History
Gasparilla was sparsely inhabited until the late 19th century, with the only permanent residents being local fishing families. In 1848 the United States military established an outpost at Boca Grande. In 1897 Albert W. Gilchrist, future Governor of Florida, purchased land at Boca Grande and platted it for development as a town.
According to Florida folklore, Gasparilla Island gets its name from the legendary pirate captain José Gaspar ("Gasparilla", c. 1756–1821), who had his base on the island and purportedly hid his fabulous treasure there. Much of the development of this legend is the result of promotion by a local hotel and railroad line. The folklore account does not appear in writing until about 1900, when it was included in an advertising brochure for the Charlotte Harbor and Northern Railroad company. This brochure was given to the guests of the Boca Grande Hotel. It mentions that Gaspar's massive treasure, hidden somewhere on the island, had never been found. The version of the Gasparilla story told in the pamphlet influenced all later accounts, but is likely apocryphal. The name "Gasparilla" appears on maps dating to well before the time of the buccaneer; anthropologist Andre-Marcel d'Ans suggests it was actually named for a Spanish missionary named Gaspar or Gasparillo.
In 1905 harbor dredging began and a Charlotte Harbor and Northern Railroad line was constructed, connecting Boca Grande to the outside world. Afterward Gasparilla was an important stop for phosphate shipping, and would remain so until the dredging of the Port of Tampa in the 1970s. In 1911 the first hotel, the Gasparilla Inn, opened, and the island became a major vacation destination for the elite from Tampa and Fort Myers. Though shipping has declined substantially since the last quarter of the 20th century, tourism remains important to the island's economy.
The Wall Street Journal selected Gasparilla Island as one of the 10 Best Places for Second Homes.
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