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Boston Sailing Cruise and Skyline
  • Boston Sailing Cruise and Skyline
  • Sailing the Boston Harbor
  • Boston Harbor Sailing

Customers Rate Cloud 9 Living:

Harbor Sailing Cruise

Boston, MA

From: $48
Item #: WAT-BOS-0033

Spend you afternoon on the water enjoying the beauty of the Boston skyline on the Boston Harbor Sailing Cruise!

  • Your Coast Guard certified captain and experienced crew will entertain and captivate you with tales of the "City on the Hill" as you sail the harbor 
  • Highlights of the sail include the Boston Seaport District, Inner Harbor Islands, the Charleston Navy Yard, Castle Island and other famous Boston landmarks
  • A perfect way to see the sights along the Boston Harbor!

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About this Experience

  • Spend you afternoon on the water enjoying the beauty of the Boston skyline on the Boston Harbor Sailing Cruise!

    • Your Coast Guard certified captain and experienced crew will entertain and captivate you with tales of the "City on the Hill" as you sail the harbor 
    • Highlights of the sail include the Boston Seaport District, Inner Harbor Islands, the Charleston Navy Yard, Castle Island and other famous Boston landmarks
    • A perfect way to see the sights along the Boston Harbor!

    Free Exchanges
    No Expiration Dates
    Easy Returns

  • The best way to spend any afternoon on the East Coast is on the water!

    Climb aboard the Adirondack III, an impressive, 80-foot pilot schooner. Enjoy complimentary beverages while taking in breathtaking beauty offered only by the Boston Harbor.

    Notable scenery on this cruise may include (and is subject to change):

    • The Boston Fish Pier
    • Moakley Federal Courthouse at Fan Pier
    • Castle Island and the Donald McKay monument
    • Inner Harbor Islands
    • Charleston Navy Yard
    • Waterfront Park
    • Harpoon Brewery
    • The New England Aquarium

    Admire the natural beauty and historical landmarks of the Boston Harbor on this afternoon sailing cruise.

    Free Exchanges
    No Expiration Dates
    Easy Returns

  • Essential Information

    • Food is not included on board; snacks and picnics are recommended
    • Soda & water are complimentary. Alcohol can be purchased by anyone over 21 with a valid photo ID 
    • This experience is not suitable for young children
    • Passengers must arrive 30 minutes prior to departure time; boarding is 10 minutes prior
    • Captain and crew gratuity are not included, but is appreciated

    Duration

    1.5 or 2 hour cruise, depending on option selected.

    Experience Provider Info

    Complete information for your Experience Provider, including contact information, will be included on your booking confirmation email once you or your gift recipient have scheduled the experience. Our Product Management team handpicks top-rated experience providers, removing the guesswork for you and ensuring your peace of mind.

    Maximum Participants

    Up to 41 passengers

    Spectators

    This experience will be enjoyed by the participants only.

    Weather Dependent

    The cruise runs rain or shine. A trip is only canceled in the event of severe or unsafe weather conditions. Cancellations are made on the day of the cruise, by the captain, up to one hour prior to sail time. Always contact the experience provider with any questions regarding weather conditions on the day of your experience. In the event of a canceled cruise, passengers will reschedule directly with the experience provider.

    What To Wear

    Dress is typically casual. The temperature can be cooler out on the water, so dress accordingly. Please wear only soft soled shoes such as sneakers, deck shoes, flip-flops or sandals.

    Rescheduling & Cancellations

    Once you have scheduled a date and received a booking confirmation, no refunds will be given. Rescheduling is not allowed, and all bookings are final. Failure to appear on your booked date will result in the loss of the value of your experience.

    Free Exchanges
    No Expiration Dates
    Easy Returns

    1. Will there be food served on board?

      Food is not served on board, but passengers can bring snacks or a picnic. Complimentary soda and water will be provided, and alcoholic beverages are available for purchase.

    2. Is the schooner wheelchair accessible?

      No, unfortunately the schooners are not wheelchair accessible.

    3. Are there any age restrictions?
      All ages are welcome aboard and must have a reservation prior to boarding. All passengers under the age of 18 must be accompanied by a parent or guardian.
    4. What happens if it starts to rain when we're sailing?
      This experience will sail in the rain. Lightweight, plastic ponchos are available to all passengers in the event of a rainstorm.
    5. Will I get seasick?
      The Adirondack III is a gentle, steady vessel. Most people do not experience seasickness.
    6. Is there a bathroom on the boat?

      Yes, the boat is equipped with a restroom that is always accessible.

    Free Exchanges
    No Expiration Dates
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Location & Availability

Created with Sketch. WHEN DO I CHOOSE A DATE?
If giving as a gift, your recipient can choose a date at their convenience; otherwise, you can choose one after checkout.
Created with Sketch. Availability:

Mid-May through Mid-October:
Daily - 3:30 PM
 

UPCOMING AVAILABLE DATES:
Please select a location to view dates and times!
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  • Please select a location to view dates and times!

    Click on a date to view the times available on that specific date.

  • ** SOLD OUT ** ** CANCELLED ** {{time}},

  • All available dates have for this season have passed or sold out. Dates for the upcoming season will be posted as soon as they are available. To see a list of this past year's dates for your reference, please click here
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    Rowes Wharf - Boston, MA

    Customer Reviews

    This experience has a customer rating of 3.5
    based on 3 reviews.
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