Sightseeing Day Sail around Boston Harbor

Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard one of our beautiful schooner Adirondack sailboats! These classic boats are reminiscent of the sailboats from the 1890s. Sail past the seaport district, Castle Island, Fort Independence, Spectacle Island, and Long Island with Long Island Head Light. Great for families and friends who want to sail and see the sights of Boston from the water! Within minutes of leaving the dock, guests will forget the distractions of life on land and experience the joy of a leisurely sail. Sit back and relax as the crew raises sail and provides beverage service. Drinks are available for purchase by credit card only. Guests are welcome to bring a picnic onboard. The knowledgeable captain and crew are always ready to answer questions about the sights and history of Boston Harbor and its surrounding areas. From interesting facts to old-time legends, the maritime world of Boston has many great stories to offer.

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.

• 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.
• This experience will be aboard Schooner Adirondack III or Schooner Adirondack IV

• 2-hr sail on Adirondack
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  Aboard Adirondack III or IV
• 1.5-hr sail on Adirondack
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  Aboard Adirondack III or IV

• This is not a narrated tour, but the crew is available to answer questions on the sights & landmarks
• 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)
• Food (guests are welcome to bring their own snack aboard)

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Detailed directions and map to our departure location: https://boston-sailing.com/contact-directions/ • Plan to arrive 15-30 minutes prior to the scheduled departure time to check-in at the ticket booth located at Rowes Wharf directly behind the Boston Harbor Hotel at the ferry terminal. • There's no need to print anything prior to check-in at the meeting point. Please bring a photo ID that matches the name listed on the reservation. • Boarding passes are issued at check-in • Boarding begins promptly 5 minutes prior to the scheduled departure time • Not wheelchair accessible • Dress for the weather - it's often cooler on the water 

Please be advised..

• This Tour is Provided by Classic Harbor Line - Boston.
• Tour Timezone & Starts at America/New_York.
• Mobile or paper ticket accepted.
• For a full refund, cancel at least 24 hours before the scheduled departure time.
• This Tour is Rated 4.5 Stars based on 382 valid reviews on VIATOR.
• Minimum 1 Travelers is required to book.
• Maximum 8 Travelers is accepted for booking.