Each September, thousands of women converge on Key West for Womenfest, one of the largest gatherings of lesbians and their friends in North America. Set for Sept. 6-10 this year, it features dance parties, sports events, pool parties, and top-notch entertainment -- including two comedy shows by the incomparable Tig Notaro.
Fans of fine food can enjoy multicourse prix fixe meals at a number of Key West and Islamorada restaurants Sept. 15 to Oct. 15, during WineDine festivities designed to showcase indigenous Florida Keys cuisine and the talents of local chefs. Featured restaurants range from casual waterfront spots to trendy bistros and award-winning gourmet emporiums.
There’s a new “Papa” Hemingway in the island city where legendary author Ernest Hemingway lived during the 1930s. White-bearded Texan Richard Filip won the 2017 Hemingway Look-Alike Contest, the undisputed highlight of Key West's annual Hemingway Days celebration.
Key West frequently celebrates its historic Cuban connection with events that showcase our cultural ties to the nearby island nation. One such event will be the inaugural LGBT Art & Culture REvolution, set for Sept. 7-13. Key West attendees can enjoy everything from cigar, rum distillery and art gallery tours to Cuban music events and a special Cuba Libre brunch.
As the first widely-renowned author to make Key West his home, Ernest Hemingway inspired generations of writers and readers to follow in his footsteps and explore the island’s innate creativity. His legacy and love for Key West are celebrated each July during Hemingway Days.
For more than three decades, the Lower Keys Underwater Music Festival has spotlighted coral reef protection and environmentally responsible diving. The unique “submerged songfest” takes place in the Florida Keys National Marine Sanctuary at beautiful Looe Key Reef (about six miles south of Big Pine Key).
Every Sunday afternoon, Key West’s La Te Da hosts an event that has become a weekly tradition for visitors and residents who love a good time. It goes by the unlikely name of Tea Dance, and its music and merriment are overseen by beloved local DJ Rude Girl and her cohort Molly Blue.
Each year on Memorial Day Weekend, fans of the fast-growing minimalist trend cheer teams powering boats made of bare-bones materials in the annual Schooner Wharf Minimal Regatta. Now in its 26th year, the quirky regatta is an undisputed tradition in the Florida Keys -- featuring minimally constructed vessels, plucky mariners displaying a “sink or swim” spirit, and maximum fun for spectators.
The finale of the Stoli Key West Cocktail Classic, called North America’s largest annual LGBT bartender competition, features 17 regional bartending champions from the U.S. and Canada plus a rocking lineup of celebrity judges — and it all takes place June 7-11 in Key West.
Key West Pride events, set for June 7-11, are not just about parties and parades, although there is certainly no lack of them. The celebration also offers visitors a chance to experience Key West’s “One Human Family” atmosphere of enthusiastic inclusion and recognition that all people are created equal.