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Literary-Inspired Trip to Key West

Riding through the Old Town section of Key West.

Photo: Brooke Slezak

Block for block, Key West has to be the smartest town in America. Despite the slap of vulgarity that is the circa-1829 Duval Street, which attracts an eternal honky-tonk herd of cruise-ship gawkers, wayward sorority girls, and tipsy conventioneers, the community has always embraced the subtler realm of Ralph Ellison, John Dos Passos, Elizabeth Bishop, Wallace Stevens, and Ann Beattie. Read the article

Destinations: Key West

Inspired by: Key West's Literary Culture — by Tom Austin, Published Nov. 2009

Hotels (3)

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    Waldorf Astoria Casa Marina

    Rita Hayworth and Gregory Peck are among the stars who once stayed at this revamped 1920 compound, another product of Henry Flagler's bold vision. The

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    Reach Resort

    The sister property to the Casa Marina, features an outpost of the Strip House.All 150 breezy rooms at the Reach Resort hav

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    Gardens Hotel

    This boutique B&B housed in a circa-1870 plantation-style mansion is the most graceful place to stay on the island. Beginning in 1930, former owner Pe

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Restaurants (5)

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    Saluté Ristorante Sul Mare

    The oceanfront restaurant attracts lunching writers.

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    Michaels

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    Hogfish Bar & Grill

    With its old-school fishing shacks and shrimp boats, Stock Island harks back to Key West circa the 1970's. Dine at tables overlooking a dock crowded w

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    Eaton Street Seafood Market

    Order the conch salad for a lunch treat.

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    Antonia’s

Activities (7)

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    Tropic Cinema

    Catch an art film at the nonprofit Tropic Cinema (founded, in part, by writer Jean Carper and George Cooper, a retired law professor and author).

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    Studios of Key West

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    Sculpture Key West

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    Red Barn Theatre

    At the improbably first-rate theater, local boy Richard Wilbur once helped out with Molière translations.

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    Key West Museum of Art & History at the Custom House

    The circa-1891 Key West Museum of Art & History at the Custom House features a dripping-with-malice portrait of Truman Capote, waving a 1976 American

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    Key West Heritage House Museum

    The museum dates to 1834. Since the 1930’s, the property has been owned by the Porter family, one of the founding clans of Key West: Robert Frost wint

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    Nancy's Secret Garden

    Self-proclaimed environmental artist Nancy Forrester is the mastermind behind this oasis off Simonton Street. Like a patch of rainforest, it has dense

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