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Known as the U. Pack light because clothes here? Totally optional—literally, in some places. Everybody fits in. Three main events highlight the carefree, clothing-optional spirit of Key West. Speaking of bushes, the ladies head to Womenfest in September, which ups the class a little with film, live music, and comedy. In October, be prepared for a kaleidoscope of color and creativity at Fantasy Fest.

These vibrant celebrations epitomize the essence of Key West—free-spirited, inclusive, and unforgettable. Also, many guesthouses have year-round policies encouraging you to put nothing between you gay the sun. Yes, everywhere. While the vibes on land will keep you fully entertained, the water is where Key West really shines. After all, the island is surrounded by the only living coral reef in the continental U.

As you can imagine, Key West boasts tons of options for watersports not that kind. Popular activities include snorkeling, kayaking, paddleboarding, and sunset cruises. For a laid-back beach day, check out Higgs Beach or Fort Zachary Taylor State Park, where you gay picnic, snorkel, or simply soak up the sun.

On land, walking or biking make perfect daytime activities, and the stunning Key West sunset is a must-see, especially from Mallory Square. The street performers there keep the crowd entertained with or without the glorious sun. From antique shopping to theater to cafes to bars and clubs, Duval Street earns the reputation for the everything-gay place.

Savor local favorites like Cuban sandwiches, fresh seafood, and of course authentic key lime pie. Then watch the sunrise, sleep a bit, and do it all over again. Key West brings its A-game when it comes to gay-friendly accommodations. For those seeking luxury, resorts around Duval Street or near the Harbor Walk offer prime sunset views and upscale perks.

And get ready to leave your worries—and maybe your clothes—behind. Sign up for emails from Fagabond for advice, reviews, and deals to make your vacation as gay as you are. Book Now. Key West. Share This.