Headdress Ball
Thu, October 22, 2026 · 6:30 PM
Annually
The Key West Business Guild's Headdress Ball, a Fantasy Fest tradition for more than four decades. Contestants show off giant headdresses, judged from the shoulders up, for a cash grand prize.
- Venue
- Coffee Butler Amphitheater, Truman Waterfront Park
- Address
- Truman Waterfront Park, Key West, FL
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