Boston Sailing

Explore Boston with our sailing tours including harbor cruises, sunset sails, and unique tall ship experiences. Book your Boston sailing adventure today!

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Boston Harbor Sunset Sail Tour

Boston Harbor Sunset Sail Tour

Experience a beautiful Boston Harbor sunset sail on the water and see some of the city's waterfront landmarks as the sun dips below the horizon. This elegant sa

★ 4.8 (199)
From $82.27 USD
Sightseeing Day Sail around Boston Harbor

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 o

★ 4.8 (660)
From $54.44 USD

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