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Top Boston Cruises, Sailing & Water Tours

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Day Trip to Martha's Vineyard

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.
  • Duration: 12 hours
  • Free Cancellation
  • Duration: 12 hours
  • Free Cancellation
US$105.00
US$10.50 savings
From  
US$94.50
US$105.00US$10.50 savings
US$105.00
US$10.50 savings
From  
US$94.50
US$105.00US$10.50 savingsSee Details

Cape Cod Summer Day Trip from Boston Including Harbor Cruise & Pirate Museum

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.
  • Duration: 9 hours
  • Free Cancellation
  • Duration: 9 hours
  • Free Cancellation
From  
US$78.00
From  
US$78.00
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Boston Whale Watching Cruise

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.
  • Duration: 3 hours
  • Free Cancellation
  • Duration: 3 hours
  • Free Cancellation
From  
US$55.65
From  
US$55.65
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Boston Historic Sightseeing Cruise

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.
  • Duration: 1 hour 30 minutes
  • Free Cancellation
  • Duration: 1 hour 30 minutes
  • Free Cancellation
From  
US$31.44
From  
US$31.44
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Boston Odyssey Brunch Cruise

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.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
US$86.33
From  
US$86.33
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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.
  • Duration: 2 hours
  • Duration: 2 hours
From  
US$42.00
From  
US$42.00
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Spirit of Boston Sunset Dinner Cruise with Buffet

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.
  • Duration: 3 hours
  • Free Cancellation
  • Duration: 3 hours
  • Free Cancellation
From  
US$99.43
From  
US$99.43
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Boston Harbor Brunch Cruise

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.
  • Duration: 2 hours
  • Duration: 2 hours
From  
US$73.50
From  
US$73.50
See Details

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.
  • Duration: 3 hours
  • Free Cancellation
  • Duration: 3 hours
  • Free Cancellation
From  
US$111.22
From  
US$111.22
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NEW TO VIATOR

Boston Harbor Island Exploration (Peddocks Islands)

We will meet in Houghs Neck, once know as the "Flounder Capital of the World"! We will board the boat and prepare to head over to historic Peddocks Island. During the trip over we will go over some of the local history and what we will be up to once on the island. Once at the island guest will get to relax for a few minutes on the beach, search for some sea glass or other lost treasures. Once ready I will guide you round the islands, we will check out old camping villages still in use, head out towards Princes Head, walk the paths that will take us to the abandoned military out post and living quarters. Along the way you will be filed in with history of the island from the early 1600's till present, and trust me these true stories are something you will never expect. After a great hike around the island we will head back to the boat, if time is on our side maybe a swim on the beach or just a little more time exploring on your own. Then we will set off for a short ride back to the port.
  • Duration: 4 hours
  • Free Cancellation
  • Duration: 4 hours
  • Free Cancellation
From  
US$105.00
From  
US$105.00
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Spirit of Boston Lunch Cruise

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.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
US$71.92
From  
US$71.92
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Daily Ferry to the Boston Harbor Islands

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 Georges Island or Spectacle Island, choose to hike, picnic, birdwatch, or just relax by the water.
  • Duration: 1 hour 30 minutes
  • Free Cancellation
  • Duration: 1 hour 30 minutes
  • Free Cancellation
From  
US$21.00
From  
US$21.00
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NEW TO VIATOR

Historic Flounder Fishing around Boston Harbor Islands

Jump aboard the Christina Marie for your Flounder fishing charter. Join the Captain while we head to the Historic Flounder Fishing Grounds. The docks we leave from are in Houghs Neck, which was once known as the “Flounder Capital of the World”! Once we get to the fishing grounds we will go over the gear, bait the hooks with some seaworms!, send the lines to the bottom and wait for the catch. At 12” Flounder are big enough to keep, they are an easy fight for all ages and make a great fish to add to you bucket list. Limit this season is 8 keepers per person. On the trip we will check out a few spots and during the cruise we will be passing some of the Legendary Boston Harbor Islands where we will fill you in on some unique history. Check out our other local experiences: Lobster Charter Cook Your Catch and Sunset Harbor Cruise NO GUARANTEE on catching fish Each trip lasts about 4 hoursWeather permitting, Captain makes the callFind us at Rusty Traps Charters on Facebook
  • Duration: 4 hours
  • Free Cancellation
  • Duration: 4 hours
  • Free Cancellation
From  
US$130.00
From  
US$130.00
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NEW TO VIATOR

Sunset Charter on a Lobster Boat!!

