Top Boston Cruises, Sailing & Water Tours

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Day Trip to Martha's Vineyard

• 628 Reviews
• Join Boston's only award winning, original, Martha's Vineyard Day Trip! Leave the trouble of driving to someone else and enjoy a day trip to Martha’s Vineyard from Boston. Rest and relax in a late model mini-coach on a 1.5-hour drive to the town of Falmouth, MA. Complimentary snacks, bottled water, island guidebooks and a discount card with island perks are provided during the drive.Then it’s on to the Island Queen ferry and a 35-minute mini-cruise across the waters of Vineyard Sound to Martha’s Vineyard. Upon arrival on the island, explore at leisure or upgrade to add a 3-hour island tour to the trip before returning.
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5-Day Boston Tour: Cape Cod with Nantucket and Whale Watch

• Experience Boston’s rich history, diverse neighborhoods, arts and culture, and the scenic Cape Cod peninsula on this multi-day tour. Your itinerary and accommodation is taken care of - all you have to do is show up. Start with a comprehensive city tour. Enjoy historic Nantucket Island. Watch humpback whales swim off the coast of Provincetown. Relax, knowing that you’ll sleep in comfort, eat delicious meals and appreciate all this maritime region has to offer.
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Boston Whale Watching Cruise

• 487 Reviews
• Experience the best of New England’s marine wildlife on this guided, 3-hour whale-watching cruise around the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed catamaran that gets to and from the whales in the least amount of time possible. See humpback and fin whales, plus Atlantic white-sided dolphins and harbour porpoises with the help of a naturalist guide. The on-board galley offers food and beverages for purchase during the trip.
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Boston Historic Sightseeing Cruise

• 24 Reviews
• See some of the top attractions in Boston from the waterfront on this narrated 90-minute sightseeing cruise. Explore Boston Harbor and see the city’s historic sites.
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Boston Duck Tour

• 493 Reviews
• Hop into a duck boat — a renovated World War II amphibious vehicle — for a comprehensive tour of Boston. Pass Boston Common, Quincy Market and the Celtics' home turf at TD Garden. Then splashdown into the Charles River for a view of the city by boat. Learn all about Boston's history and landmarks as you go.
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Boston Harbor Brunch Cruise

• 1 Review
• Enjoy a three-course gourmet brunch on this scenic cruise of the Boston Harbor. Set sail aboard the Northern Lights at Rowes Wharf and settle in for a buffet filled with quiche, waffles, bacon, fresh fruit, and more. View popular Boston highlights such as Bunker Hill Monument, the USS Constitution, Old North Church, and Sea Castle Island. This brunch cruise offers a great overview of Boston and a lovely morning on the water.
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Boston Super Saver: Whale-Watching Cruise Plus Admission to New England Aquarium

• 67 Reviews
• Experience the best of New England’s marine wildlife on this Super Saver combo tour. Enjoy a 3-hour whale-watching cruise around the Stellwagen Bank National Marine Sanctuary. See humpback and fin whales, plus Atlantic white-sided dolphins and harbour porpoises with the help of a naturalist guide. Then discover more than 800 marine animals under one roof at the New England Aquarium. From seals and sea lions to sea turtles and stingrays, it’s one of the premier visitor attractions in Boston.
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Boston Odyssey Dinner Cruise

• 32 Reviews
• Try a unique alternative to a typical night out in downtown Boston with an exciting dinner cruise along the city’s waterfront. This 3-hour expedition on Boston Harbor features a three-course meal with live entertainment and dancing. Watch the sun set, then take a stroll under the stars and enjoy the view of the illuminated Boston skyline at night or head to the dance floor for music and fun in the ship’s nightclub. Bring that special someone or a whole group of friends for a night to remember.
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Boston Harbor Holiday Brunch Cruise

• Combine an indulgent brunch with a sightseeing boat tour on this two-in-one festive outing. Meet at Rowes Wharf, and hop aboard the Northern Lights: a 1920s-style yacht. Over the course of several hours, you’ll see landmarks ranging from the Seaport District and USS Constitution to Sea Castle Island and beyond. You’ll also enjoy a three-course holiday brunch menu, and can even warm up courtesy of the on-board hot chocolate bar.
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Boston Odyssey Brunch Cruise

• 1 Review
• Cruise Boston Harbor aboard a luxury yacht, complete with superb city views and a buffet brunch featuring both breakfast and lunch offerings. For 2-hours you'll explore the waters from Rowes Wharf to the Charlestown Naval Yard and back, sailing past sights such as Castle Island and Boston Light. Spend some time enjoying the yacht's three climate-controlled decks or dancing to the sounds of a live DJ mix. There's even a glass of complimentary champagne following castoff.
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Cocoa and Carols Holiday Cruise

• Make this holiday season one to remember with this cocoa and carols holiday cruise on Boston Harbor. With dates offered throughout November and December, you can add a magical touch to your holiday, and easily find a date that works for you. Plus, you’ll cruise the harbor aboard a 1920s-style yacht with live music and a complimentary cup of cocoa to sip on as you take in beautiful views of Boston.
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Boston Harbor Hot Cocoa Cruise with Live R&B Band

• Enjoy one-of-a-kind holiday celebrations—and admire views of Boston from the water’s edge—aboard this festive cruise. Depart from Rowes Wharf, and sail Boston Harbor aboard the Northern Lights, a 1920s replica yacht equipped with a cozy, heated cabin. As you go, listen to live R&B versions of popular holiday tunes, admire glittering decorations, and purchase drinks—including Champagne and spiked hot cocoa—from the on-board bar (credit cards only).
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Boston Hop-on Hop-off Trolley Tour with Optional Harbor Cruise

