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Key West Gay Cruising

Discover where to find the gay cruising action in Key West, Florida. GayMapper has all the information about the gay cruising spots in and around the city. As always, be conscious of your personal safety when meeting strangers.

Key West Hotel Deals

Grab a great deal on your trip with GayMapper's hotel partners

Ridley House, the former Cypress House, is a romantic Key West hotel located in the heart of Old Town. This gay friendly boutique hotel is just 10 minutes' walk from Duval Street and Key West's nightlife and dining options. It offers a daily continental breakfast. Guests can enjoy the on-site outdoor pool. Museums, water-sports and shopping are located within walking distance of the property. The Southernmost Point of the USA is 1.6 km away. Mallory Square and the Key West Aquarium are also less than 7 minutes' walk away.
Located just steps from Key West's famous Duval Street, this gay friendly, luxury hotel offers an outdoor infinity pool with a waterfall. Free WiFi access is given to guests. A 42-inch flat-screen TV comes standard in every The Saint Hotel Key West, Autograph Collection guestroom. En suite ironing facilities and a private bathroom, complete with a bathrobe and shower, are also provided. At The Saint Hotel Key West, Autograph Collection, Autograph Collection, daily maid service and concierge services are available for guests' convenience. Guests can use the bicycle services to explore Key West and enjoy free on-site parking. On-site Burgundy Bar offers a breadth of drinks and cocktails for guests while Tempt Restaurant serves American dishes. The inn is 480 m from Key West Aquarium and 480 m from Mallory Square. Key West International Airport is 9 minutes' drive.
Over the years La Te Da has evolved into one of the most sophisticated venues in the Keys while meticulously maintaining a true old-world Key West style. The tradition of excellence is stronger than ever at the gay friendly La Te Da, offering beautifully appointed guestrooms, great entertainment, gourmet dining and exciting bars, all cared for by a warm and courteous staff. Located on Duval Street in Key West, La Te Da welcomes adult guests with a restaurant and bar. Every room has a flat-screen TV with cable channels. Extras include free toiletries and a hairdryer. A concierge service is available at the adults-only property. Southernmost Point is 300 m from La Te Da, while the Ernest Hemingway Home and Museum is 300 m away.
The adults only and gay friendly Paradise Inn is the perfect place to daydream and relax in Key West amid its artful collection of quaint cottages and beautiful gardens. It's a place to treat yourself to your own private Key West cottage in a lush setting. Paradise Inn is conveniently located for the gay vibes of Key West and features landscaped grounds with brick paths and a lotus pond with koi and tropical turtles. A complimentary continental breakfast is served in the lobby. The suites at Paradise Inn - Adult Exclusive include a sitting area with cable TV. A microwave, refrigerator, and coffee facilities are furnished in each accommodation. Free WiFi is provided. Enjoy complimentary wine and cheese hour on site at Paradise Inn. Additional amenities include an outdoor pool with a fountain feature and an outdoor hot tub. The hotel is happy to arrange sightseeing tours. Higgs Beach and the Key West Aquarium are 5 minutes' drive from Paradise Inn. The Key West Museum-Art & History is a 15-minute walk away.

Cruising Bars in Key West

Bourbon Street Pub

Bourbon Street Pub

Drag, Outdoor Seating, Dancers, Cruising

Key West's original and only video bar brings a New Orleans inspired space to this small-town gay scene. The venue includes a male only garden bar where clothing is optional, and you'll find guys hanging out by the pool or in the jacuzzi. See what's on in the theatre space or head inside for one of the other bars. There are regular themed nights, drag shows, and cute dancers to entertain a mostly male crowd.
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One Saloon

One Saloon

Older Crowd, Fetish, Outdoor Seating, Cruising

This unassuming place located in the Bourbon Bar complex is the only male only leather bar in the city, catering to a super masculine and pretty cruisey crowd. There's a dungeon to explore, regular themed nights, drinks specials, and a welcoming atmosphere that lets you party however you like until late. Every Friday at midnight the bar hosts "Cock Shot".
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Key West Hotel Deals

