Jerrod Carmichael
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Key West

At the very southern tip of Florida is an exotic cruise ship stop that you've no doubt seen pictures of: pastel houses, postcard beaches, some of the world's best snorkeling, and gorgeous men everywhere. A favorite among gay travel destinations, gay Key West is totally versatile: it's the perfect relaxing getaway from the big city as well as the place to turn it up. With many LGBT events happening throughout the year, ranging from Key West Pride in June to the the four-day, all-male Tropic Heat party, Key West is sure to deliver your island fantasies: all-male pool parties, adult entertainment, and unique beach cuisine. Out has everything you need to plan your next Key West retreat.