Like historic downtown Charleston, South Carolina’s oldest city, Seabrook Island harbors its own rich history, from the Colonial era and colorful pirate tales, through Revolutionary skirmishes and the Civil War to contemporary times. The island is named for a storied family descended from Robert Seabrook, a successful businessman, landowner and politician who landed at Charles Town from England in 1679 and was once convicted of trading with pirates. Despite generations of subsequent fortune, his descendants sold the island for worthless Confederate paper in 1863. It changed hands several times more before town incorporation in 1987.