Over three decades ago a group of Key West business people gathered together to form the Key West Business Guild, the nation’s oldest LGBT Chamber of Commerce.

Only a few years later during the fledgling years of Fantasy Fest, that same group started the Headdress Ball. The Ball served then, as it does now, as a major fundraiser for the Guild.

Over the years the Ball was staged in some of the community’s favorite bars beginning with The Monster and traveling to Delmonicos, The Copa, Club Chameleon, Epoch, Bourbon Street Pub, and then under a tent at the infamous Atlantic Shores Resort. The 34th annual Headdress Ball takes place on the Truman Waterfront (foot of Southard Street) on Thursday, October 27th.  There is plenty of free parking, there will be a new vendor display area, a dance floor so that we can return to our “ball” roots, and a special VIP party on the US Coast Guard Cutter Ingham Museum docked at the site. Just follow the searchlights, or take our free trolley out to the site from Angela and Duval Street. Our first prize will be raised to $3000 cash!

Please join us for the 34th annual Headdress Ball, an official event of Fantasy Fest.  It’s a grand evening of high performance and not a lot of rules! We celebrate Our One Human Family and hope that everyone remembers that there’s only one reason for a closet and that’s to hold costumes!

This is an Adult themed,  All Welcome,  tented event.  Rain or Shine.


Photo By: Ralph DePalma

CLICK HERE for Headdress Ball Article on Examiner.com

CLICK HERE for Headdress Ball Article at MetroWeekly.com

CLICK HERE for Gay Key West Fantasy Fest Article in the Huffington Post