Sanibel is not the only island in the area to figure prominently in the legends of Gaspar; Captiva, Useppa, and Gasparilla are also connected. Sanibel also appears in another tale, this one involving Gaspar's ally-turned-rival Black Caesar, said to have been a former Haitian slave who escaped during the Haitian Revolution to become a pirate. According to folklore, Black Caesar came to the Gulf of Mexico during the War of 1812 to avoid interference from the British. In the Gulf he befriended Gasparilla, who allowed him to establish himself on Sanibel Island. Eventually the old Spaniard discovered Caesar had been stealing from him and chased him off, but not before his loot had been buried.
Legendary pirate's dens aside, the first modern settlement on Sanibel (then spelled "Sanybel") was established by the Florida Peninsular Land Company in 1832. The colony never took off, and was abandoned by 1849. It was this first group that initially petitioned for a lighthouse on the island. The island was
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