Fantasy Fest Key West 2019 Schedule of Events


Paradise Tattoo is the place to pencil into your Little Black Book. Let us help flush out your most decadent Fantasy Fest Fantasies with sweat-proof body paint, airbrush enhancements and definition, boobie and ass glitter bombs, piercings for your naughty parts and sexy costume accessories! Come get painted naked with us – no one will ever know! Ask about our red carpet experience and make a VIP appointment today before the best slots are gone! Paradise Tattoo is a one-stop-shop for your Fantasy Fest needs plus $3 Bud & Bud Light roadies all day, every day! Body Painting and Tattooing are available by Appointment or on a walk-in basis during Fantasy Fest. Call 305-292-9110 to make your appointment now. Paradise Tattoo 627 Duval St. Open Daily from 10AM- Midnight.


No Kinky Costume, No Entry. DJ and Kinky Performances. Key West’s original Fantasy Fest Kink Party in its 21st year! Open Bar from 8pm – 11pm, the party goes until 1am! Tickets go on sale Saturday, October 19th at First Flight, 301 Whitehead Street. Tickets are $35 CASH ONLY. For info email

Underwear Party 10pm-4am. This MEN ONLY Event is in the New Orleans House Garden & Pool Bar. The rules are: No Pants or No Shirts, or Nothing at All! YOU CHOOSE! Enjoy frolicking in the pool or in our 12 person Jacuzzi! New Orleans House Garden & Pool Bar 724 Duval St.


Men of LaBare as seen in the movie “Magic Mike”. It’s the sexiest and wildest all male review show on Earth. Join the world famous LaBare dancers for an ultimate night of complete satisfaction. Sexy white wear is encouraged for this party and couples are welcomed. Bottle Cap 1128 Simonton St. 9pm – 4am. Limited tickets are available for this event and can be purchased at or call (305)304-1188. $


As seen on HBO, MTV, Bad Girls Club, America’s Got Talent, GQ Magazine It’s a magical blend of coordination, showmanship, humor, and interactive storytelling. It’s a comedy show that brings people together in a respectfully dirty, unpredictably ridiculous, and oddly touching celebration of sexual freedom and expression. It’s neon-lit gyrating silhouettes. It’s organized confusion. It’s voyeurism 2.0. It’s the funniest thing you ever saw that night at that place with those people. This is Air Sex and for the first time in it’s 11 year history, it’s coming to Fantasy Fest on Wednesday October 23rd to First Flight! Tickets are $12 in advance and $15 at the door. Each Air Sex show combines the pageantry and prestige of professional sports with the excitement and creativity of a first-rate talent competition. Think Air Guitar, but instead of pretending to play boring old musical instruments, Air Sex participants have jaw-dropping sexual encounters with an invisible partner (or partners!) using nothing more than the art of pelvic storytelling and pure imagination. Beyond that, it’s a show you’ll have to experience yourself to believe. From city to city, “airsexuals” of all ages, races, body types, and gender identifications are welcome to sign up and become part of the bizarre spectacle. Throughout every show, a panel of judges provides hilarious feedback after each performance, ensuring that even the worst Air Sex routine makes for a solidly entertaining time. Click here and buy your tickets today!

Embrace your fantasy … come one and come all o play in our dungeon of SECRETS. Play, or take part in the show. This is only True Fetish Party of Fantasy Fest for you come enjoy…Attire: PVC, leather, latex, uniform, period, Levi, underwear, vintage, glam, cyber, burlesque, masks, wear as much or as little as you want, but dress to THRILL! THIS IS A SAFE ENVIRONMENT, there is a ZERO Tolerance for rudeness or misconduct, you will be escorted out and no refunds will be given. VIP Tickets are guaranteed to sell out, so please order them soon. Once the website is out, there are NO MORE tickets. Doors Open at 9pm (VIP Door Opens at 8:30) Shows Begin at 10pm. General Admission Prices: $50 Per Person or $75 Per Couple. VIP Prices: $150 Per Person or $250 Per Couple (FF/FM/MM). (VIP Tickets Include: Early Entrance, Open Bar of Premium Brands, VIP Area with Tables and a Tent (in case of weather issues) and cocktail service in that area Click here and by your tickets today. Contact Brad (305) 731-9055 if you have further questions about the event. ALL SALES ARE FINAL: NO RETURNS OR REFUNDS If you are a Very Important Kinkster you should check out our week pass to all of our events!

