Scroll To Top

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.

Provincetown's "Spread Queer Cheer" Tour Lights Up South Florida with LGBTQ+ Extravaganza

Experience the 'Spread Queer Cheer' tour's vibrant celebration of LGBTQ+ pride, sweeping South Florida with dazzling drag performances and 'holigay' festivities, presented by The Crown & Anchor.

Key West: Inside Guest

Four Out Travelers. One Dreamy Destination. This is Key West: Inside Out.

Key West: Inside Dish

Discover Key West one bite at a time. 

Meet the Team Raising the Bar for the LGBT Community in Key West

A spotlight on the Key West Business Guild and their mission to create "One Human Family." 

Where to Stay and Eat in Key West

Join Kit Williamson, John Halbach and their friends as they take Key West one brunch at a time. Plus, see our recommendations on where to stay when you visit. 

OUT On The Water in Key West

Soak up the sun with Kit Williamson, John Halbach and their friends in this stunning island paradise.

A Lesson in LGBTQ History with Key West's Legendary Gay Resort

How Island House helped transofrm Key West into the Wild West of gay getaways. 

The Resort You Should Be Staying at In Key West

Book now and get two stays for the price of one.

OUT in Key West Episode 1: Perfect Day

Experience Key West like you've never seen it before. 

In Key West With the Best LGBT Bartenders in America

Fifteen of the best LGBT bartenders in North America met for the 3rd annual Stoli Cocktail Classic in Florida, hours before the Orlando tragedy struck.

Where To Eat in Key West

From fresh seafood to iconic key lime pie, treat your tastebuds right.

Where To Play In Key West

The island is serving up killer drag performances, strong drinks, and cultural adventures. 

Where To Wed In Key West

Exchange vows in a paradise-perfect location.

Where To Stay In Key West

From clothing-optional resorts to private islands, and everything in between.

OUTtakes in Key West

Explore the most revered landmarks and stunning locales in Key West.