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Popular Events in Key West

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Key West Film Festival

Hollywood has its red carpets. Key West has flip-flops, cocktails, and a film festival with serious cinematic credentials. The Key West Film Festival brings five days of independent films, documentaries,…

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Bone Island Bare it All: Winter

Pack light. Very light. Bone Island Bare It All brings hundreds of gay naturists and clothing-optional enthusiasts to Key West for a weekend where less is definitely more. Expect naked…

Key West BeLighted Bike Ride

Forget sleigh bells. In Key West, Santa rides a bicycle. The annual BeLighted Bike Ride sends thousands of cyclists through Old Town on bikes decked out in twinkling lights, tinsel,…

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Red Shoe Drop

Times Square drops a ball. Key West drops a drag queen in a giant red high heel. The legendary Red Shoe Drop takes over Duval Street outside Bourbon St. Pub…

Man seated onstage reading from a book during the Key West Literary Seminar, with microphones and decorative white sculptures behind him.

Key West Literary Seminar

Key West has inspired generations of writers, and the annual Key West Literary Seminar keeps that tradition alive. Each January, acclaimed authors and literary enthusiasts gather for readings, conversations, interviews,…

Server carrying a wooden platter of gourmet bite-sized appetizers at a food and wine tasting event.

Key West Food & Wine Festival

There’s more to Key West than rum runners and questionable decisions on Duval Street. The annual Key West Food & Wine Festival brings chefs, winemakers, and food lovers together for…

Key West Art & Craft Festival

Key West has never been a town that appreciates conformity. So it makes sense that its art scene is just as colorful as its residents. The annual Key West Art…

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