18th Pirates and Wenches Weekend

Event Dates

Aug 07 - Aug 09, 2026

All weekend, the whole town will be in the pirate spirit as merchants, re-enactors, musicians and other performers take you to the Golden Age of piracy on the high seas. Main Street will be alive with vendors, music, pirate performers, and plenty of grub and grog. Jump start the weekend on Friday with a Rum Tasting and Sea Shanty Sing-A- Long. Dine at one of the many award-winning restaurants, settle in and enjoy the night’s live entertainment offered by some of the town’s local watering holes, or just relax under the stars. On Saturday morning, visit Rock Hall Harbor for a magnificent view of the Chesapeake Bay and be sure to register to get your dinghy or small boat decorated for the Decorated Flotilla Parade and Pirate Poker Run.

(410) 708-6035

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