EventsKey West Bear Weekend

Key West Bear Weekend returns to heat up November!

After a very difficult year in 2020, Key West Bear Weekend is officially back in 2021! 

Key West Bear Weekend 2021 will be held from Wednesday, November 3 to Sunday, November 7, and will feature the usual line up of pool parties, themed party nights and the return of the Mr. Key West Bear contest. More info on the schedule will follow soon, but we know that the organizers are working hard to make sure that Key West Bear Weekend is the fun, exciting return to normalcy that we all need!


Tickets are available to purchase now at Use code ‘KWBW’ to get your exclusive 20% off Bear World Magazine discount from now through to April 30th!

Purchase the KWBW All Access Pass today for $80. This pass includes entry to all official events during Key West Bear Weekend and daily access to the Island House Key West Resort guest facilities, including the pool, gym, hot tub, sauna and their legendary play room!

The KWBW VIP Gold Pass is available for $120. This pass also includes entry to all official events during Key West Bear Weekend and aily access to the Island House Key West Resort guest facilities. It also includes instant access to all events, so you don’t have to wait in line, and entry into the VIP party featuring a private concert with more information to be announced soon!


The host hotel for Key West Bear Weekend is Island House Resort. Other hotel options for the weekend include the New Orleans House and Equator Resort. 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!

Island House Key West

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. Their Health Club which includes a gym and Spa area with sauna, steam room and Jacuzzi. Their large heated pool and Jacuzzis are open 24 hours a day!  

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

They also have a free happy hour every evening which is quite festive, and provides an opportunity to get to know other guests. 

10% off all returning hotel guests!

Visit or call 1-800-890-6284 to book today!

New Orleans House

The New Orleans House is the only all gay, all male guest house on Duval Street! Located in the heart of old town Key West, you will be just steps away from everything Key West offers.

Guests at the New Orleans House 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 their pool and hot tub.

Some of their 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.

For more information about the New Orleans House and to book, visit!

Equator Resort

Equator Resort believes that all the typical male-only resort expectations can be met without sacrificing class or service. Now, complete that with an all-male, clothing optional environment that prides itself in guest privacy and comfort.

Tucked away in the heart of Old Town Key West, the Equator Resort is just three blocks from Historic Duval St., roviding easy access to a city filled with history, culture, festivity and most of all relaxation.

The resort offers a large, lush and open private setting with two heated pools and two hot tubs. Comprised of five historic properties, each room is unique and offers its own charm all with private baths and spacious.

Visit to book!

Visit  for more information on everything and to register for updates!

When travelling, we encourage you to adhere to all local, national and international health guidelines. Have a safe vacation!

BWM Staff

Our Staff Writing Team works hard to bring you great content and share news & events from the bear community and beyond.