SLOPPY JOE'S SLUMBER PARTY
Dreaming of the Best Party in Town  Roll out of bed and head on over to Sloppy Joe’s Slumber Party. Be creative. Be goofy. But be dressed in a Sleepwear…will it be… a onesie, flannel jammies, boxers or your favorite lingerie  Create your outfit around Fantasy Fest Theme “It’s a 90’s Cosmic Carnival” (a costume you can wear all week). To enter costume contest sign up next to stage at 8:15pm, contest on stage at 9:00pm. You may enter contest as an individual or as a group of 2-4 people (must be in costume). Spend the day and night partying and dancing in comfort at Sloppy Joe’s. Prizes: 1st place $500 Sloppy Joe’s Gift Card; 2nd place $250 Sloppy Joe’s Gift Card; and 3rd place $100 Sloppy Joe’s Gift Card. Other giveaways throughout the night. Sloppy Joe’s 201 Duval Street.

BOWTIES and BIRTHDAY SUITS
Island House, “The Best Gay Resort in the World" since 1976, invites you to an EPIC, gay men’s clothing-optional pool party  All body types welcome and absolutely NO costumes needed  Mingle and frolic while rocking your bowtie alongside other like-minded guys in the pool, indoor and outdoor Jacuzzis, steam room and sauna  Great music, videos, friendly shot boys, and from 5-8PM enjoy HALF-PRICE DRINKS  24hr food and bar  Admission includes Bowtie, lock and locker, pool towels, and resort access thru Thursday @ 4am. -Photo ID required. $50 cash/credit at the door. All gay, bi, trans, queer, + brothers welcome  -Party goes 5PM-8PM @ 1129 Fleming St.

SWAYZEES 90’s NEON POOL PARTY AT SOMO’S PINEAPPLE POOL
Grab your retro 90’s neon swimsuit and come dance, swim and drink with Les Greene and the Swayzees  Beyond his talent as a solo artist, Les Greene is also known for his dynamic live performances. Whether he’s commanding the stage with his soulful voice and blistering guitar solos or leading the tight-knit full band, The Swayzees through a funky groove; Greene is a consummate entertainer, capable of captivating audiences with his boundless energy and magnetic stage presence. His live shows are a testament to the transformative power of music – a shared experience that brings people together and leaves them uplifted and inspired. 2-5pm. FREE  Reserve your space HERE

FANTASY FEST TRIVIA - SOUTHERNMOST BEACH RESORT
Bring all you favorite guys and ghouls for a one-of-a-kind TRIVIA experience. This spooky Fantasy Fest trivia features all the fun decorations of a proper Halloween Party, 6 great rounds of Trivia, Creepy drink specials, and the BEST part of all… all players in costume receive 5 bonus points  Reservations are a must; tables will fill fast  6pm Sharp  FREE  Reserve your space by emailing [email protected]

PET MASQUERADE
Join us for our famous Pet Masquerade Event. You will see a carousel of frisky pets and playful owners performing for fame, fortune and prizes beginning at 6:30PM on the stage of the Key West Amphitheater at the Truman Waterfront Park  Think you and your furry, feathered or slithery friend have the purrfect outfit  Four categories to enter including Junior, Pet/Owner Lookalike, Most Exotic, Best Theme Adaptation, as well as Overall Winner/Best in Show-$25 each entry; benefits the Monroe County Sheriff's Office Animal Farm; Registration begins at 5 PM; Show starts at 6:30 PM; FREE to watch, plenty of FREE seats available or bring your blanket and lawn chair. Food and beverage available on site. 21 E. Quay Rd. For more information, visit our Facebook Page.

STAR WARS STRIPS: A BURLESQUE PARODY
In a galaxy far, far away… Key West Burlesque presents their most epic show ever, "Star Wars Strips: A Burlesque Parody". A night of lightsabers and laughs that puts a cheeky twist on your favorite and unforgettable characters, the production follows the storylines of episodes 4, 5 and 6: “A Nude Hope”, The Empire Strips Back” and “Return of the Hot Guy” from the ultimate cinematic universe. Location - Key West Theater 512 Eaton Street Doors -7pm Show - 8pm Tickets - $50-$125 per person. For more information please visit the website HERE

