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Day Cruisesin 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 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.
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.

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!
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 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 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.

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.

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.*

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.

Best Day Cruises in Boston Harbor

with Classic Harbor Line Boston

If you are looking for things to do in Boston then we have the cruises for you! Get out on the water for some fresh air aboard one of our day cruises in Boston Harbor! Soak up some sun and do some Boston sailing aboard our schooners Adirondack. A great way to see the sites of Boston Harbor is to join us aboard for a Boston Harbor Day Sail on one of our classic sailboats. It is a simple way to get away from the mayhem of Boston and take in the sights from the perspective of the harbor. Spend time with us for an afternoon boat cruise and have a Boston sailing experience you won’t forget! All of our Boston Harbor Cruises are the perfect daytime activity to do while visiting Beantown.

Day Sailing in Boston Harbor

If joining us aboard Schooner Adirondack for a Boston day cruise, you are welcome to bring a picnic to round out your experience day sailing in Boston.

Looking to join us aboard our classic boat, Yacht Northern Lights? This boat is the largest in our Classic Harbor Line Boston fleet and offers guests an upgraded sightseeing experience in Boston Harbor. WIth a full bar including refreshing drinks and snacks for purchase, a Boston Harbor boat tour aboard Northern Lights is sure to be a fun afternoon on the water. Our crew looks forward to catering to your needs while onboard so your Boston Harbor cruise is a memorable one.

Within minutes of leaving the dock, you will experience the simple joys of a leisurely Boston Harbor cruise. Our fleet of boats offers comfortable seating along with sweeping skyline views of Boston and surrounding areas. It’s truly the perfect outing for friends, family or colleagues.

So whether you are a local looking to escape the city for a refreshing Boston sightseeing experience, or a visitor looking for the best things to do in Boston now, a harbor boat tour is waiting for you with Classic Harbor Line Boston!

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