From: Thursday, Nov 4th, 2021
To: Sunday, Nov 7th, 2021
Key West Bear Weekend 2021
The Bears don’t hibernate in the Winter.. the smart ones head to Key West every November,for a weekend of fun and relaxation!
Events take place across Key West and are open to everyone. Arrive on the Friday of the event for the Meet and Greet Happy Hour.
Don’t miss the Bubble Bear Foam Party at the world-famous Bourbon Street Pub at 724 Duval Street. Go-Go Bears. live DJ’s, a pool and hot tub filled with hot bubbly bears make for one of Key West Bear Weekend’s hottest events!
On Saturday, The Leather Master at 418 Appelrouth Lane is offering a unique shopping experience to our bears which includes an open bar and clothing optional shopping. On Saturday night The LEATHER MASTER KEY WEST brings to you the first ever Mr. Key West Bear Contest at the BACK BAR, 11 Duval Street.
On Sunday, The Bear Ass Tea takes place at The Island House at 1129 Fleming Street as locals and visitors alike gather for this frisky clothing-optional shindig!
Finally on Sunday evening Beards and Bears get ready to “SISSY THAT WALK”! Category is, BEARDED BUTCH QUEEN REALNESS!
Get dressed up in your fiercest bearded/butch queen looks. We meet at the Aqua Night Club 711 Duval St at 7pm for cocktails to work up our nerve then we hit the town for an epic bar crawl at 8pm sharp.
Drag is not required but encouraged. Also, comfortable shoes are recommended for those cobblestone streets… Don’t be a hero!
Don’t miss the highlight of the event, FURBALL, Key West Bear Weekend’s Main Event at the Side Bar 504 Angela Street featuring Joe Fiore’s world famous bear/gear dance party.
Most of the gay bars in town are clustered along colourful Duval Street so we have found hotel that keep you close,
Gay Map of Key West
Most of the gay bars in town are clustered along colorful Duval Street, in the historic district, which is also home to dozens of fun shops and inviting restaurants.
Recommended Apartments in Key West
Private two story duplex with balcony on Duval Street. Fantastic location in the heart of Old Town within easy walking distance of restaurants and historic sights. You must be 21 or older to make a reservation.
You’ll be mere steps from dining, shopping, nightlife, & a wide variety of attractions at this darling Key West home, perfectly situated on a hidden lane in the heart of Old Town. Features a wonderful wrap-around porch
This charming one bedroom unit accommodates two guests. Located in the Truman Annex, a quiet oasis teeming with lush vegetation yet right by the bustle of Old Town, its gated community has security & a heated pool.
located in Old Town less than a 1/2 block from Duval St. & just a few blocks from the Southernmost Point, Hemingway House & many other Key West attractions. Bella Vita features a wrap-around porch with chairs
Video of Key West Bear Weekend
Key West Bear Weekend Nov 8th-11th 2018
Recommended Hotels in Key West
Check out a selection of our favourite hotels in Key West, close to all of the gay bars and clubs and offering great service and value for money.
3 Star, Adult Only
10 bedroom guest house with an outdoor heated pool, continental buffet breakfast, and free WiFi.