THE RED NOT CHILI PEPPERS
FREE show on the big stage at Sunset Pier  RED NOT CHILI PEPPERS pay tribute to the ultimate funk rock quartet: a band who has developed one of the largest die-hard followings in the world by transcending four decades of chart-topping success. Combining nostalgic hits, full throttle energy, and virtuosic performances, the Red Nots channel the raging party that has given the Chili Peppers international acclaim and regal rock and roll status. 7PM - FREE

WHARFSTOCK AT THE SCHOONER WHARF BAR
Travel back in time to the '60s, with Peace and Love Woodstock-style . Feel the vibe with tie dye, flower power, and psychedelic colors in Schooner Wharf’s time capsule of the era. The sit-in starts at 7 PM. Prizes for sexiest Hippie Chick and Grooviest Dude -- judging at 8:30 PM. Groove to live music and dance to tunes reaching back in time from 'That Hippie Band' from 7-midnight, plus cold drinks and great galley fare. Cash prizes and gift certificates to the winners . 202 William St.; 305-292-9520. No cover charge or entry fee to The Man.
Schooner Wharf’s Live Stage Cam
LUV2GLOW PARTY- SPACE RAVE
12TH ANNUAL LUV2GLOW PARTY Fantasy Fest’s official and longest running glow in the dark blacklight dance party is back for its 12th glowing year   “SPACE RAVE” is the theme. A nod to the main Fantasy Fest theme, 90’s Neon Cosmic Carnival. Plan your galactic UV blacklight reactive costumes and body paint with a sexy glowing space twist. Think aliens, 90's rave gear, planets, stars, astronauts or however your mind translates SPACE RAVE    Remember NO GLOW NO ENTRY as always   Experience Rick’s Upstairs like you never have before as the LUV2GLOW team transforms it in to another glowing universe. 3 rooms of planet shaking electronic music all night long. Featuring DJs: Jevne, (Minneapolis) Atnarko (Orlando), Herb Javier (Jackson), Top Jimmy (KW), Jimmy Jamz (KW), Captain Ridiculous (KW) and more TBA.Purchase GA tickets at EVENTBRITE. for $25-$40. Also new this year is the limited $80 GLOWING TICKET for Luv2Glowers who want to skip the main line plus receive a special LUV2GLOW swag bag. $40 cash only night off at the door. 8PM-4AM 21+. Please join us for some radical glowing self expression  For more info follow us at: FACEBOOK or INSTAGRAM
Rick's and Durty Harry's Bar’s Live Cam
SMOKIN TUNA HOMEMADE BIKINI CONTEST
The Smokin’ Tuna Saloon is proud to present the 31st Anniversary of the Original Key West Homemade Bikini Contest. 8PM CONTEST Over $2,000 in cash and prizes. Creativity and attention to detail are the key elements to winning the 1st prize of $1000. Additional cash prizes for 2nd and 3rd place. Hosted by the World Famous Emcee and Local Celebrity Mr. Bill Hoebee and his celebrity judges. For contest entry ideas please see the gallery for pictures of previous years. Contest participation is $20. General Admission $20 Doors open at 7 PM, Event Starts @ 8pm. Tickets will be available early October 2024.

Y2K END OF THE WORLD PARTY
It's the end of the world and we know it  Join us at Big Cheezees Pub and Grub for a true 90's themed Y2K End Of the World Party during Fantasy Fest 2024  We will have live 90's music blasting  Plus a costume contest with some great prizes that will be announced at midnight  And a GIANT BALL PIT just for the adults  So come on by and join us for what is bound to be an earth shattering party  Entry is free  9-2am

DESIRE MALE FETISH PARTY
Fetish Party 10pm-4am..Private Fetish party - men's event. Fetish attire encouraged; free clothes check In the New Orleans House Garden and Pool Bar.; 305-293-9800; 724 Duval St.; Bourbonstpub.com

THIRD ANNUAL PARTY LIKE A ROCK STAR COSTUME PARTY
THIRD ANNUAL PARTY LIKE A ROCK STAR COSTUME PARTY Welcome to the Jungle   Come dressed as your favorite Rockstar to enter our Best costume contest (cash prizes for best male/ female and group costumes) Rock out to all your favorite tunes from the 80’s, 90’s and the 2000’s Big Dance floor. Rock the night away with Jeff Clark and the Sun Burns. Drink specials all night. NO COVER Located at KAYA Backyard Bar- 618 Duval Street 10:00PM- 2:00AM