The Key West Business Guild is launching a new chapter for one of Fantasy Fest’s traditions. The 43rd annual Headdress Ball, taking place Thursday, Oct. 22 at the Coffee Butler Amphitheater, will feature an expanded awards program designed to recognize more artists, celebrate a wider range of creative expression and encourage even more participation.
For more than four decades, the Headdress Ball has showcased the imagination and artistry that have become synonymous with Fantasy Fest. While contestants will continue competing for the grand prize, this year’s competition introduces several new specialty awards.
“The Headdress Ball has always been about celebrating artistic expression and pushing creative boundaries,” said Fritzie Estimond, executive director of the Key West Business Guild. “We wanted to create more opportunities to recognize the talent that takes the stage each year. These new awards celebrate different styles of creativity while encouraging returning artists and first-time contestants to be part of one of Fantasy Fest’s most iconic events.”
New award categories & prize amounts
Glow Getter Award ($500): Recognizing the headdress that makes the biggest impact through creative illumination featuring LEDs, neon or other lighting effects.
Size Doesn’t Matter Award ($500): Honoring the artist who proves that spectacular creativity isn’t measured in size by making a bold impression with a more compact design.
Pretenders in Paradise Award ($750): A tribute to the beloved former Fantasy Fest costume competition, recognizing the contestant whose costume and headdress come together as one cohesive work of art.
Dream Team Award ($500): Celebrating two or more artists who combine their talents to create a unified and visually stunning presentation.
Spirit of Fantasy Fest Award ($1,000): Presented to the creation that best captures the official Fantasy Fest theme.
Head above the Rest Award ($2,500): The competition’s highest honor, recognizing the contestant whose creation best combines artistic vision, originality, craftsmanship, creativity, presentation, and overall impact.
The event will also feature performances by some of Key West’s most celebrated local entertainers, along with full bar service, specialty wines and the convenience of pre-ordered food delivered to guests’ tables. Doors open at 6:30 p.m. and the show begins at 8 p.m.
More information is at gaykeywestfl.com/headdress-ball or 305-294-4603.