Grab a great deal on your trip with GayMapper's hotel partners

Ridley House, the former Cypress House, is a romantic Key West hotel located in the heart of Old Town. This gay friendly boutique hotel is just 10 minutes' walk from Duval Street and Key West's nightlife and dining options. It offers a daily continental breakfast. Guests can enjoy the on-site outdoor pool. Museums, water-sports and shopping are located within walking distance of the property. The Southernmost Point of the USA is 1.6 km away. Mallory Square and the Key West Aquarium are also less than 7 minutes' walk away.
Located just steps from Key West's famous Duval Street, this gay friendly, luxury hotel offers an outdoor infinity pool with a waterfall. Free WiFi access is given to guests. A 42-inch flat-screen TV comes standard in every The Saint Hotel Key West, Autograph Collection guestroom. En suite ironing facilities and a private bathroom, complete with a bathrobe and shower, are also provided. At The Saint Hotel Key West, Autograph Collection, Autograph Collection, daily maid service and concierge services are available for guests' convenience. Guests can use the bicycle services to explore Key West and enjoy free on-site parking. On-site Burgundy Bar offers a breadth of drinks and cocktails for guests while Tempt Restaurant serves American dishes. The inn is 480 m from Key West Aquarium and 480 m from Mallory Square. Key West International Airport is 9 minutes' drive.
Over the years La Te Da has evolved into one of the most sophisticated venues in the Keys while meticulously maintaining a true old-world Key West style. The tradition of excellence is stronger than ever at the gay friendly La Te Da, offering beautifully appointed guestrooms, great entertainment, gourmet dining and exciting bars, all cared for by a warm and courteous staff. Located on Duval Street in Key West, La Te Da welcomes adult guests with a restaurant and bar. Every room has a flat-screen TV with cable channels. Extras include free toiletries and a hairdryer. A concierge service is available at the adults-only property. Southernmost Point is 300 m from La Te Da, while the Ernest Hemingway Home and Museum is 300 m away.
The adults only and gay friendly Paradise Inn is the perfect place to daydream and relax in Key West amid its artful collection of quaint cottages and beautiful gardens. It's a place to treat yourself to your own private Key West cottage in a lush setting. Paradise Inn is conveniently located for the gay vibes of Key West and features landscaped grounds with brick paths and a lotus pond with koi and tropical turtles. A complimentary continental breakfast is served in the lobby. The suites at Paradise Inn - Adult Exclusive include a sitting area with cable TV. A microwave, refrigerator, and coffee facilities are furnished in each accommodation. Free WiFi is provided. Enjoy complimentary wine and cheese hour on site at Paradise Inn. Additional amenities include an outdoor pool with a fountain feature and an outdoor hot tub. The hotel is happy to arrange sightseeing tours. Higgs Beach and the Key West Aquarium are 5 minutes' drive from Paradise Inn. The Key West Museum-Art & History is a 15-minute walk away.

Other Cruising Spots in Key West

Smathers Beach

Smathers Beach

Mixed Ages, Cruising

Located close to Duval Street where much of the gay life is in Key West, you'll find Smathers Beach. It's possibly the most popular beach with the gay crowd in the area, but the crowd is mixed and be aware that public nudism is illegal, so keep your trunks on! The beach is just over two miles long and gets busy with a wide variety of guys and gals.
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Island House Key West

Island House Key West

Men Only, Cruising

Island House is a private, male-only, and clothing-optional resort in Old Town Key West. It features a beautiful poolside cafe and bar, heated pool, and jacuzzis. Inside there are luxury rooms, so stay and enjoy a full gym, sauna, steam room, and video lounge. It's no surprise that Island House has been consistently named 'the best gay men's resort in the world" and is a favourite cruising spot for local gay guys. If you're not staying at the hotel, it's possible to purchase a day pass to access the clothing optional pool, bar and spa areas.
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Tours & Experiences in Key West

Key West has always had a taste for eccentricity, which is precisely why it works. Visit the Hemingway Home, pose at the Southernmost Point or head out on a sunset cruise, then wander back towards Duval Street and see where the evening takes you.


Gay friendly hotels in Key West

Key West is compact and wonderfully easy to explore, so staying in Old Town puts most of what you’ll want within walking distance. Duval Street and the surrounding streets are home to much of the island’s gay nightlife, restaurants and entertainment, with the waterfront and major attractions nearby too. GayMapper’s recommended hotels include gay and LGBTQ+ friendly guesthouses, adults-only stays, characterful historic properties and more luxurious escapes – perfect whether you want to join the party or disappear behind a palm tree for a few days.

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