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 sister property to the Casa Marina, features an outpost of the Strip House.All 150 breezy rooms at the Reach Resort have coconut-shell headboar

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

This restaurant’s menu is a marriage between Caribbean and Italian cuisine with an emphasis on seafood. The oceanfront seating overlooks Higgs Beac

Michaels, a casual fine dining steakhouse, is located on a back street in Old Town. The small wood bar and large wine display rack create a homey f

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 crowde

The owners of Eaton Street Seafood Market opened the place to help fight what they saw as an import trend. Located in historic Old Town Key West, t

Marrying Italian and Mediterranean cuisine, this restaurant has been serving everything homemade for more than 30 years. Each morning, handmade pas

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).

Off the beaten path in an old Armory building, this nonprofit creative arts community center serves as an artist residency to more than 40 differen

This annual arts exhibit of contemporary, large-scale outdoor sculptures and installations started in 1995 as an informal exhibit. Now, it showcase

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

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 Americ

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 w

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