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.

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

Large group bookings are not permitted. Multiple bookings are subject to added fees or cancellation by operator