Sailing

Schooner Thomas E. Lannon

We offer public sails and private charters for up to 49 passengers, from May to October.

Schooner Adventure

Sail into History Aboard Gloucester's National Historic Landmark! Adventure is a 122' historic dory fishing Schooner built in 1926 and is today a living monument to Gloucester's fishing heritage.

Frayed Knot Sailing Charters

Come aboard The Frayed Knot, moored in Manchester-by-the-Sea, Massachusetts, a beautiful and picturesque harbor located on Boston's North Shore.

Defiance Sail Charters

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.

Schooner Ardelle

Join us for a sail aboard the Schooner Ardelle! Informative, fun and relaxing, a sail aboard a traditional fishing schooner is the perfect way to enjoy Gloucester’s picturesque harbor.