Live Music All Day
Concert Saturday evening with Three Sheets to the Wind
Enjoy music on the bandshell stage all afternoon Saturday and Sunday featuring the All American Alumni Band, Sonic Ukes, Williamsburg Chorale and others.
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New Jersey's official tall ship, the AJ Meerwald is a restored oyster dredging schooner that now serves as a living history vessel and sailing classroom.
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An interpretation of an American privateer from the War of 1812. Designed for speed and close-quarters maneuverability.
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A full-scale replica of the Swedish colonial ship that brought the first permanent European settlers to the Delaware Valley in 1638.
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Luna is the only working replica of a coastal trading sloop on the Chesapeake Bay. These were the forerunners of the Virginia Navy privateers which were used by Virginia at the beginning of the revolution.
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Local real estate company offering expert guidance for Cape Charles buyers and sellers.
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Luxurious vacation rentals perfect for your Eastern Shore getaway.
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Charming beach cottages and spacious family homes for your Eastern Shore escape.
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Beachfront and bayfront homes from Victorian retreats to modern waterfront escapes.
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Modern lodging with convenient central location and easy access to Cape Charles.
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Cape Charles is a Sail Virginia℠ 2026 affiliate harbor and will host SailFest Cape Charles from June 19-21, 2026.2026. Historic, featured vessels that will be in Cape Charles harbor include Kalmar Nyckel, Lynx, and AJ Meerwald.
Get ready to witness history as majestic tall ships sail into Cape Charles for SailFest Cape Charles! These historic vessels, along with beautifully restored Chesapeake Bay Oyster Buy Boats, Coast Guard and Navy vessels will give visitors a rare glimpse into the maritime heritage of Virginia's Eastern Shore. Whether you're a history lover or just looking for a unique experience, this festival is not to be missed!
SailFest Cape Charles will feature free ship tours of our visiting historic sailing vessels, period re-enactors, presentations by local historians, hands-on activities for kids, fife & drum corps, Saturday evening concert featuring Three Sheets to the Wind, a local artisans vendors market, food, fireworks, and fun! All are welcome to enjoy this beautiful bayside setting while we celebrate the 250 th anniversary of the founding of our nation!
Learn more about Sail VA 250 and all statewide festivities.
Discover Cape Charles' charming streets with historic buildings and unique shops. Enjoy leisurely strolls through the town's maritime heritage. Learn More
Find the perfect accommodation in Cape Charles, from cozy bed and breakfasts to luxury hotels, all offering seaside comfort and hospitality. Learn More
Experience the magic of Cape Charles with its beautiful beaches, friendly locals, and historic charm. The perfect coastal escape for relaxation. Learn More