• 93 Reviews
• Explore the best that Boston has to offer on this hop-on hop-off tour of the city. Visit nine of Boston’s top attractions — like the USS Constitution, the Boston Tea Party Ships and Museum and Fenway Park, to name a few — on a 1.75-hour loop. Select your pass, then board at any of the nine stops and get to know the city in custom fashion, with live on-board commentary from a professional tour conductor. Upgrade your experience by including a 45-minute Boston harbor cruise for just $5.00 more.
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Cape Cod Summer Day Trip from Boston Including Sightseeing Cruise

• 196 Reviews
• Enjoy everything Cape Cod has to offer on this 9-hour, guided sightseeing tour from Boston. From quaint villages, seafood shacks, lighthouses and ocean beaches, Cape Cod has it all in the summertime. Travel through Hyannis Port, site of the John F. Kennedy Memorial, and experience a narrated cruise along Cape Cod Canal with a perfect view of the Kennedy Compound. Stop in the town of Sandwich and the Sandwich Glass Museum & a glass blowing demonstration.  There’s also time to sightsee and shop along the Cape’s waterfront. Hotel pickup and drop-off is included from select Boston hotels.
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Spirit of Boston Sunset Dinner Cruise with Buffet

• 26 Reviews
• Try a unique alternative to a typical night out in downtown Boston with an exciting dinner cruise along the city’s waterfront. This 3-hour expedition on Boston Harbor features an all-you-can-eat buffet meal with live entertainment and dancing. Watch the sun set, then take a stroll under the stars and enjoy the view of the illuminated Boston skyline at night or head to the dance floor for music and fun inside the ship’s nightclub. Bring that special someone or a whole group of friends for a night to remember.
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Boston Sunset Cruise

• 57 Reviews
• Enjoy the beauty of dusk along Boston Harbor on this 90-minute sunset sightseeing cruise. See all the historic attractions that Boston Harbor has to offer and witness the USS Constitution’s traditional sunset ritual — ceremoniously firing her cannon and lowering her flag, signaling the end of the day.
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Boston USS Constitution Cruise

• 22 Reviews
• Explore one of Boston’s most cherished landmarks, the historic USS Constitution, on this 45-minute cruise to see America’s Ship of State. Get up close and personal with "Old Ironsides," including the option to take a tour of the famous ship and USS Constitution Museum. Also on this tour, see Bunker Hill Monument, the Boston Tea Party Ships and Museum and Old North Church. This seasonal cruise operates from April to November only.
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Spirit of Boston Lunch Cruise

• 3 Reviews
• Enjoy Boston from the water while dining on a delicious buffet lunch on this 2-hour cruise. See an array of top landmarks including Bunker Hill, the World Trade Center and the site of the 1773 Boston Tea Party. Hear narrated commentary on the sites, and after lunch, head up to the top deck — the largest outdoor patio deck in town — where a DJ spins tunes from line dances to Top 40 hits.
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Boston Harbor Sunset Cruise

• 1 Review
• Take an evening cruise on Boston Harbor to watch the sunset from the water. You'll glide out to Fort Independence and then circle back to the inner harbor to see sights such as the Custom House Tower, the Tobin Bridge bridge over the Mystic River, Leonard P. Zakim Bunker Hill Memorial Bridge, and the USS Cassin Young. As a bonus, listen to the cannon fire of the USS Constitution, which marks the sunset each night.
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Sunset Cruise

• Enjoy views of beautiful Boston with this 90-minute sunset cruise. Watch the sun sink over the sparkling water as your guides point out the USS Constitution and other historic sights. Once the sun goes down, you’ll have a chance to see the city skyline illuminated. There is a full bar on every boat, with snacks and other beverages available for purchase.
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Historical New England Harbor Cruise

• See the landmarks and highlights of Boston from the water on this sightseeing cruise in Boston Harbor. Sit back and enjoy a cup of New England Clam chowder while sailing between the harbor's 34 islands, listening to their history through your guide's commentary. Snap photos and enjoy a unique perspective of the harbor, very different than a typical walking or driving tour through Boston. Highlights include Nixes Mate, Lovell's Island, Spectacle Island, and Fort Independence.
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Boston Harbor Night Cruise

• 2 Reviews
• Enjoy the beauty of Boston illuminated on this 1-hour evening cruise. Coast past sights like the Old North Church, Independence Wharf, the U.S.S. Constitution, the New England Aquarium, and more. Choose between open-air seating on the top deck, with blankets available, or stay cozy in the interior cabin. Alcohol, water, soda, and snacks are available for sale.
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NEW TO VIATOR

Boston Sunset Cocktail Cruise

• See the sunset over Boston from the best possible vantage point—the deck of a boat—on this 1.5-hour cocktail cruise. Sip cocktails and snap photos with your family friends as you take in the sunset over the Boston skyline, watching it light up for the night. Booking this tour in advance guarantees your spot for this popular cruise.
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1.5-Hour Boston Harbor Cruise with Live Jazz

• Watch the sun go down over the Boston skyline while reveling in art deco ambience and smooth jazz aboard a 1920s-era yacht. During this cruise on Boston Harbor, experience the freshest Coltrane-influenced jazz from Boston’s own Benjamin Young Trio. (Believe us, they are hip.) Grab a drink or a bite from the bar (own expense), then get ready to groove or simply watch the Boston night come to life. It’s a slice of the “haa-baa” that is best seen from the prow of a glamorous sloop.
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