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Gasparilla Island
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Long before roads opened southwest Florida to general tourism and residential development, privileged northerners came by train to spend the winter in the quaint seaside village of Boca Grande, on beautiful
Gasparilla Island. Today, condominiums and modern homes dot the tropical island, although the picturesque town looks much the way it did a century ago.
Fishing, sailing, swimming, hiking and shelling are just a small sampling of the leisure activities that make Gasparilla Island that rarest of retreats where wealthy winter residents rub shoulders with local fishermen and other longtime permanent residents. Although prized for its year-round privacy and serenity, the island’s relaxed ambiance gives way to the national spotlight each Spring as fishermen from around the globe descend on Gasparilla Island for one of the richest tarpon fishing tournaments in the world.
Residential opportunities on Gasparilla Island are numerous. They include maintenance-free condominiums, villas, town homes, single-family residences and large beach estates.