Sightseeing Day Sail around Boston Harbor


Free cancellation

A full refund will apply if you cancel more than 24 hours before the activity start time.

Guide LanguageEnglish
Good To KnowE-voucher
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See Boston Harbor’s sights from the water on this day sail aboard a replica of a pilot schooner. Step aboard the boat and sail off through the harbor, bound for Spectacle Island, Fort Independence, Castle Island, and Long Island. Snap photos of Boston's coast from the water and feel free to ask the captain or crew questions about the passing landmarks.


Choice of Several departure times to fit your schedule departures throughout the day
Water cooler available to fill your reusable bottles
Choose between from two duration lengths
Card-only bar on board the boat serves wine, beer, and soft drinks


Sail around Boston's Seaport District and take in views of many newly constructed buildings along with some classic structures that originally comprised Boston's waterfront community
Sail by Fan Pier and see the spanning Moakley Federal Courthouse, the World Trade Center and Harpoon Brewery.
Sail amongst the Inner Harbor Islands of Boston Harbor including Castle Island featuring Fort Independence and the Donald McKay Monument, Spectacle Island, and Long Island with the Long Island Head Light House.


Duration: Choose between a 1.5 or 2 hour sailing experience


Beverages are not included, but are available for purchase by credit card only.
Gratuities (recommended for the captain and crew)

Additional Information

  • Service animals allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Children must be accompanied by an adult
  • Minimum drinking age is 21 years. Coolers and outside alcoholic beverages are not permitted
  • Dress for the weather - it's often cooler on the water
  • Please let us know in advance if assistance is required for boarding
  • Only animals that perform a manual task to assist a person are permitted aboard. Emotional support animals and pets are not permitted
  • Plan to arrive at the ticket booth 15-30 minutes prior to the departure time. The meeting point is located directly behind the Boston Harbor Hotel in the Ferry Terminal just steps away from the dock. Boarding begins 5 minutes prior to the scheduled departure time.

Guide Languages

  • English

Cancellation Policy

  • A full refund will apply if you cancel more than 24 hours before the activity start time.

  • No refund is possible if you cancel less than 24 hours before the activity start time.