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Top Massachusetts Cruises, Sailing & Water Tours

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59 Tours and Activities

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Free Cancellation:Get a full refund up to 24 hours in advance on most experiences.See Details

Dolphin & Whale Watching

Boston Whale Watching Cruise

Experience the best of New England’s marine wildlife on this guided 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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  • 3 hours
  • Free Cancellation
From  
US$57.75
From  
US$57.75
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  • 3 hours
  • Free Cancellation

Day Trips

SPECIAL OFFER

Boston to Martha's Vineyard Daytrip with optional Island Tour

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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  • 12 hours
  • Free Cancellation
From  
US$94.50
From  
US$94.50
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  • 12 hours
  • Free Cancellation

4WD, ATV & Off-Road Tours

Boston Codzilla High-Speed Thrill Boat Ride

Experience a fast and furious 40-minute thrill ride across Boston Harbor on Codzilla. This boat has been described as a “water coaster” for its exciting spins and turns at up to 40 miles per hour. The wet and wild ride features lots of loud music and an adventure that’s fun for the entire family.
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  • 40 minutes
  • Free Cancellation
From  
US$34.65
From  
US$34.65
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  • 40 minutes
  • Free Cancellation

City Tours

Boston Classic: Duck Boat Sightseeing Tour

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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  • 1 hour 20 minutes
  • Free Cancellation
From  
US$47.15
From  
US$47.15
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  • 1 hour 20 minutes
  • Free Cancellation

Sunset Cruises

Boston Harbor Sunset Sightseeing Cruise

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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  • 1 hour 30 minutes
  • Free Cancellation
From  
US$34.59
From  
US$34.59
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  • 1 hour 30 minutes
  • Free Cancellation

Day Cruises

Boston Historic Sightseeing Cruise

See some of the top attractions in Boston from the waterfront on this narrated sightseeing cruise. Explore Boston Harbor and see the city’s historic sites.
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  • 1 hour 30 minutes
  • Free Cancellation
From  
US$34.60
From  
US$34.60
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  • 1 hour 30 minutes
  • Free Cancellation

Ferry Services

Plymouth to Provincetown Round-Trip Fast Ferry

Trade Cape Cod’s notorious traffic for a breezy seat on the Plymouth to Provincetown ferry, then enjoy a day on the Cape without the hassle of driving or parking. Pre-booking round trip tickets on the Plymouth to Provincetown ferry ensures your place on the boat, where a mix of indoor seating and outdoor viewing decks are perfect for spotting marine wildlife as you cruise Cape Cod Bay.
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  • 1 hour 30 minutes
  • Free Cancellation
From  
US$55.00
From  
US$55.00
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  • 1 hour 30 minutes
  • Free Cancellation

Dolphin & Whale Watching

Boston Super Saver: Whale-Watching Cruise & New England Aquarium Admission

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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  • 3 hours
  • Free Cancellation
From  
US$78.43
From  
US$78.43
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  • 3 hours
  • Free Cancellation

Dinner Cruises

SPECIAL OFFER

Spirit of Boston Sunset Dinner Cruise with Buffet

Try a unique alternative to a typical night out in downtown Boston on an exciting dinner cruise along the city’s waterfront. This expedition on Boston Harbor features an all-you-can-eat buffet meal with live entertainment and dancing. Watch the sunset, 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.
...  More
  • 3 hours
  • Free Cancellation
From  
US$88.96
US$104.67
US$15.71 savings
From  
US$88.96
US$104.67
US$15.71 savings
Learn More
  • 3 hours
  • Free Cancellation

Dolphin & Whale Watching

Whale Watch Cruise from Plymouth

Cruise to Stellwagen Bank Marine Sanctuary on a whale watching cruise from Plymouth with a team of naturalist guides. A mix of climate-controlled cabins and open-air viewing decks mean a comfortable cruise in any weather as you search for Cape Cod Bay's humpback, finback, minke, and pilot whales, as well as the rare, endangered right whales that can occasionally be sighted on the coast.
...  More
  • 4 hours
  • Free Cancellation
From  
US$55.00
From  
US$55.00
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  • 4 hours
  • Free Cancellation

Day Trips

SPECIAL OFFER

Boston to Cape Cod Day-Trip with Harbor Cruise, Pirate Museum, and JFK Memorial

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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  • 9 hours
  • Free Cancellation
From  
US$85.50
US$95.00
US$9.50 savings
From  
US$85.50
US$95.00
US$9.50 savings
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  • 9 hours
  • Free Cancellation

Dolphin & Whale Watching

Whale Watch Cruise from Provincetown

Cruise from Provincetown to Stellwagen Bank National Marine Sanctuary on a Cape Cod whale watching cruise that visits the whales’ protected feeding grounds. Onboard naturalists will help watch for humpback, finback, pilot, minke, and right whales, and the boat’s equipped with a climate-controlled cabin and outdoor viewing deck to ensure a comfortable cruise in any weather.
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  • 4 hours
  • Free Cancellation
From  
US$47.00
From  
US$47.00
Learn More
  • 4 hours
  • Free Cancellation

