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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

Welcome to Alexander's Guesthouse, an all inclusive gay & lesbian friendly resort catering to the LGBTQ community. Located in Key West FL, Alexander's Guesthouse is a lovingly restored Key West Conch house built in 1902, boasting beautiful, original pine floors and stately windows. Decorated with a tropical elegance, a homey atmosphere is thoughtfully created. Alexander's is a retreat for the soul… comfortable beds with crisp white linens, a pool and jacuzzi to melt cares away, delicious breakfasts to rejuvenate with and a friendly Happy Hour where guests are invited to mix and mingle with complimentary cocktails. Full concierge services available, we will be happy to help you plan activities, assist you in your dining choices and secure your reservations. Together we will create your dream vacation. Please note this is an adult property for guests 21 and over.
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.
Welcome to one of the prettiest hotels in Key West, where elegant guestrooms, cottages, and suites are the perfect choice for visitors seeking the highest level of luxury for an adults only and gay friendly Key West vacation. This hotel offers two outdoor pools and Duval Street with all it's gay nightlife is a 1-minute walk away, and Key West Butterfly and Nature Conservatory is 3 minutes' drive from the hotel. A private balcony or patio with property views is provided in all rooms at The Gardens Hotel Key West. A flat-screen cable TV, ironing facilities, and a refrigerator are also featured in each room. Free Wi-Fi is available for guests. Guests can also take advantage of on-site bicycle hires, massage services, and concierge services. Live jazz music is performed in the gardens every Sunday evening as well for guests to enjoy. The Key West Shipwreck Museum, Key West Aquarium, and Conch Tour Train are all located less than 2 km away. The Ernest Hemingway Home and Museum is 500 m away from The Gardens Hotel.
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.

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

Welcome to Alexander's Guesthouse, an all inclusive gay & lesbian friendly resort catering to the LGBTQ community. Located in Key West FL, Alexander's Guesthouse is a lovingly restored Key West Conch house built in 1902, boasting beautiful, original pine floors and stately windows. Decorated with a tropical elegance, a homey atmosphere is thoughtfully created. Alexander's is a retreat for the soul… comfortable beds with crisp white linens, a pool and jacuzzi to melt cares away, delicious breakfasts to rejuvenate with and a friendly Happy Hour where guests are invited to mix and mingle with complimentary cocktails. Full concierge services available, we will be happy to help you plan activities, assist you in your dining choices and secure your reservations. Together we will create your dream vacation. Please note this is an adult property for guests 21 and over.
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.
Welcome to one of the prettiest hotels in Key West, where elegant guestrooms, cottages, and suites are the perfect choice for visitors seeking the highest level of luxury for an adults only and gay friendly Key West vacation. This hotel offers two outdoor pools and Duval Street with all it's gay nightlife is a 1-minute walk away, and Key West Butterfly and Nature Conservatory is 3 minutes' drive from the hotel. A private balcony or patio with property views is provided in all rooms at The Gardens Hotel Key West. A flat-screen cable TV, ironing facilities, and a refrigerator are also featured in each room. Free Wi-Fi is available for guests. Guests can also take advantage of on-site bicycle hires, massage services, and concierge services. Live jazz music is performed in the gardens every Sunday evening as well for guests to enjoy. The Key West Shipwreck Museum, Key West Aquarium, and Conch Tour Train are all located less than 2 km away. The Ernest Hemingway Home and Museum is 500 m away from The Gardens Hotel.
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.

Other Cruising Spots in Key West

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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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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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.  


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!

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