Guest will board the 32’ Christina Marie, a traditional New England lobster boat as we get ready to cast off for an epic evening. Once aboard the guest will be able to sit back in some comfortable chairs and enjoy a ride out to some of the historic Boston harbor islands and possibly a light house. During the ride i will be filling the guests in on some history and knowledge of the islands. We will make our way to one of the many coves around the area where we will anchor down. Guest will Sit back comfortably while watching one of the most stunning sunsets over the harbor islands and Boston it self. We will then return to the docks.We will be positioned for the sunset but there is no guarantee that Mother Nature will cooperate.
  • Duration: 3 hours
  • Free Cancellation
  • Duration: 3 hours
  • Free Cancellation
From  
US$110.00
From  
US$110.00
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NEW TO VIATOR

Lobster Charter....Catch & Cook!!!!

Jump aboard the Christina Marie where Captain John will show you how people have been pulling lobsters from the sea for years. Before we leave the dock to head out by the Boston harbor islands, we will go over lobstering and what the guest will take part in. Each guest will have the chance to haul traps with a hauler, send them down the rail and check the catch. We pull lobster, crabs and small fish out of the traps. When we get lobsters onboard, guests will be shown how to check for male or female, legal size, band claws and keepers will be put in the live well. Guests will rebait the with fresh bait, secure bait in the trap, then send it back to the bottom of the sea. During this trip you will be out by some of the historic harbor islands and light houses. At the end of the charter guest will have the option to keep thier catch and Arrangements can be made to have your catch steamed and prepared to eat!NO GUARANTEE on catching lobsters. Weather permitting, Captain makes the call.
  • Duration: 3 hours
  • Free Cancellation
  • Duration: 3 hours
  • Free Cancellation
From  
US$125.00
From  
US$125.00
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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.
  • Duration: 1 hour 30 minutes
  • Duration: 1 hour 30 minutes
From  
US$31.50
From  
US$31.50
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Pirate Harbor Tour

Hundreds of years ago, Boston Harbor was speckled with high-masted, white-sailed ships, transporting goods from around the world. Experience the city’s maritime history and step back in time on this pirate-themed tour, which allows you to set sail aboard the historic tall ship Formidable and enjoy a sightseeing cruise through the harbor. Learn about Boston history while your captain and crew hoist square sails, brace yardarms, and fire the cannon.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
US$38.50
From  
US$38.50
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Boston Sunset 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.
  • Duration: 1 hour 30 minutes
  • Free Cancellation
  • Duration: 1 hour 30 minutes
  • Free Cancellation
From  
US$34.59
From  
US$34.59
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Boston Harbor Night Cruise

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.
  • Duration: 1 hour
  • Duration: 1 hour
From  
US$26.25
From  
US$26.25
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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.
  • Duration: 45 minutes
  • Free Cancellation
  • Duration: 45 minutes
  • Free Cancellation
From  
US$25.14
From  
US$25.14
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Boston Duck Boat 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.
  • Duration: 1 hour 20 minutes
  • Free Cancellation
  • Duration: 1 hour 20 minutes
  • Free Cancellation
From  
US$44.53
From  
US$44.53
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Boston Super Saver: Whale-Watching Cruise Plus Admission to New England Aquarium

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.
  • Duration: 3 hours
  • Free Cancellation
  • Duration: 3 hours
  • Free Cancellation
From  
US$78.43
From  
US$78.43
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Boston Hop-on Hop-off Trolley Tour with Optional Harbor Cruise

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.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
US$31.00
From  
US$31.00
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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.
  • Duration: 2 hours
  • Duration: 2 hours
From  
US$73.50
From  
US$73.50
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