Cowboy Bill’s incredible Fantasy Fest Ladies Nite Party on Wednesday October 23. From 9PM – 11PM ladies drink free well drinks and draft beer. Then at Midnite, turn up the heat with one of the wildest events of Fantasy Fest, Cowboy Bill’s Infamous Sexy Bull Riding Contest. This event has a guaranteed $750 in cash and the prizes will go higher as the night goes on! Sit back and watch as 20 of Fantasy Fest’s hottest ladies battle for cash and prizes on the bull! There is a special VIP lounge set up with limited tickets available. FREE Admission. 618 Duval St.

Hooters Super Model Jessie Teschker and Celebrity Girlfriends are your Host for This Adventurous and Risque Party of a Lifetime. Enter the ABC (Anything But Clothes) Costume/Body Painting contest and win $700 in cash and prizes. It’s the most outrageous and creative contest on the planet! Featuring Various Wow 92.7 DJS Limited VIP tickets are available to the public for this private, star-studded red carpet celebrity extravaganza. Purchase tickets at or call (305)304-1188. Sandbar Sports Grill 511 Greene St, 10PM.

Fetish party 10pm-4am This MEN ONLY Event is in the New Orleans House Garden & Pool Bar.. Feel free to let your freak fly at this Clothing Optional party! FREE Clothes Check and Play Areas for your enjoyment! New Orleans House Garden & Pool Bar. 724 Duval St. 10PM.


Come enjoy your Duval bike ride with a group of your Naughty Friends! Come get body painted; enjoy libations, titillating music and meet new friends! This is going to be a naughty ride for everyone. Registration for bikes will be online and tickets will be limited. Come ride our provided Bikes or if your and your honey wants a PediCab to do all the work, they will be on hand also! 11:00 am – 1:00 pm – Registration and Pre Party @ 803 Duval Street Parking lot with music provided my DJ Lucas to get you in the spirit. Open Bloody Mary & Mimosa Bar! 1:00 pm – Bike ride to Smokin’ Tuna with free admission to concert with Joel Rush, Caffeine Carl & The Buzz. Single Bikes are $75 Pedi Cabs are $175 (with a Bottle of Champagne) Bikes will be picked up once you arrive at Smokin’ Tuna, so you do not have to worry about getting them returned. Contact Brad (305) 731-9055 if you have further questions about the event. ALL SALES ARE FINAL: NO RETURNS OR REFUNDS. Buy Tickets today If you are a Very Important Kinkster you should check out our week pass to all of our events!

So Many Playmates, Bunnies, and Models pay tribute to Mr. Playboy himself, La Hef at this Legendary Party. This Event is surreal and makes you feel like you are at the mansion. Enter the $700 Hugh Hefner and Marilyn Monroe look-a-like contest. Mingle with celebrities plus enjoy guest DJs live. Dress in Sexy Nightwear. Purchase Advance VIP tickets online now before they sell out at or call 305-304-1188. The Dirty Pig, 320 Grinnell St.;10 PM.$

The most risqué party of Fantasy Fest! NUDITY PERMITTED & HIGHLY ENCOURAGED. This Event is Open to All! Play in the Poolside Foam Party! Dance the night away on 2 Dance Floors or Splash around in our Pool & Jacuzzi! Enjoy erotic films throughout the complex and on our Huge Outdoor Screen! Black Out & Black Light party inside with FREE glow sticks! BARE AS YOU DARE!! FREE Clothes Check! VIP All Access Tickets $40 when purchased on or before October 23. VIP All Access Tickets $50 the day of the event. (VIP All Access includes the Main Bar, Garden Bar & Pool Area and Foam Party) presale tickets will be on sale at the New Orleans House starting October 1st; open 8 AM-8 PM; General Admission Tickets $20 (Access to the Main Bar only) Tickets available the night of the event at the door. 305-293-9800; Bourbon St Pub & The New Orleans House Garden & Pool Bar724 Duval St.;

