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

The title says it all! Island House Resort for Men, “The Best Gay Resort in the World", invites all of you boyz for an EPIC all-male, clothing-optional pool party! All body types are embraced and absolutely NO costumes needed! Relive the parties of the infamous Playboy Mansion, only this time it’s just for men! Each […]

The BIGGEST dance party in the street during Fantasy Fest 2017. Get your groove on while dancing and drinking on Duval St. Live DJs, Boys, Beads and Booze, Drag Queens, celebrities and MORE; Join the party at 724 Duval St./801 Duval St. 305-294-9354; 1 PM; FREE.

Join the crowd as they parade through Old Town with music and noisemakers! Thirst quenchers provided at selected guesthouses. Begins at the Key West Cemetery Frances Street entrance but revelers can join the mad march anywhere along the two routes! Start marching at 5:30PM; All welcome; FREE.

Ahoy landlubbers! The Rum Barrel pirate crew has sailed over to Turtle Kraals. Turtle Kraals, another ship in the Rum Barrel fleet, is ready to steer the 11th Annual Pirate Bash into its long lived traditions of drinking and dressing like a pirate. More than $1500 in cash prizes for the best pirate and wench […]

Remember! The fun doesn’t end just because the marching does! The Old Town Masquerade March Madness continues at 7:30 p.m.on Friday, October 27th as the Green Parrot Masquerade March After-Party keeps the ball rolling as The Green Parrot Ukulele Association Band marches down Southard Street and onto The Green Parrot stage.Join in as our fancifully-costumed […]

A showcase of the human form as a living canvas. Contestant entries are open to Female, Male or Group models competing for the title of Best Overall Living Art of Fantasy Fest 2017 and $3000 in cash and prizes. Best Overall wins $1000 in cash. FREE General Admission event. Join the backstage VIP section with […]

The Freaky Friday of Fantasy Fest, join the hottest stars of Burlesque in "The Den of Desire!" hosted by Shelly Watson, The Singing Siren. Allow our tantalizing house Madame, Cheeky Derrierer, to guide you to your VIP seats while Dark N Stormy will set the mood. Enjoy a one of a kind interactive Burlesque show. […]

Glitter! Yep, Glitter. And if that’s not enough, a bit of black light to make everything sparkle AND glow! No glitter or glow, no entry. Join us at Sidebar Key West at 504 Angela St (Corner of Duval and Angela). 305-294-0555. DJ Kyd gets things going at 9pm and the party goes until 4am. Drink […]

This event is guaranteed to satisfy all your erotic dreams. Join the King Pimp himself, Ron Jeremy, for the wildest party of your life! Enter the $700 Mr. Pimp and Ms. Ho costume contest. Plus dance to the music of celebrity DJs mixing live on stage. This event sells out every year. Purchase Advance VIP […]