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Cruises, Sailing & Water Tours In Boston

Cruises
  • Boston Whale Watching Cruise By High-Speed Catamaran 499 Reviews | Duration: 3 Hrs 30 Mins

    Looking for a whale watch that requires less travel time, offers the most comfortable ride available and gives you more time viewing some of the world's most magnificent creatures?...

    From
    USD53.96
  • Boston Classic: Duck Boat Sightseeing Tour 501 Reviews | Duration: 1 Hr 20 Mins

    Water is no barrier for a duck, why should it be for you? A Boston Duck Tour is a wonderful way to get a great look at Boston on land and water. See all the major landmarks and hea...

    From
    USD45.42
  • Boston To Martha's Vineyard Day Trip With Optional Island Tour 686 Reviews | Duration: 12 Hrs

    Don't be fooled by copycats. We are Boston'sORIGINAL Martha's vineyard day trip andBoston's #1 day trip service to the island since 2011.Our professional guides, approved Boston Ho...

    From
    USD98.11
  • Spirit Of Boston Sunset Dinner Cruise With Buffet 27 Reviews | Duration: 3 Hrs

    See Bostons waterfront sights from the deck of a luxury sunset dinner cruise. Enjoy a fabulous fine-dining buffet with a carving station and hit the dance floor while one of Boston...

    From
    USD94.87
  • Boston To Provincetown & Cape Cod High-Speed Ferry 42 Reviews | Duration: 1 Hr 30 Mins

    Situated on the Cape's northern-most tip, Provincetown is known for its art galleries, shopping, restaurants, landmarks, picturesque beaches and more. And, on this high speed catam...

    From
    USD56.99
  • Boston Harbor Sunset Sightseeing Cruise 59 Reviews | Duration: 1 Hr 30 Mins

    After a busy day sightseeing or working, what could be nicer than relaxing onboard one of Boston's finest boats for a cruise on the harbor? Watch the sun setting below the horizon ...

    From
    USD34.29
  • Boston Odyssey Dinner Cruise 32 Reviews | Duration: 3 Hrs

    Come aboard the Odyssey Boston and enjoy an elegant three-hour dinner cruise along the famous Boston Harbor. Fine dining, delicious wines, and live musical entertainment, what more...

    From
    USD100.81
  • Boston To Salem One-Way Or Round-Trip High Speed Ferry 34 Reviews | Duration: 50 Mins

    Make the most of your time in Boston or Salem with this high-speed ferry service. Travel in speed and style aboard a comfortable catamaran with your one-way or round-trip ticket, l...

    From
    USD23.36
  • Boston Historic Sightseeing Harbor Cruise 37 Reviews | Duration: 1 Hr 30 Mins

    Whether you're visiting Boston for the first time, or a long time resident looking for a quick and relaxing getaway close to home, this trip around the harbor is not only fun, but ...

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    USD32.33
  • Boston Harbor Sunset Cruise 2 Reviews | Duration: 2 Hrs

    Enjoy a 2-hour experience (90-minute cruise with a 30-minute pre-boarding)in Boston Harbor which heads out to Fort Independence located on Castled Island and named after George Was...

    From
    USD39.87
  • Boston Odyssey Brunch Cruise 1 Reviews | Duration: 2 Hrs

    Admire the unforgettable sights of Boston on board this breathtaking climate controlled yacht. This cruise offers the most unique brunch setting on Boston's famous harbor. Relax an...

    From
    USD94.87
  • Boston Harbor Sightseeing Cruise New on TripHobo Duration: 1 Hr 30 Mins

    Enjoy this 1.5 hour cruise around Boston Harbor on classic 1920s-style Yacht Northern Lights, which is 115-feet in length, features 6 bathrooms and provides comfortable seating thr...

    From
    USD31.89
  • Sunset Sailing Cruise On A Tall Ship In Boston Harbor 4 Reviews | Duration: 2 Hrs

    Come aboard the "little sister" of our tall ship fleet, the 67-foot Liberty Star or board our 125-foot schooner Liberty Clipper and take a trip back in time &n...

    From
    USD38
  • Boston Harbor Brunch Cruise 2 Reviews | Duration: 2 Hrs

    Enjoy a delicious 2-hour, 3-course brunch cruise and take in historic sights along the water including Castle and Deer island, Spectacle island, Long Island, Lovells Island, George...

    From
    USD69.77
  • Boston Codzilla High-Speed Thrill Boat Ride 38 Reviews | Duration: 40 Mins

    Codzilla has arrived. And Boston Harbor will never be the same. Now there are more thrills, more laughs and more speed than you ever imagined as you zip across the ocean at up to 4...

    From
    USD30.61
  • Spirit Of Boston Lunch Cruise 3 Reviews | Duration: 2 Hrs

    Enjoy spectacular views of Boston as you dine on an all-you-can-eat lunch buffet aboard a scenic cruise. See an endless stream of city sights, including Bunker Hill and the site of...

    From
    USD68.75
  • Boston Harbor Night Cruise 2 Reviews | Duration: 1 Hr

    Enjoy a one hour cruise, while seeing the city and it's iconic buildings light up the night. This is a relaxing, sight-seeing cruise that's perfect for couples and groups of friend...

    From
    USD24.92
  • Sunset Cruise New on TripHobo Duration: 1 Hr 30 Mins

    Escape the heat and enjoy amazing views of Bostons beautiful skyline and the historic USS Constitution as the sun sets behind the city. As evening sets in, sunset colors fade to a ...

    From
    USD24.61
  • Sunday Brunch Cruise On Tall Ship In Boston Harbor 1 Reviews | Duration: 2 Hrs 30 Mins

    Come aboard the Liberty Clipper every Sunday from June 16 to September 8, 2019, for a2.5 hour sailing excursion around Boston Harbor with a fantastic catered brunch by Above and Be...

    From
    USD57.76
  • Holiday Sunset Cruise In Boston Harbor New on TripHobo Duration: 2 Hrs

    Grab a Drink and settle into the heated, main observation cabin to enjoy a 2-hour experience on this beautiful 1920s-style yacht. *Please note that this event includes a 30-minute ...

    From
    USD39.87
  • Holiday Jazz Cruise In Boston Harbor New on TripHobo Duration: 1 Hr 30 Mins

    Step aboard luxury Yacht Northern Lights decorated in full holiday decorandenjoyaromantic evening cruising around Boston Harbor.This 90 minute cruise is a great date night option o...

    From
    USD45.85
  • Boston Harbor Hot Cocoa Cruise With Live R&B Band New on TripHobo Duration: 1 Hr 30 Mins

    Guests onboard this 1.5 hourCocoa & Blues Holiday Cruise will enjoy a live bandperforming classic favorite holiday tunes, a bar to purchase drinks or hot cocoa and unobstructed vie...

    From
    USD45.85
  • Boston Valentine's Cruise With Live Jazz & Champagne Tasting New on TripHobo Duration: 1 Hr 30 Mins

    This 1.5-hour specialty Valentine's cruise around Boston Harbor is a great way to start any date. Step aboard classic 1920s-style yacht Northern Lights and settle into a spacious, ...

    From
    USD77.07
  • Tall Ship Sunset Cruise Aboard The Formidable New on TripHobo Duration: 2 Hrs

    Hop on board Bostons very own Tall Ship/Pirate Ship, The Formidable! No matter what the occasion is, taking The Formidable out on the harbor will enhance your experience ten fold.

    From
    USD44.04
Excellent 4.6 /5