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We offer several amazing options below, these hotels all have outstanding ratings, offer incredible amenities and are within walking distance of all the Key West Bear Weekend events.


The Island House Resort's luxurious guest facilities are available to all KWBW ticket holders even if you're not staying at the Island House Resort. Get your KWBW passes today while they last.


Island House Key West

The Island house is the host hotel of Key West Bear Weekend. 

Island House is an award-winning gay resort in Old Town Key West, set in a completely secure private compound where the choice to wear something, or nothing at all, is yours.

Our large heated pool and Jacuzzis are open 24 hours a day.

Our Health Club which includes a gym and Spa area with sauna, steam room and Jacuzzi is the most complete in Key West.  10% off all returning hotel guests.

Our café, which has been rated one of the best in Key West, serves breakfast, lunch, dinner, and an overnight menu poolside. Our menus feature American favorites with Caribbean touches. The bar offers beer, wine, champagne, mixed drinks, and tropical specialties all day and all night.

We have a free happy hour every evening which is quite festive, and provides an opportunity to get to know other guests. or call 1-800-890-6284

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Havana Cabana

3420 N Roosevelt Blvd, Key West, FL 3304

Havana Cabana is Key West's newest adult only resort with the island's largest pool! The resort is a destination steeped with charm and character. From classic cars out front, to mojitos and great music poolside, the nostalgic influences from the art and culture of their neighbors in Cuba. Named one of Florida’s Top 10 Resorts by Travel + Leisure, Havana Cabana is a lush escape from reality where the best of Key West is experienced with an intoxicating Cuban flair.


A free shuttle service runs from the Resort to Duval Street and airport transfers can also be arranged. 

While the Resort is slightly away from the action, the benefit is the room rate. The generous 30% discount room rate sees prices start from ONLY $250 a night!

Click here to book our special Key West Bear Weekend rate. 

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La-Te-Da Hotel

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 La Te Da offering beautifully appointed guestrooms, great entertainment, gourmet dining and exciting bars, all cared for by a warm and courteous staff.

Rooms are being held exclusively for Key West Bear Weekend. To check availability and to book, you MUST call the reservations line as they will not show up online - (305) 296-6706 

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Alexanders Guesthouse

We are an LGBTQA guesthouse which means all humans are welcome, of course, but we also hold an especially safe space for members of the Lesbian, Gay, Bi, Trans & Queer groups. We welcome all Allies as well.

We love all Humans! In Key West, we live by the inclusive motto that we are One Human Family.

We promote love, acceptance and respect for all. Thank you everyone for your support over the years.

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