Defiance Sail Charters

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Defiance Sail Charters Windfall, our 49-foot sailing vessel, is available for day or overnight sailing charters. Come join us aboard Windfall in the Bahamas in the winter.

We dock for the summer season (June–October) in historic Gloucester, MA, in Smith's Cove, within walking distance to the famed artist colony of Rocky Neck. Summer charters are also available out of Boston or any accessible New England port. We'll be sailing in the beautiful, sunny Sea of Abaco from late February through May. Meet us at our base of operations at the fabulous Baker's Bay Club in Great Guana Cay, Abaco, Bahamas. Or, charter Windfall for island hopping anywhere in the Bahamas. Come on down to Windfall in the Bahamas for an exceptional vacation!

Avoiding Isiais -1437 =
10/11/2026

Avoiding Isiais -
1437 =

10 years ago?!!Looking just the same
08/30/2026

10 years ago?!!
Looking just the same

08/25/2026

Save the date - Boats are needed. Saturday, September 5th for the 2026 Annual Parade of Lights Boat Parade in Gloucester during Gloucester Schooner Festival. Let's celebrate the 250th America, decorate your boats and houses along the route.

Enjoying this beautiful August weather out on the water!
08/25/2026

Enjoying this beautiful August weather out on the water!

Address

211 E Main Street
Gloucester, MA
01930

Telephone

+19789485434

Website

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