We still have tickets available for Memorial Day Weekend Sailing on the Chesapeake but remember, holiday weekends sell out quickly.

Book before Friday and we will sweeten your holiday
with a round of half-priced margarita !

sunset sail, sailing charters, tilghman island, maryland, talbot county. chesapeake bay
Sunset Sail aboard the classic yacht Lady Patty, Tilghman Island, Maryland

We offer three two-hour sails departing daily from Tilghman Island for the wide-open Chesapeake aboard our classic 1935 sailing vessel.

Enjoy a cocktail of glass of wine while soaking in one of our legendary Chesapeake Bay sunsets. You’ll be surrounded by towering masts, billowing sails, honey-varnished teak for true classic yacht sailing experience.