Gay Key West Events

Gay Key West Events include the Tropical Heat parties, the Headdress ball, the Bear Weekend, Key West Pride and the New Years eve celebrations.

Gay New Years Eve Key West

From: Dec. 31.2023 - To: Dec. 31.2023

Tuesday, Dec 2nd, 2014

Celebrate a Gay New Years Eve Key West style at the Shoe Drop, the official countdown to the new year on Bourbon Street with amazing shows and after parties

Conch Republic Celebration & Drag Race Key West

Conch Republic Celebration and Drag Race Key West

From: Apr. 20.2024 - To: Apr. 29.2024

Friday, Mar 31st, 2023

Celebrate a unique event during the Conch Republic Days celebration as lavish "dragsters" entertain audiences while attempting to outpace their rivals.

Key West Gay Pride

From: Jun. 05.2024 - To: Jun. 09.2024

Monday, Oct 20th, 2014

Celebrate Key West Gay Pride on a tropical island that is legendary for its laid back style and its open and accepting atmosphere.

Key West - Fantasy Fest

From: Oct. 18.2024 - To: Oct. 27.2024

Sunday, Oct 2nd, 2016

Fantasy fest takes place in Florida's gay heaven, Key West, an annual 10-day party in paradise for grown-up

Key West Bear Weekend

From: Oct. 30.2024 - To: Nov. 03.2024

Friday, Jul 13th, 2018

The Bears don't hibernate in the Winter.. the smart ones head to Key West every November,for a weekend of fun and relaxation!

The Key West Annual Headdress Ball

From: Nov. 24.2024 - To: Nov. 24.2024

Monday, Jul 30th, 2018

The Key West Annual Headdress Ball 2020 is an annual gala in aid of LGBT charities. This unique competition allows contestants to go “head to head”

Tropical Heat Key West

Awaiting dates

Thursday, Jul 28th, 2016

TROPICAL HEAT is Key West’s “HOTTEST” event for men! The temperature is not the only thing that will rise during Tropical Heat.

Bone Island Bear it All Weekend

Awaiting dates

Sunday, Nov 16th, 2014

Bone Island Bear it All Weekend in Key West is one of the hottest gay nudist weekends in the USA attracting thousands of guys from around the world.

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