Dolphin & Whale Watching

Whale Watching Tour in Gloucester

Experience one of the best whale-sighting destinations in the world on this guided, 4-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 hot meals, snacks and beverages for purchase during the trip.
...  More
  • 4 hours
  • Free Cancellation
From  
US$38.00
From  
US$38.00
Learn More
  • 4 hours
  • Free Cancellation

Sailing Trips

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

Experience Boston Harbor on a sunset cruise aboard a historic tall ship. Depart from Central Wharf on the 67-foot Liberty Star or the 125-foot Liberty Clipper and enjoy views of the outer harbor, Fort Independence, East Boston, the Charlestown Navy Yard, and beyond. Relax and let the crew handle the sails or jump in the action and a grab a line on this fun and affordable outing.
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  • 90 to 120 minutes
From  
US$38.00
From  
US$38.00
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  • 90 to 120 minutes

Hop-on Hop-off Tours

Boston Hop-on Hop-off Trolley Tour

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 to include a Boston harbor cruise.
...  More
  • 2 hours
  • Free Cancellation
From  
US$31.00
From  
US$31.00
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  • 2 hours
  • Free Cancellation

Sightseeing Passes

Go Boston Card

Seeing the best of Boston doesn’t get any easier, or more economical, than with the Go Boston Card. This flexible sightseeing pass allows visitors to pick and choose from a wide variety of Boston’s top attractions, almost 40 in all, at any pace desired over the course of one, two, three, five or seven consecutive days. Enjoy immediate entry to attractions. Simply save the pass (available as your 'ticket' after purchase) on your mobile device and go. No voucher redemption is required.
...  More
  • 1 to 24 hours
From  
US$63.00
From  
US$63.00
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  • 1 to 24 hours

Dinner Cruises

Boston Odyssey Dinner Cruise

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.
...  More
  • 3 hours
  • Free Cancellation
From  
US$111.22
From  
US$111.22
Learn More
  • 3 hours
  • Free Cancellation

Sunset Cruises

Boston Harbor Sunset Cruise

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.
...  More
  • 2 hours
From  
US$42.00
From  
US$42.00
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  • 2 hours

Sailing Trips

Cruise Boston Harbor on our 67 Foot Tall Ship Schooner

Experience Boston from the water with this schooner harbor cruise. Sit back and relax or grab a line and help the crew hoist the sails. Your experienced captain will choose a 90-minute route based on wind direction, heading to the outer harbor for views of Fort Independence and the Boston Harbor Islands, or sailing toward East Boston to see the Charlestown Navy Yard, Old North Church, and more.
...  More
  • 1 hour 30 minutes
From  
US$38.00
From  
US$38.00
Learn More
  • 1 hour 30 minutes

Sailing Trips

Sunset Sail on Historic Schooner in Salem

Set sail at one of the best times of day—sunset—during your visit to Salem. Board the historic schooner yacht What and If and drift along the coastline, taking in the sights of Salem. Relax on the deck or take a turn at the wheel of this beautifully restored classic sailing yacht, which was built in 1939 by General George Patton. Soft drinks and bottled water are provided, and guests can tote their own adult beverages.
...  More
  • 2 hours
  • Free Cancellation
From  
US$65.00
From  
US$65.00
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  • 2 hours
  • Free Cancellation

Seasonal Events

Autumn in Cape Cod: Day-Trip from Boston with Harbor Cruise & Pirate Museum

Cape Cod may be a popular summertime destination, but its autumns are equally as awesome. Enjoy New England’s fall foliage on this full-day, guided sightseeing tour via luxury coach from Boston. Travel through Sandwich, with the Sandwich Glass Museum; see Hyannis Port and the John F. Kennedy Memorial; take a narrated cruise along Lewis Bay; and visit the Whydah Pirate Museum. Hotel pickup/drop-off included from select Boston hotels.
...  More
  • 9 hours
  • Free Cancellation
From  
US$95.00
From  
US$95.00
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  • 9 hours
  • Free Cancellation

Day Cruises

Boston USS Constitution Cruise

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.
...  More
  • 45 minutes
  • Free Cancellation
From  
US$27.25
From  
US$27.25
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  • 45 minutes
  • Free Cancellation

Day Cruises

70-Minute Charles River Sightseeing Cruise

Experience Boston and Cambridge on a narrated morning or afternoon cruise. After boarding at Lechmere Canal Park, embark on a journey down the Charles River and check out Beacon Hill, Esplanade Park, the Back Bay, Boston University, Fenway Park, M.I.T., Harvard, and other important landmarks. Hear entertaining stories about the region from your captain and crew and enjoy a snack or drink on board.
...  More
  • 1 hour 10 minutes
From  
US$20.48
From  
US$20.48
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  • 1 hour 10 minutes

Day Cruises

Boston Harbor Islands: Round-Trip Ferry to Spectacle Island

Spend the day immersed in nature, without having to leave Boston or rent a car. The Boston Harbor Islands is a unique urban wilderness accessible by ferry from Long Wharf North in central Boston. With several departures each day, enjoy a scenic cruise through Boston Harbor at your leisure. On Spectacle Island, choose to hike, picnic, birdwatch, or just relax by the water.
...  More
  • 1 hour 30 minutes
  • Free Cancellation
From  
US$19.95
From  
US$19.95
Learn More
  • 1 hour 30 minutes
  • Free Cancellation


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(888) 651-9785
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