Key West is now a year round destination. Seriously! Gone are the days of a “slow off-season.” This little island has something going on all the time, and Gay Key West keeps pace with fun annual events that bring visitors down to kick back and enjoy everything that the island has to offer. From Key West Pride in early summer to Tropical Heat during the dog days of August to Womenfest just after Labor Day—there is always a blast to be had in Gay Key West.
Key West Pride
June 7-11, 2017
Celebrate PRIDE on a tropical island that is legendary for its laid back style and its open and accepting atmosphere. Whether you’re looking to party with friends, travel with family, or get lost in the magic of our tropical island, rediscover Key West and discover how one island’s One Human Family philosophy has created one of the most integrated and unique communities in the world. Show us your pride, we will show you our Key West Pride! Our welcoming island invites you to join us at Key West Pride! Visit: keywestpride.org for more information.
Key West Tropical Heat
August 16-20, 2017
TROPICAL HEAT is Key West’s “HOTTEST” event for men! The temperature is not the only thing that will rise during Tropical Heat. The all-male theme parties, pool parties, and adult-oriented entertainment promises to be HOT! August on the Island is always HOT, but during Tropical Heat it promises to be STEAMY! Four days of hot guys and fun, the best way to experience Key West. Visit: tropicalheatkw.com for more information.
Womenfest Key West
September 6-10, 2017
Key West welcomes women from across the globe to an annual celebration that has become one of the largest gatherings of lesbians and friends in North America—Womenfest! Each year thousands of ladies come together over the Labor Day weekend and stay for a wide range of activities and events during four days of revelry and fun. Key West boasts restaurants that offer remarkable cuisine year round, watering holes that offer authentic, tropical libations and shops that can’t be found anywhere else. Of course the most popular activity during Womenfest usually involves a chaise lounge, a good book, sunscreen and a killer margarita. Come join us on our little island that is close to perfect but far from normal for this fabulous event that gets bigger and better every year! Visit: womenfest.com for more information.
Hot Pink Holidays
December 2-3, 9-10 & 16-17, 2016
Please, Merry! Key West puts the “Ho Ho Ho” in the holidays this year with four days of festivities in the Tropics. Shoppers looking for amazing bargains and discounts will love dozens of island retailers offering serious deals for the savvy consumer. Celebrate with “Sandy Claws” at happy hour or join in the traditional Hometown Holiday Parade that the whole island turns out for or jump on the Conch Train Christmas Lights Tour or go caroling with the bubbas at the Historic Bight or get your late night groove on at a local watering hole. There really is no better way to get into the holiday spirit than to come down for some island shoppin’ and relaxin’. So don your “gay apparel” and book your trip now for Hot Pink Holidays! Visit: hotpinkholidays.org for more information.
October 27, 2016
Get out your feathers, glue guns and ribbons, because it’s time for the Key West Business Guild’s annual fundraising extravaganza, the 33rd Annual Headdress Ball, on Tuesday evening, October 27. The famous elaborate headdress competition with “over the top” entertainment, is Fantasy Fest’s premier gay and lesbian event. Cash prizes for categories, held rain or shine. Doors open at 7 pm. and the show begins at 8 pm. Visit: headdressballkeywest.com for more information.