Boston Family FriendlyBoat Ride

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!

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.

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.

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.

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.

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!

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.

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.

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!

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

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.)

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.

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.

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.

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.

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!