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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

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.
NYAH is a new kind of gay friendly, adults-only hotel that has been designed to accommodate the modern traveler. Actually, travelers to be exact. As the hottest hostel in Key West, you're bound to have the time of your life here in the Keys! This hostel/bed and breakfast welcomes guests to Old Town, Key West and boasts a free continental breakfast, 3 outdoor pools and a hot tub. The Ernest Hemingway Home and Museum is 15 minutes' walk away. Free WiFi access and a flat-screen cable TV are provided in each room at this Key West NYAH - Adult Exclusive. Guests can stroll through the garden or ask the tour desk for area recommendations. The 24-hour reception offers luggage storage. The nightlife, shops, and art galleries of Duval Street are 9 minutes' walk from the property. Key West Aquarium and Key West Cruise Port are each 1.2 km away.
The New Orleans House is the only gay all-male guest house on Duval Street. It is located in the heart of Old Town Key West, so you will be just steps away from everything Key West offers. Visit the shops and the fine art galleries. Enjoy the exciting nightlife as well as many different kinds of entertainment. Guests start their day with a continental breakfast served on the Grand Balcony overlooking Duval Street. Then, it's time to bask in the sun on the private sun deck overlooking our pool and hot tub (restricted to Men Only*). Our pool-side garden bar is open to the public, as well as clothing-optional and restricted to men only*. Some of our guests stay in rooms located above the Bourbon Street Pub, which is where all of the action takes place! Here, the party goes on until 4:00 AM. Please bear in mind that some of the rooms at the New Orleans House are located above the dance floor. Quieter rooms are available. If you prefer a quieter room, please advise us when making your reservation. The Bourbon Street Pub hosts many different parties with live entertainment throughout the year. This is where you'll find the best male dancers in all of the Florida Keys and so much more. * On Tuesday Nights, starting at 5 PM, it's "Ladies Night" at the garden bar. This weekly event is open to women while the upper sundecks remain men-only. The Friday Tea Dance is also an all-welcome dance pool party from 5 to 8 PM.
Located in the heart of Old Town Key West, the gay friendly Simonton Court Hotel and Inn is a block from Duval Street and 3 blocks from Mallory Square and the historic seaport. The Ernest Hemingway Home and Museum is also a short walk away This Florida adult-only inn offers complimentary, light continental breakfast and free Wi-Fi access. A TV, telephone, and a refrigerator are included in all rooms at Key West's Simonton Court. A balcony or patio is also featured in addition to an en suite bathroom. Guests can enjoy swimming any one of the 4 on-site outdoor pools, use the bicycle hire, or relax in the garden. A concierge service and daily maid service are also available. The Southernmost Point of the continental United States of America is 5 minutes' drive from the inn. Mallory Square is 2 minutes' drive from the property, and Smathers Beach is 4.2 km away.

Cruising Bars in Key West

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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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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Key West Hotel Deals

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

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.
NYAH is a new kind of gay friendly, adults-only hotel that has been designed to accommodate the modern traveler. Actually, travelers to be exact. As the hottest hostel in Key West, you're bound to have the time of your life here in the Keys! This hostel/bed and breakfast welcomes guests to Old Town, Key West and boasts a free continental breakfast, 3 outdoor pools and a hot tub. The Ernest Hemingway Home and Museum is 15 minutes' walk away. Free WiFi access and a flat-screen cable TV are provided in each room at this Key West NYAH - Adult Exclusive. Guests can stroll through the garden or ask the tour desk for area recommendations. The 24-hour reception offers luggage storage. The nightlife, shops, and art galleries of Duval Street are 9 minutes' walk from the property. Key West Aquarium and Key West Cruise Port are each 1.2 km away.
The New Orleans House is the only gay all-male guest house on Duval Street. It is located in the heart of Old Town Key West, so you will be just steps away from everything Key West offers. Visit the shops and the fine art galleries. Enjoy the exciting nightlife as well as many different kinds of entertainment. Guests start their day with a continental breakfast served on the Grand Balcony overlooking Duval Street. Then, it's time to bask in the sun on the private sun deck overlooking our pool and hot tub (restricted to Men Only*). Our pool-side garden bar is open to the public, as well as clothing-optional and restricted to men only*. Some of our guests stay in rooms located above the Bourbon Street Pub, which is where all of the action takes place! Here, the party goes on until 4:00 AM. Please bear in mind that some of the rooms at the New Orleans House are located above the dance floor. Quieter rooms are available. If you prefer a quieter room, please advise us when making your reservation. The Bourbon Street Pub hosts many different parties with live entertainment throughout the year. This is where you'll find the best male dancers in all of the Florida Keys and so much more. * On Tuesday Nights, starting at 5 PM, it's "Ladies Night" at the garden bar. This weekly event is open to women while the upper sundecks remain men-only. The Friday Tea Dance is also an all-welcome dance pool party from 5 to 8 PM.
Located in the heart of Old Town Key West, the gay friendly Simonton Court Hotel and Inn is a block from Duval Street and 3 blocks from Mallory Square and the historic seaport. The Ernest Hemingway Home and Museum is also a short walk away This Florida adult-only inn offers complimentary, light continental breakfast and free Wi-Fi access. A TV, telephone, and a refrigerator are included in all rooms at Key West's Simonton Court. A balcony or patio is also featured in addition to an en suite bathroom. Guests can enjoy swimming any one of the 4 on-site outdoor pools, use the bicycle hire, or relax in the garden. A concierge service and daily maid service are also available. The Southernmost Point of the continental United States of America is 5 minutes' drive from the inn. Mallory Square is 2 minutes' drive from the property, and Smathers Beach is 4.2 km 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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Recommended gay friendly hotels in Key West

There are plenty of gay friendly places to stay in Key West, Florida, and at GayMapper, we want to make sure you get great value and a good experience, so check our recommendations below for Gay Friendly hotels. As an LGBTQ+ traveller, it's important to stay somewhere welcoming, with great value and maybe near to gay venues. Treat yourself to a luxury hotel, choose a quaint guest house or stay budget and spend what you save on partying! Please support GayMapper by checking out our hotel deals in Key West, Florida as this helps us to keep the site updated with all this useful information!

Tours & Experiences in Key West

Make the most of your travels by pre-booking our popular tours and experiences.  There's a whole range of options, from cultural and historical to food, drink and nightlife.  Get under the skin of your destination, and book a tour or experience now.  

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