Cowboy Bill’s presents the 12th annual Git-R-Wet T-Shirt Contest. This over-the-top competition Features 20 of the Hottest women on the Island getting wet and wild and vying for a $1,000 first prize! Hosted by CONCH Country 98.7 DJ Steve Miller, this contest promises to be the high point of your Fest week. General Admission and VIP Tickets are available at For more info or to enter the contest please call 305-292-1865 . 618 Duval St. 10PM


This event is guaranteed to satisfy all your erotic dreams. Join the King Pimp himself, Ron Jeremy,and so many Sexy Adult Movie Stars 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 Tickets online at or call 305 304 1188 Cowboy Bill’s 618 Duval St.; 10 PM; $.

BOWTIES & BIRTHDAY SUITS! 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 welcome and absolutely NO costumes needed! Play like you’re in the Playboy Mansion, only just for the guys! Admission includes Bowtie, 1st cocktail, and free resort privileges until 8AM Saturday. DJ KYD spinning poolside, go-go boys pole dancing, and loads of free shots. Poolside Café and Bar open 24hrs! Locks & lockers provided while they last as well as a free clothes-check. (Shenanigans guaranteed!) 12noon-5Ppm. Buy tix at or at the door with cash or credit card. 1129 Fleming Street. 305-294-6284. *PHOTO ID REQUIRED FOR ALL ENTRANTS*

MASCuerade Affair
This new event in the Famous Saloon 1 is for the Wild Ones! This MASCuerade is open to everyone that likes to have a little fun. Doors will open at 10pm and you MUST wear a Mask. Clothes Check will be provided for those that dare. This is a SAFE Environment and there is a ZERO tolerance for rudeness or misconduct. YOU WILL BE ESCORTED OUT and no refunds will be given. Tickets will be on sale at All Sales are Final and NO REFUNDS ARE GIVEN. Tickets are $20 in advance and $30 on the day of the event.

This is the opening party for the Kinky Weekend! Come enjoy the early part of the evening to get you started! Come enjoy your time with Lady Lethe as she gets you ready to party the weekend away! Watch as she stuns you with her titillating, jaw dropping performances that will keep you yearning for more. Doors open at 7:30 pm Show starts at 8:00 pm Couple Tickets: $150 (includes open premium bar)Very limited tickets available at are on sale ONLY ONLINE! Guaranteed to SELL OUT!!! $$$ 10:30 PM – 4 AM; 801 Bourbon Bar – 801 Duval St. If you are a Very Important Kinkster you should check out our week pass to all of our events!


It’s the most pleasurable trip you have ever had to the hospital. As seen on TV, join Hot Marilyn Monroe Look alike Model Michelle Victoria Adams and her VIP Celebrities girlfriends for the official parade after party plus dance to world renowned DJs all night. Enter the $700 Dirty Doctors and Naughty Nurses costume contest. VIP Tickets are in high demand! Purchase them now before they sell out at or call 305 304 1188; Key West Theater 512 Eaton St; 10pm

The ONLY strictly couples Only event. Join Like-minded couples in the Cabaret bar overlooking Duval Street. Coat check included and open bar until 4:00 AM. A special performance by the world-renowned latex performer RubberDoll with Live Dark’n Dancing with New York DJ Lucas will be sure to get everyone in the mood for some serious playtime.Very limited tickets available at Tickets are on sale ONLY ONLINE! Guaranteed to SELL OUT!!! $$$ 10:30 pm – 4 am; 801 Bourbon Bar – 801 Duval St. If you are a Very Important Kinkster you should check out our week pass to all of our events!

For more information about things to do and see in our island city, go to our Key West Web Site. You can also visit our Key West Events Calendar to see upcoming special events.

And for restaurant reviews check out our restaurant review section of this blog as well as our restaurant reviews at

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