Sightseeing Day Sail around Boston Harbor

About This Experience

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.

Experience Details

Map & Location

Use this map as a planning guide. Final meeting point and route details are confirmed by the travel partner.