Best Boston Harbor New Year’s Eve Fireworks Cruise with Classic Harbor Line aboard yacht Northern Lights with live music!
Duration: 3 hrs
Boat: Yacht Northern Lights
Cost: Up to $238.50
/reviews/
Looking for where to celebrate New Year’s Eve in Boston? Our Boston Harbor New Year’s Eve Fireworks cruise aboard Yacht Northern Lights is the perfect event venue to ring in the new year! Classic Harbor Line Boston offers the ultimate Boston Harbor fireworks cruise with live music that’s perfect for a night out in Boston for friends, couples, family and groups looking to celebrate. This New Year’s Eve Cruise Boston offers an elegant and stylish setting aboard Yacht Northern Lights, with a live band playing a variety of popular hits from throughout the ages. With comfortable seating in the climate controlled grand salon with wrap-around windows as well as views from the open upper deck, this NYE experience offers truly unmatched views of Boston’s skyline and the fireworks display. Guests are also welcome to hit the dance floor and boogie in true New Year’s Eve fashion. Hors d’oeuvres served tableside are included with each ticket. Drinks are not included with your ticket, but available for purchase from our onboard bar. This event is perfect for guests looking to ring in the New Year in a tasteful manner. So if you’re looking for a unique Boston cruise NYE experience, this is a fun way to watch the fireworks in Boston on New Year’s Eve. Make memories that will last all year long and beyond! Please note that bottles of 750-mL Moet & Chandon can be pre-purchased with your tickets online during checkout.
https://fareharbor.com/embeds/book/boston-sailing/items/35720/calendar/2024/12/?full-items=yes&flow=332335

Harborfest Fireworks on yacht Patriot

Get Fourth of July week started with a BANG on Yacht Patriot!
Duration: 2 hrs
Boat: Yacht Patriot
Cost: Up to $167.48
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Join us aboard the classic yacht Patriot for a relaxing evening cruise in Boston Harbor and enjoy the start of the holiday week from the water. Take in views of the city skyline at twilight, watch the harbor come alive for Harborfest, and settle in for a spectacular fireworks display over the waterfront. Your ticket includes one complimentary beverage, and our bar will be open throughout the cruise with additional drinks available for purchase. As we leave the dock and head out into the harbor, you'll quickly leave the crowds behind and enjoy one of the best views in Boston for the evening's festivities. (Please note that the fireworks display is weather permitting.)
https://fareharbor.com/embeds/book/boston-sailing/items/734645/?full-items=yes&flow=332335

Boston Fireworks Cruise in Winthrop

The Best Boston Fireworks cruise to go see the Winthrop show on the Yacht Northern Lights
Duration: 3 hrs
Boat: Yacht Northern Lights
Cost: Up to $284.08
/reviews/#1741881036246-b5ed7c7f-0979
Classic Harbor Line Boston offers some of the best views of the Winthrop fireworks show for the 4th of July in Boston. Our Boston fireworks cruise aboard Yacht Northern Lights is great for friends and family or groups looking to celebrate in Boston on the 4th of July. Join us off of Winthrop, MA, just across the Boston Harbor for a spectacular fireworks display - rated as one of the top things to do in Boston for the 4th of July! This special 3-hour Boston boat cruise gives guests the opportunity to see this sparkling fireworks display from the comfort of our classic boat. Yacht Northern Lights features an upper top deck that’s open, along with a climate controlled grand salon with wrap-around windows. Both spaces are great for watching the fireworks on this Boston 4th of July Cruise. There’s also a full bar with drinks and light snacks available for purchase by credit card. So sit back and relax with us aboard our classic 1920s style yacht and marvel at the best fireworks in Boston. Northern Lights will run in light rain, however, the Winthrop Fireworks are weather permitting. Please note: We view the fireworks in Winthrop, MA, which are not the Boston Pop Fireworks on the Charles River. Our boats are too large to go up the Charles River, but we find the fireworks in Winthrop to be just as good of a show and far less crowded for better viewing.
https://fareharbor.com/embeds/book/boston-sailing/items/26514/calendar/2025/07/?full-items=yes&flow=269873

