That's how Black Island, south of Estero, got its name. After a defeat by the U.S. Navy, Black Augustus took his loot and settled on the island. The family of John Butterfield squatted on Mound Key in Estero Bay during that time and provisioned the aging pirate with sugar, coffee, grits and other luxuries in exchange for vegetables. When the pirate died, he showed the family where to dig up his booty. Perhaps more treasure is hidden along the shores.
Rumors persist that pirates used to sink long boats laden with treasure to later recover.
And Pirates weren't the only sailors frequenting the island's waters. Juan Ponce de Leon may have sailed waters around Estero Island about 1513. Hernando de Soto may have also dropped anchor in front of Estero Island in 1539. But the aura of mystery surrounding Mound Key belongs to the first settlers, the Caloosa Indians. The Caloosa's origins remain obscure but some scholars such as Rolfe F. Schell in his book, History of Fort Myers Beach suggest that Caloosas may have traveled by rafts from Mexico's Yucatan Peninsula.