Key West

Follow the crowd—more than 200,000 queer visitors flock to this two-by-four-mile island each year to get a little taste of the Caribbean without ever leaving the country. One of the “original” gay getaway destinations of the 1970s, it has since charmed guests of all proclivities with its lovingly restored, sunset-hued Victorian homes and laid-back yet party-happy nature. Those historic plantation-style buildings and beach bungalow design make for charming façades behind which you might find clothing-optional pools, LGBT bars and businesses, and delectable restaurants—including James Beard Award-winning ones. Save those for the occasions when you want the romance to sizzle like the sunset applauded at the docks behind Mallory Square.

Steps from this prime location is Duval Street and its plethora of “homo haunts.” Offering a Bourbon Street-reminiscent flavor of rowdy fun, the life of the island starts here and radiates from shore to shore. It’s simply impossible not to have a great time during winter high season weekends, when street fairs, drag shows, leather parties, women’s flag football tournaments, Gay Spring Break, and special events for bears, naturists, and every shade of the LGBT spectrum take turns taking over. Gay history trolley tours are a good way to get into the thick of it all, especially since driving and parking here can get pricey. You can also rent a bike, moped, golf cart, or take to foot and adventure on to the Harry S. Truman Little White House; the former homes of Ernest Hemingway, Tennessee Williams, Robert Frost, and Jimmy Buffett; or “Liz Taylor,” the popular-among-queers Ft. Zachary Taylor Beach. Then again, what corner isn’t popular in this little slice of paradise? After all, in Key West, we’re all “One Human Family.”

Good to Know

  • Lively and actively expanding gay scene
  • Generally inclusive
  • One Human Family was adopted as its official philosophy in 2000
  • Gay marriage legal since January 2015

Featured Resorts:

Hyatt Centric Key West Resort & Spa

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Following a multi-million dollar refresh, the former Hyatt Key West Resort & Spa now incorporates the Hyatt Centric brand philosophy of providing intuitive travel experiences that draw upon local offerings and experiences like nearby Duval Street, Ernest Hemingway' Home and Museum, and Mallory Square.

Margaritaville Key West Resort & Marina

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The Westin Key West Resort and Marina is situated in a spectacular setting at the West End of Key West along the beautiful waterfront pier where guests gather to celebrate sunset each evening. Just outside the resorts front door, guests can stroll along the waterfront promenade that is lined with charming boutiques and cafes. The hotel is in the heart of historic Old Town and is walking distance to famous Duval Street. Designed in classic, romantic Victorian style and overloo ...

Sheraton Suites Key West

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Sheraton Suites Key West, one of Key West's only all-suite hotels, is truly an oasis in paradise. Facing the Atlantic Ocean and steps away from Smathers Beach. Relax in the lagoon-style pool, read a book among tropical foliage in the courtyard swings. Dine in the island style restaurant or find that special keepsake in the Gift Shop. Once your batteries are recharged, take the hotel shuttle service to bustling Duval Street and experience all that Key West has to offer.

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