Gay clothing optional resort key west

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However, the high season is from December to March when many escape the cold winter weather up north. Yes, there are Adonises with tan-line-free confidence. And guess what? A hot tub hang with strangers can easily lead to dinner at the Island House café—where, yes, you can still be naked, and yes, the food is ridiculously good.

From Flirtation to Friendship

Island House is a social butterfly’s dream.

It’s a very open environment where you can relax and be yourself.

Clothing Optional Gay Hotels and Resorts in Key West

Island House Key West – Luxury Playground in Paradise

A gay guest house since 1974, the current owners purchased the property in 1999 and completely renovated the complex.

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3 Best Gay Resorts & Hotels in Key West for Your Next Visit

From Miami, Key West is a scenic 3.5-hour drive down Florida’s Overseas Highway (US 1). 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.

Trust us—lean into the experience, and you might just walk away with more than a tan. The energy is laid-back and welcoming—even surprisingly sweet. Bourbon Street Pub (backyard)

Clothing-optional bar & club (outdoors) for men only

Situated on the iconic Duval Street, this clothing optional bar serves as a welcoming hub for both locals and visitors, offering a lively atmosphere and a range of entertainment options.

It’s not just a resort—it’s a sanctuary of freedom, joy, and that gay Key West magic.

Curious about what makes Island House so unforgettable? By my second visit, I stopped worrying and just leaned in. Garden of Eden

Clothing-optional dance club (outdoors) for men & women

Perched atop the Bull and Whistle Bar on Duval Street, the Garden of Eden offers a unique clothing-optional rooftop experience in Key West.

And like any fabulous party, knowing the vibe and the etiquette can make all the difference. Life-changing. That breeze-on-your-bits feeling? Being this open strips away the layers (pun intended) and can bring you closer, to others and yourself. All rooms are private and have a clothes-hanging rack, luggage storage, small bureau, USB alarm clock, electronic safe, ice bucket, and small refrigerator.

gay clothing optional resort key west

And somehow, it all feels perfectly normal.

That’s the magic: Island House isn’t about “hot guys only”—or “No Fats, No Fems,” to use Grindr parlance. You can spend the afternoon meeting other guests and easily connect with other guys during your visit.

Location – Most gay guest houses in Key West are well-located within or near the gay area of Duval Street, between Angela and Petronia Streets.

When it’s time to head out for dinner and a night on the town, you’re just minutes from Duval Street and all the action.

New Orleans House – No-frills Guest House on Duval Street

This is the only gay, all-male guesthouse on Duval Street. Many couples say they leave Island House feeling more bonded—and way more turned on.

The best part?

The entire place is full of LGBTQ+ guests, and the staff has been extensively trained to provide a welcoming and gay-friendly experience. All three companies have inclusive policies and support the LGBT+ community.