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Popular Events in Key West

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Fantasy Fest

You may not think Halloween when you think Key West. But grab your wigs, costumes, and face paint—you just might find yourself back every year.

Key West Bear Weekend

Just some bears and cubs getting down in this tiny island town. And who know, bears may find more than a few reasons to let some sand in their fur.

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Key West Film Festival

Combining the best independent films with the best location in the tropics this will be an event that you won’t want to miss.

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Bone Island Bare it All: Winter

Bone Island Bare it All is the event to go to when you want nothing between you and the sun. Bring sunscreen, you’ll need it everywhere. Yes, everywhere. This event…

Red Shoe Drop

For 25 years on New Year’s Eve, in front of the Bourbon St. Pub/New Orleans House complex, renowned Drag Queen, Sushi, “dropped” in a giant red high-heeled shoe. The legendary…

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