“Animelistic Head Trip”

Get out your feathers, glue guns and ribbons, because it’s time for the Key West Business Guild’s annual fundraising extravaganza, the 32th Annual Headdress Ball, on Tuesday evening, October 21, at the Southernmost Hotel on the Beach.  The aptly named “Animelistic Head Trip”  is this year’s Headdress Ball theme. The famous elaborate headdress competition with “over the top” entertainment, is Fantasy Fest’s premier gay and lesbian event. This year’s emcee is the hysterical  Key West Queen Mother XXX, J B McLendon.  $1,500 Grand Prize, cash prizes for categories, held rain or shine.  Doors open at 7 pm. and the show begins at 8 pm.

Book your tables early because this event always sells out.

Tickets available online at


American Airlines is offering a special 5% discount for Headdress Ball 2014 and FantasyFest attendees! Enter the promotional code 25H4BR  when booking online at for AA/AE flights only, without a ticketing charge. Discount applies to round trip airfare into Key West for travel between Oct 16 – Oct 29, 2014.

Delta 2012

 Delta Air Lines is pleased to offer 2 – 10% discount on fares for Headdress Ball & FantasyFest 2014. Valid travel dates are 10/16/2014 – 10/29/2014. To take advantage of these discounts, follow these simple steps:

To purchase your ticket, click on and enter your Meeting Event code NMHR7 and continue with the booking process. Or you can call Delta Meeting Network® Reservations at 1-800-328-1111, Monday - Friday, 7:30 a.m. - 7:30p.m. (Central Time) and refer to Meeting Event Code NMHR7.


Join Orbitz Rewards and earn rewards on your flight instantly which you can redeem instantly on an Orbitz Rewards hotel for the same trip. Stack your rewards on top of other deals and savings.  Join today!

There is a $25 service fee for booking via telephone number.  Online booking is free!



The Headdress Ball is the annual fundraising event for the Key West Business Guild and is an official party of the Fantasy Fest celebration.