Downeast in Boston

7 boats available

The best out of 7 deals in Boston - enter dates to check availability

Top Downeast in Boston

  • 35 ft
    •
    up to 6
    3 Hour – Sightseeing Tour (PM)
    Embark on a breathtaking 3-hour sightseeing cruise from Cripple Cove Landing in historic Gloucester! Glide through scenic waters, taking in stunning coastal views, lighthouses, and abundant marine life. Spot playful seals, seabirds, and maybe even a majestic whale! Relax, unwind, and enjoy the calming sounds of the ocean. Beer and wine are welcome, but hard liquor is not. Breathe in the salty air, capture unforgettable memories, and book your unforgettable voyage today!
    Price for up to 6 people
    US $579
  • 28 ft
    •
    up to 6
    8 Hour Trip – Beach Trip
    On this trip, you will set out to enjoy one of Gloucester's many beautiful beaches. Wingearsheek Beach in the Annisquam River is an excellent destination for families, and friends to enjoy some fun in the sun. Your boat will anchor up just off of the beach, where your captain will shuttle you in aboard the zodiac inflatable tender. Optional beach toys, beach chairs, a cooler, a children's kayak, and a 20' lily pad floating mat can be provided at no additional cost. Flexible departure time if necessary.
    Instant Confirmation
    Price for up to 6 people
    US $1,000
  • 50 ft
    •
    up to 25
    2 Hr – Boston Skyline Charter
    Experience Boston's stunning waterfront aboard Motor Yacht Atlas, a custom-built 50-foot fantail yacht designed for intimate private events. Whether you're celebrating a special occasion or simply enjoying time on the water with friends and family, Atlas offers a comfortable and elegant setting. Relax on the spacious teak-furnished aft deck, mix a cocktail at the beautifully varnished teak bar, and take in breathtaking views of the Boston skyline.
    Price for up to 15 people
    US $900
  • 35 ft
    •
    up to 6
    2 Hour – Customized Boat Trip
    We do it all—and some activities just take a little more time than others. With years of experience (longer than it takes whale bones to decompose!), we'll tailor your trip exactly to what you want to do. Trips are a la carte at $180/hr—contact us to plan your adventure!
    Price for up to 6 people
    US $320
  • 50 ft
    •
    up to 36
    3 Hour – Boston's Waterfront
    Experience Boston's stunning waterfront aboard Beacon, a custom-built 50-foot fantail yacht designed for intimate private events. Whether you're celebrating a special occasion or simply enjoying time on the water with friends and family, Beacon offers a comfortable and elegant setting. Relax on the spacious aft deck and take in breathtaking views of the Boston skyline.
    Price for up to 20 people
    US $1,200
  • 31 ft
    •
    up to 6
    10 Hr – Whale Watching Experience
    Spend 8 unforgettable hours whale watching offshore in Massachusetts—experience the beauty of the open ocean and encounter majestic whales in their natural habitat.
    Instant Confirmation
    Price for up to 6 people
    US $1,800
  • 30 ft
    •
    up to 6
    3 Hour – Lighthouse Tour
    Cruise out to historic Graves and Boston Lights, explore Nixes Mate, former site of pirate hangings, Fort Warren on Georges Island, and Fort Independence on Castle Island.
    Price for up to 6 people
    US $600

What boaters said about Downeast

  • 5.0
    /5
    (2 Hour – Island Tour)

    Can’t wait for next time!

    We had the best time on our harbor cruise with Captain Paul and Alex! They were friendly, fun and very accommodating. They shared some fun facts along the ride but also let us do our thing, including control the music. Would 100% recommend them to anyone and look forward to the next occassion I have to book a trip.
    Brittany C.
    Brittany C.
    Reviewed on Sep 13, 2026
  • 5.0
    /5
    (Sunset Cruise)

    great cruise of the bostor harbor

    it was fantastic! even though the weather wasn’t great, we had a perfect moment around the Boston harbor from logan airport, to east boston to USS constitution… these 2 hours were perfect! Crew was also fantastic!
    Remi D. M.
    Remi D. M.
    Reviewed on Aug 23, 2026
  • 5.0
    /5
    (Special 3 hour trip for Miranda)

    The absolute best expierence i could ask for

    Riccardo was the absolute best captian with the perfect help from rachel! the two of them truely made the entire expierence and made my best friends bachelorette everything she could of wanted! best boating there is in Boston!
    Miranda T.
    Miranda T.
    Reviewed on Aug 24, 2026
  • 5.0
    /5
    (Sunset Cruise)

    Great Island and Harbor Cruise!

    Capt Riccardo and his first mate Rachel catered to all of our requests, were flexible and communicative throughout the planning process. We had a great cruise and thoroughly enjoyed it! Highly recommend.
    Lisa C.
    Lisa C.
    Reviewed on Aug 8, 2026
  • 5.0
    /5
    (Flexible Cruise 2:30PM 4 Hours)

    What an experience!

    We did a 4-hour flexible cruise and it was the best excursion we’ve done in years. Perfect blend of sightseeing and then just anchoring and hanging out by an island for swimming, snacks, listening to music, etc. Crew was amazing, so knowledgeable about how the area has changed since we lived there years ago. We are already planning another cruise this month, can’t wait!
    Janet S.
    Janet S.
    Reviewed on Aug 6, 2026