Sailing Trips in Boston
Top 5 Best Boston Sailing Trips
Found 3 Sailing Trips activities in Boston. Sort by Popularity.Sightseeing Day Sail around Boston Harbor
(4.8 of 542 reviews)
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... More
Free Cancellation
Start From $66.54
Likely to Sell Out Sightseeing Day Sail around Boston Harbor
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Boston
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Superb542 reviews4.8
Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard one of our beautiful schooner....
Free Cancellation
Start From $66.54
Boston Harbor Sunset Sail Tour
(4.8 of 132 reviews)
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 sailing experience will be aboard either Schooner Adirondack III or Adir... More
Free Cancellation
Start From $82.27
Likely to Sell Out Boston Harbor Sunset Sail Tour
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Boston
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Superb132 reviews4.8
Experience a beautiful Boston Harbor sunset sail on the water and see some of the city's waterfront ....
Free Cancellation
Start From $82.27
Pastries & Prosecco Aboard a Tall Ship in Boston Harbor
(5 of 14 reviews)
What a way to celebrate the weekend! Enjoy a lovely two hour sail on Boston Harbor with unbeatable views of the city. Your ticket includes complimentary coffee and fresh-baked pastries from the incomparable Flour Bakery + Cafe. F... More
Free Cancellation
Start From $75.00
Likely to Sell Out Pastries & Prosecco Aboard a Tall Ship in Boston Harbor
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Boston
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Superb14 reviews5
What a way to celebrate the weekend! Enjoy a lovely two hour sail on Boston Harbor with unbeatable v....
Free Cancellation
Start From $75.00