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Boston Special Eventsin Boston Harbor

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.

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

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.
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.

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
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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!

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.

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.

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.

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.

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.

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.

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.

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.

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.

Live Boston Irish Music Cruise

Enjoy a Boston Irish Music Cruise with Classic Harbor Line Boston on the classic yacht Northern Lights
Duration: 1.5 hrs
Boat: Yacht Northern Lights
Cost: $65
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Happy St. Patrick’s Day in Boston! Take a 1.5-hour rockin' Boston Music Irish cruise aboard the elegant, Northern Lights, a 1920s style New England yacht, for a one of a kind experience in Boston. While there are a lot of music shows in Boston, a Boston music experience in Boston Harbor is a truly special combination and one of the top-rated things to do in Boston. While aboard this Boston Harbor cruise, enjoy authentic Irish tunes, top hits & requests. See Boston’s iconic waterfront sites, and enjoy a beverage and snacks from the onboard bar. This Irish music in Boston cruise aims to be fun and entertaining. May the luck of the Irish be with you!

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
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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.*

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.

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.

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.

Boston special events aboard classic yachts

in Boston Harbor

Celebrate Boston special events with Classic Harbor Line Boston aboard one of our classic boats, Yacht Northern Lights, Yacht Patriot or one of the Adirondack schooners! There are lots of things to do in Boston year-round, including Christmas events in Boston, St. Patrick’s Day events, Mother’s Day brunch events, Labor Day celebrations, a Boston 4th of July fireworks cruise, Fall events in New England, or New Year’s Eve in Boston and more! An experience on the water in Boston Harbor to celebrate these special events in Boston is sure to make memories to last a lifetime.

Boston Harbor Cruises

On a Boston boat Cruise aboard Northern Lights, enjoy comfortable seating in the climate controlled grand salon, or venture to the open top deck to enjoy sweeping views of the skyline and surrounding areas. Partake in a beverage from our full onboard bar and select a freshly prepared snack too, available for purchase aboard all of our sightseeing cruises.

Looking to celebrate Boston special events happening during the warmer months in Boston? Boston sailing aboard our Adirondack schooners is a great option! With comfortable seating and an expert crew, enjoy gliding through Boston Harbor with a refreshing drink in hand and take in the sights under wind-power!

Here at Classic Harbor Line Boston, we offer special events for all of the major holidays on the calendar!  So if you are looking for things to do in Boston our Boston boat rides will create lasting memories for any Boston special event! Whether you want to sail Boston aboard one of our classic schooners Adirondack, or cruise aboard the yacht Northern Lights for a Boston brunch or sunset cruise, you are sure to have the best Boston Harbor boat tour experience!

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