Thursday, October 28, 2021
8:00 PM
21 E. Quay Rd., Key West, FL 33040


The Key West Business Guild presents the 38th annual Headdress Ball on Thursday, October 28, 2021 at 8 pm. This is the premier LGBTQ+ event of the Fantasy Fest celebration and the event proudly returns to the new Key West Amphitheater at the Truman Waterfront Park. Tom Luna returns as the outrageous EmCee with Rude Girl from WEOW 92.7 radio rocking out our sound. Randy Roberts will open the show and is joined by some of the best of Key West local talent, including Christopher Peterson and the cast of the Waterfront Playhouse’s Rocky Horror Picture Show! Over twenty contestants will parade their Headdress creations on the amphitheater stage to vie for the $3,000 first prize. The Guild has retained its traditional four-top table seating and expanded General Admission on the rear raised grass area. There will be waiter and bar service by Aqua/Sidebar featuring Stoli products. VIP wine and food can be pre-ordered by contacting [email protected]. or call 708-921-9584 Come experience your favorite Fantasy Fest event in a new waterside setting and help Key West celebrate a beautiful expanded park system.