Winthrop Fireworks Cruise on the Adirondack Schooners

The best Winthrop Fireworks Cruise in Boston Harbor aboard the classic Adirondack Schooners.
Duration: 3-3.5 hrs
Boat: Schooner Adirondack
Cost: Up to $284.08
/reviews/#1741880430169-27869702-e778
Sail Boston and join Classic Harbor Line Boston for a Winthrop fireworks cruise! This Boston sailing experience for the 4th of July in Boston is one not to be missed. Looking to skip sitting in traffic and dealing with crowds that go hand and hand with Boston 4th of July events? The Winthrop fireworks show aboard our classic boat, Schooner Adirondack, is a great alternative! Join us aboard one of our Adirondack schooners for a cruise to Winthrop to watch the fireworks. Then sail back to Boston under the gleaming night sky and see Boston’s iconic skyline lit up at night. This 3-hour event offers guests the opportunity to soak up Winthrop's fireworks display from an elegant and relaxing vantage point out on the water. Our Schooners Adirondack are brilliant pilot schooners modeled after similar boats built in the 1890s. With an open deck and comfortable seating, this Boston 4th of July cruise is sure to be an experience that will last a lifetime. In addition to a fantastic experience, this captivating Winthrop Fireworks Cruise will feature delicious, complimentary desserts and a complimentary drink of any kind with your purchase. If you’re looking for things to do in Boston for the 4th of July don’t wait! This experience often sells out in advance. Please note that the Winthrop Fireworks are weather permitting. We may not be able to raise sail for the fireworks due to crowding in the harbor. If time permits, we may do some sailing after the fireworks.
https://fareharbor.com/embeds/book/boston-sailing/items/26502/calendar/2024/12/?full-items=yes&flow=269877

Gloucester Schooner Fest Fireworks

Enjoin an evening of enchanting fireworks!
Duration: 1.5 hrs
Boat: Schooner Adirondack
Cost: Starting at $114.48
/reviews/#1741880430169-27869702-e778
Join Schooner Adirondack III for a special Gloucester Schooner Festival fireworks sail and experience New England’s maritime tradition from the deck of an authentic 80-foot pilot schooner. As night falls, watch Gloucester Harbor come alive as a fleet of beautiful schooners gathers on the water, creating the perfect backdrop for an unforgettable evening. Enjoy a complimentary drink and unobstructed waterfront views as the festival fireworks light up the harbor and reflect across the water! Feel the breeze, take in the sights, and settle in for an authentic sailing experience that caputres the spirit of Gloucester and its rich maritime heritage. It's a magical night on the water and a celebration you won't want to miss! The crew offers an engaging, authentic sailing experience for guests of all interests. Don't miss out on this special event with us!
https://fareharbor.com/embeds/book/boston-sailing/items/754117/?full-items=yes&flow=332335

The best Boston Fireworks cruise

in the Harbor

Classic Harbor Line Boston offers a top rated Boston fireworks cruise. If you’re looking to get out on the water for the Boston Harborfest fireworks, Boston Labor Day Fireworks, or Winthrop Fireworks shows, we’ve got you covered!

Join us for a Boston Harbor fireworks cruise on one of our luxury boats, Yacht Northern Lights or the Adirondack schooners! We all know it is magical to be on a boat in Boston Harbor but what is even more magical is taking in a breathtaking display of fireworks for a fireworks boat ride on a classic yacht.

Our Boston, MA boat tours will give you the perfect opportunity to sit back and relax and watch the colors and sounds of pops, crackles, and sizzlers explode in the sky above Boston. Cruise with us for the most festive summertime Boston special events through the shimmering harbor waters and out into the peaceful darkness of the night.

Gather your friends for a Boston Harbor Cruise and take a special boat ride at night or come hand-in-hand with a loved-one for a dazzling evening. Celebrate our nation’s Independence on the 4th of July in Boston Harbor, or have fun with Boston’s Harborfest.  Take in the New Year, or say good-bye to summer with our Labor Day fireworks.  Whichever you choose you are sure to enjoy the best fireworks cruise in Boston!

There are alot of things to do in Boston and we have you covered with Boston special events on our classic yachts for the perfect Boston experience!

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