Defiance Sail Charters


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About Us

Sail the Magnificent Coast of New England aboard Windfall, our elegant 49-foot sailing vessel, available for day or overnight sail charters.

We dock for the summer season (June through 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. Or, use Windfall as your floating B&B (Boat & Breakfast dockside) while visiting the lovely Cape Ann region.

The ketch, Windfall, is owned by Captain Raffi Kassabian. Built by Hinckley Yachts in Southwest Harbor, Maine, she is an elegant, traditionally styled, forty-nine foot sailing vessel. A full array of amenities, a spacious center cockpit and private aft cockpit each contribute to an enjoyable and comfortable sail.