José Gaspar, known by his nickname Gasparilla (supposedly lived c. 1756 – 1821), is an apocryphal Spanish pirate, the "last of the Buccaneers," who is claimed to have roamed the Gulf of Mexico and the Spanish Main from his base in southwest Florida during the late 18th and early 19th centuries. Though he is a popular figure in Florida folklore, no mention of Gaspar appears in writing before the early 20th century, and no archival or physical evidence of his existence has ever been found.
José Gaspar's legend is celebrated every year in Tampa with the Gasparilla Pirate Festival, which was first held in 1904.
The details of José Gaspar's life and career vary in different tellings, especially with regard to his origin. Most say that Gaspar was born in Spain in 1756 and served in the Spanish Navy, only to desert and turn to piracy in 1783. In some versions of the story, he began life as a troubled youth who kidnapped a young girl for ransom. Captured and given the choice between prison and joining the navy, Gaspar went to sea, where he served with distinction for several years before leading a mutiny against a tyrannical captain and fleeing to Florida.
In other versions, Gaspar was a Spanish nobleman who achieved a high rank in the Spanish navy and became a councillor to King Charles III. He was popular in the court, but when he spurned one lover for another, the jilted lady levied false charges against him, often said to involve the theft of the crown jewels. Facing arrest, he commandeered a ship and vowed to exact revenge on his country.
In all versions, the renegade fled to the virtually uninhabited west coast of Spanish Florida about 1783 and turned to piracy aboard his ship, the Floriblanca. Gaspar established his base on Gasparilla Island and was soon the feared scourge of the eastern Gulf of Mexico, where he plundered dozens of ships and amassed a huge cache of treasure in the period coinciding with the second Spanish rule of Florida. Most male prisoners would be put to death or recruited as pirates, while women would be taken to a nearby isle (called Captiva Island for this reason), where they would serve as his concubines, become the wives of his pirate crew, or await ransom payment from their families.