The Key West Business Guild presents the 35th Annual Headdress Ball, the premier gay and lesbian event of the Fantasy Fest celebration, which proudly opens the brand new Key West Amphitheater at the Truman Waterfront Park. Come experience your favorite Fantasy Fest event in a new waterside setting and help Key West celebrate a beautiful […]

Calling all nerds! Star Wars, Trekkies, Potter, Disney, Whovians, Tolkien, D&D ..... and all things nerdy. This is your night to shine! Dust off your ghostbusters jumpsuit and head on down to the Porch for an awesome night of letting your geek flag fly. DJ Jevne will be in charge of the tunes out in […]

Toga! Toga! Toga! Get your Toga ON and join Sloppy Joe’s Toga Party all night long! Sloppy Joe’s Gift Card giveaways for best togas at band break beginning at 8 PM. Great drinks and dancing! Togas available in Retail Store for $10 (Proceeds to AIDS Help, Inc.). 20l Duval St. 305-294-5717. 8 PM.; Door charge.

Come join the biggest party on the island at the Rick’s Entertainment Complex’s inaugural White Party and dance until the early morning hours. We have something for every mood. Featuring DJs in two different venues to keep the party moving. The island’s best live rock band, the Durt Bags, rocking the night away downstairs. Enjoy […]

“Save the Ta-Tas!” A portion of the proceeds will be donated to the American Cancer Society - Making Strides Against Breast Cancer of the Florida Keys. Wear your sexiest pink costume or body painting to the best party on Thursday night. Costume contest with a $500 bar tab for 1st place, $250 bar tab for […]

Looking for the most risqué party of this year's Fantasy Fest? This Pool, Hot Tub and Foam Party is all outdoors under the stars, complete with a black out/black light dance party inside. This all welcome, (Bare What You Dare) party, will include glow sticks, 2 DJs, dance floors, large projector screens (playing all your […]

Mr. Playboy himself, La Hef, invites everyone to dress in sexy nightwear. This party makes you feel like you are at the mansion. Enter the $700 Hugh Hefner and Marilyn Monroe look-a-like contest. Mingle with celebrities and enjoy guest DJs. Purchase Advance VIP tickets online now before they sell out at keystix.com or call (305)304-1188. BottleCap Lounge, […]

If you love rock and roll as much as we do, come bust a move at Irish Kevin's annual 80's party! Prepare your leg warmers and Members Only jackets. Dress head to toe in your best 80's costume with awards given throughout the day. We have live entertainment from open to close, but at 10:30 […]

Señores and señoritas conjure up the spirits with us at Senor Frogs for an epic Día de los Muertos celebration. Come in your best sugar skull mask or get painted on site. Dance and drink the night away with bone-shaking music and thirst quenching libations sure to satisfy any spirit. Senor Frogs 221 Duval St. […]

Duval Street's mile-long eater-tainment extravaganza features arts and crafts, food vendors, lively libations and costumed frivolity; Noon to 10 PM.