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Beach Trip to Boca Grande

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Photo: Jessica Schwartzberg

This idyllic enclave on the Gulf of Mexico, 60 miles from Fort Myers, is a genuine glimpse of Old Florida, with whimsically named streets such as Damnificare, a postcard-worthy lighthouse watching over Gasparilla Island State Park, and long, quiet beaches lapped by gentle waves.

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Destinations: Boca Grande

Hotels (2)

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  • Gasparilla-inn-boca-grande-florida-201302_standard_thumb

    Gasparilla Inn

    Celebrating its centennial in 2013, this Gulf Coast island gem has never strayed far from its Old Florida roots. Whitewashed Grecian columns, spraw

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    Innlet

    This 33-room sister property of the old-guard Gasparilla Inn, has a dockside restaurant and a relaxed, let’s-go-fishing vibe.

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Restaurants (1)

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    Temptation

    This certifiably funky Florida joint—think murals of leaping tarpon and a neon martini sign—serves local grouper, pompano, and soft-shell crabs.

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