The gala is the premier LGBTQ event of the subtropical island’s 10-day Fantasy Fest celebration.
More than 25 entrants wearing masks and headgear constructions — many decorated with feathers, sequins, unique accessories or even moving parts — are expected to vie for cash prizes including a first-place award of $3,000. While some competitors wear full costumes, the panel of VIP judges evaluates ensembles only from the shoulders up.
The ball is produced each year by the Key West Business Guild, one of the United States’ oldest LGBTQ business organizations, and serves as a major fundraiser for it.
“The Headdress Ball will be an evening of creativity, fun and surprise guest entertainment taking place during the competition — something you won’t want to miss,” said Dan Skahen, the guild’s executive director.
