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Havana Cabana – a new Hotel for Key West Bear Weekend

Havana Cabana joins Key West Bear Weekend with a great rate! With KWBW growing bigger every year, we wanted to make sure we had as much friendly accommodation available as possible.

So, say hello to Havana Cabana with room rates starting from just $250 per night with our special rate!

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. 

Alongside the scheduled activities, make the most of your time around Key West by exploring the restaurants, shops and galleries. The Key West Bear Weekend wristband will provide a range of discounts and exclusive deals (more info to follow).

Also, don’t forget to use the Duval Loop free shuttle service – more info here

For more information on the full schedule of events, head here. This year we are having more fun than we have ever had, make sure to save on party entry fees by securing your weekend pass, at only $135 – buy your weekend passes now!

This pass includes: 

  • Entry to all official Key West Bear Weekend events – including pool parties and night time parties
  • Daily access to the Island House Key West Resort guest facilities including pool, gym, hot tubs, sauna and legendary play room!
  • Discounts at select shops, bars and restaurants around Key West

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Richard Jones

Richard is the Co-Founder of Gray Jones Media, the parent company of Bear World Magazine, and was the magazine's creator and editor for its first three and half years. He is busy developing the business in many other directions, but loves coming back to contribute when he can.