Sailing Trips in Massachusetts
Top 5 Best Massachusetts Sailing Trips
Found 4 Sailing Trips activities in Massachusetts. Sort by Popularity.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 sailing experience will be aboard either Schooner Adirondack III or Adir... More
Likely to Sell Out Boston Harbor Sunset Sail Tour
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Massachusetts
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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 ....
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... More
Likely to Sell Out Sightseeing Day Sail around Boston Harbor
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Massachusetts
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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....
Sailing on Historic Schooner Yacht in Salem, MA
Set Sail in beautiful Salem, Massachusetts on an incredible and historic schooner yacht. Experience the majesty aboard John G. Alden's personal schooner yacht Malabar X. Winner of the 1930 and 1932 Newport to Bermuda race and open... More
Likely to Sell Out Sailing on Historic Schooner Yacht in Salem, MA
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Massachusetts
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Superb171 reviews4.9
Set Sail in beautiful Salem, Massachusetts on an incredible and historic schooner yacht. Experience ....
Pastries & Prosecco Aboard a Tall Ship in Boston Harbor
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
Likely to Sell Out Pastries & Prosecco Aboard a Tall Ship in Boston Harbor
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Massachusetts
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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....