Boston: Downtown Harbor Sailing Cruise

4.8 / 5

74 reviews

Boston: Downtown Harbor Sailing Cruise

From $47.25 per person

Discover the beauty of Boston Harbor on a sailng tour aboard the schooner Adirondack III and experience its rich history and wildlife. An experienced crew will take care of your needs as you cruise past the Inner Harbor Islands and more.

About this activity

Free cancellation
Cancel up to 24 hours in advance to receive a full refund
Covid-19 precautions
Special health and safety measures apply. Learn more
Mobile ticketing
Use your phone or print your voucher
Duration 1.5 hours
Check availability to see starting times.
Instant confirmation


  • Cruise Boston Harbor on board an 80-foot schooner
  • Feel the wind in your hair as you sail past the Inner Harbor Islands
  • Learn the sea legends of Boston and surrounds
  • See landmark attractions such as the New England Aquarium and Moakley Federal Courthouse
Full description
Experience Boston like never before on board the 80-foot pilot schooner Adirondack III, and enjoy a smooth sailing, with some invigorating speed to boot. Within minutes of leaving dock, you’ll forget the distractions of life on land as you experience the joy of a sailing adventure. Cruise past landmark attractions, such as the Boston Fish Pier, Moakley Federal Courthouse at Fan Pier, and Castle Island. Drift past the Inner Harbor Islands and see the historic Charleston Navy Yard. Look out for the green oasis of Waterfront Park and the home to hundreds of marine critters, including sharks and sea turtles, at New England Aquarium. Your knowledgeable captain and crew will be on hand to answer questions about the sights and history of Boston Harbor and its surrounds, from interesting facts to old-time legends. Wines and local micro beers are available to purchase on board, while complimentary soda and water will keep you hydrated along the way.
  • 1.5 or 2-hour sailing cruise (depending on option selected)
  • Experienced captain and crew
  • Drinking water
  • Food
  • Gratuity
Covid-19 precautions
Safety measures in place
  • All areas that customers touch are frequently cleaned
  • You must keep social distance while in vehicles
  • The number of visitors is limited to reduce crowds
Traveler requirements
  • You are required to bring and wear a mask

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Prepare for the activity

The details below may change if you update your current selection:

    Meeting point

    The boats depart from Rowes Wharf, directly behind the Boston Harbor Hotel. Check-in at Rowes Wharf is located in the Ferry Terminal, a climate-controlled public space, located on the wharf only steps away from the dock.

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    Important information

    What to bring

    • Passport or ID card

    Know before you go

    • Only animals that perform a manual task to assist a person are permitted aboard. Emotional support animals and pets are not permitted.
    • Please inform the local supplier in advance if assistance is needed to board
    • Adult beverages are available to purchase on board. Credit Cards are the only form of payment accepted on your cruise. Please plan accordingly. Soda & Water is $2.00, beer is $6.00, wine is $7.00/glass, and mixed drinks are $9.00.
    • Complimentary water is available from the water cooler. Please bring your own water bottle (this is in an effort to reduce the use of plastics aboard the boat).
    • Feel free to bring your own picnic
    Customer reviews

    Overall rating

    4.8 /5

    based on 74 reviews

    Review summary

    • Transportation
    • Value for money
    • Safety
    • Service
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    It was good. The day was absolutely beautiful. The boat and water spectacular. The service was good. Staff members nice and courteous. We thought there would be more sailing than the zig zag thru the harbor. We figured it would be a sailing trip not sit on the boat while we go thru the harbor. We also thought the captain or crew would point out different sites to see or things to landmarks to look for. That did not happen. The Captain seemed slightly preoccupied with his own guest on the boat. If you are looking for more description of the Boston sites you may be disappointed. The Boston Skyline is beautiful and it was pleasant to see it from the water. Overall we thought it was better than larger tourist boats.

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    October 12, 2020

    It was a hot, sunny day, so we were so happy to be on the water...and cooler. The captain (and his colleague, the captain of the sister ship, who did most of the sailing), crew, and boat were fantastic. The views were wonderful, the captain answered all of our questions most amiably, the drinks were reasonably priced and refreshing.

    August 1, 2019

    Beautiful day on Boston Harbor

    We went for an afternoon sail for our anniversary. The crew was great and the view spectacular. I would highly recommend this trip. The only issue was we booked online and didn't get our vouchers until two days after the trip. They still allowed us to board because I had an email confirmation number.

    September 6, 2018

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    Product ID: 45343