José Gaspar, also known by his nickname Gasparilla, is a fictional Spanish pirate who terrorized the Gulf of Mexico from his base in southwest Florida during Florida's second Spanish period. Though details about his early life, motivations, and piratical exploits differ in various tellings, they agree that the 'Last of the Buccaneers" was a remarkably active pirate who amassed a huge fortune by taking many prizes and ransoming many hostages during his long career and that he died by leaping from his ship rather than face capture by the U.S. Navy, leaving behind his still-hidden treasure.

Charlotte Harbor Estuary, the second largest bay in Florida, is located on the Gulf of Mexico coast of west Florida with two thirds lying in Charlotte County, Florida and one in Lee County. The harbor's mouth is located behind Gasparilla Island, one of the many coastal barrier islands on the southwest coast of Florida, with access from the Gulf of Mexico through the Boca Grande Pass between Gasparilla Island on the north and Lacosta Island on the south. Charlotte Harbor covers about 270 sq mi (700 km2)