What sets it apart is the unique connection to the Bourbon Street Pub, where patrons can seamlessly transition from the vibrant pub scene to the more laid-back, clothing-optional ambiance of the resort’s backyard.
There’s a bar in that backyard as well, so while the resort area is strictly limited to patrons of the gay hotel; bar patrons can (and do!) strip down to join the party at that outdoor bar.
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This outdoor rooftop club provides a liberating and lively atmosphere where guests can enjoy panoramic views of the city while embracing the clothing-optional policy on the rooftop only.
The Garden of Eden is celebrated for its adventurous spirit, making it a must-visit destination for those looking to add a touch of excitement to their Key West experience.
Amenities include a clothing-optional sundeck, pool, 15-person jacuzzi, gym, complimentary happy hour every evening, and a continental breakfast every morning. Now it’s an award-winning, clothing-optional resort for gay men and one of the most popular in Key West. Island House has won a variety of awards from BOYZ and Out Traveler magazines, as well as top recognition from TripAdvisor.
Alexander’s Guest House – Island Oasis Boasting Tropical Elegance
Located on a quiet neighborhood street in the heart of Key West’s Old Town, this beautifully restored Key West Conch house, built in 1902, is proudly gay-owned and operated.
All three companies have inclusive policies and support the LGBT+ community. Equator Resort
Clothing-optional resort for men only NOTE: Equator Resort announced in early 2023 that they’ll be closing permanently in January 2024
Tucked away in a prime location close to Duval Street, Equator Resort is another men-only retreat that offers a clothing-optional pool and sundeck.
But for those specifically wanting a gay property—and perhaps even a clothing-optional resort—we’ve narrowed down the list to our top 5 gay hotels and resorts in Key West.
Why Stay at a Gay Resort in Key West?
The concept of LGBTQ+-specific travel started in the 1970s and was pioneered by Hans Ebensten, who began taking gay men on tours rafting through the Grand Canyon and to Carnival in Rio de Janeiro.
Getting naked when you’re in a new and unfamiliar space is a powerful reminder that beauty transcends societal standards, and embracing nudity in a supportive environment can be a catalyst for increased self-confidence and self-acceptance.
In essence, visiting a nudist hotspot while traveling isn’t just about shedding clothes; it’s about shedding inhibitions, embracing vulnerability, and opening oneself to new ideas and ways of existing. It’s an opportunity to break free from the constraints of everyday life and experience the exhilaration that comes with embracing a more authentic and liberated version of oneself in a novel and accepting environment.
Nude & Clothing-Optional Places in Key West
Here are five top places where you can embrace the freedom of a clothing-optional space in Key West.
The next, you’re watching an older couple laugh over cocktails while two guys—who clearly just met—make out nearby like it’s their honeymoon. Start planning your trip to Island House Key West. And what might surprise you is how often those casual moments turn into real, lasting connections.
Here’s where it gets good:
Why You Should Get Naked
Let’s be real: there’s something freeing about stripping down—physically and emotionally.
As LGBTQ+ people became more visible and acceptance grew, several companies began creating trips specifically for the LGBTQ+ community. But there are also silver foxes, dad bods, twinks, bears, shy guys, and bookworms deep in their Real Housewives memoirs.Nobody’s judging you except… you. The beautifully landscaped tropical gardens provide an intimate setting for guests to relax and enjoy the warm Florida weather.
The guest house’s commitment to creating a liberating environment is reflected in its clothing-optional amenities, allowing visitors to unwind in a tranquil and accepting atmosphere.
The grounds are a stunning oasis of tranquility, featuring a pool, jacuzzi, sun loungers, clothing-optional sun decks, delicious breakfast, and a friendly happy hour with complimentary cocktails.
And guess what? Two on-site restaurants, Red Shoe Island Bistro and Pizza Joe’s, offer an array of tasty Key West eats and drinks.
misterb&b – A Home Away From Home
If you’re looking to live like a gay local when you visit Key West, check out the hundreds of accommodations available on Misterb&b. Small gay resort towns became popular in the ’80s and ’90s in places like Palm Springs, Fort Lauderdale, and Provincetown.
If you’ve never stayed at a gay resort but are thinking about booking one, you should definitely consider some of these benefits below:
Easy to meet new people – Most gay resorts offer social activities where you can meet other travelers, which is common in many of the gay resorts in Key West.
You’ll find men of all ages staying at the resort and from all over the world, too. This is where you’ll spot rainbow crosswalks and can easily visit the most popular gay bars and nightlife.
Parties and events – Some gay resorts in Key West host events or other parties and social gatherings at their properties.
And with rooms that blend comfort and intention—with memory foam beds for late-night recovery, mood lighting for whatever the moment calls for, and yes, even bidets.
What does “clothing-optional” really mean? Exactly what you think. But step inside, and boom—you’ll know you’re in for something special—equal parts paradise and party, with a side of “I never want to leave.”
From a 24-hour pool to a cruisy sauna and gym, Island House invites you to relax, connect, and just be.
Once you’ve floated in the pool in your full glory, undies start to feel like a scam.
Nudity leads to connection—whether you’re solo or with a partner. There is a wide variety of well-appointed guest rooms, suites, and apartments that are perfect whether you are traveling solo or with a group.
It offers an alternative lens through which to view oneself and others, promoting body positivity and a celebration of diverse forms of beauty.
In these nudist spaces, the emphasis shifts from the superficial to the genuine connections and shared experiences, creating a sense of camaraderie among individuals who are united by a shared desire for authenticity.