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Key West Fantasy Fest is an exciting annual event that takes place in October. Every fall, the streets of Key West come to life for 10 days of unbelievable costumes, parades, and parties. Since its inception in 1979, The Key West Fantasy Fest has become one of the biggest events in Key West. People from all over the world come to Key West to explore their imaginations and celebrate creativity. Live your Fantasy in Key West!

key west fantasy fest parade

2022 SCHEDULE OF EVENTS

DAILY DIVERSIONS

BODY PAINTING BY CAPTAIN RON WOLEK – Hard Rock Café, 313 Duval Street. 305-293-0230

FACES OF FANTASY FEST, OFFICIAL PORTRAITS BY TOM FLIP – Oct. 20-23. Portrait Studio location TBA. FREE

FAIRVILLA THE BEST PLACE IN TOWN FOR SEXY, FUN COSTUMES & ACCESSORIES – 11am – 12am 524 Front St. 305-292-0448

FANTASTIC BODY PAINTING & STUNNING SUNSETS: FEMME FATALE QUATRE BODY ART AT SUNSET PIER – All female body artists October 22-30. 1pm at Sunset Pier, 0 Duval St. Call or text 850-596-4065

FANTASY FAÇADE COMPETITION – Free to enter homes and businesses. Cash prizes! 305-295-9112

FURY WATER ADVENTURES DISCOUNT – 10% off select trips with promo code FANTASY. 855-831-5997

HAIR OF THE DOG AT ISLAND DOGS – Bottomless mimosas, huevos rancheros, breakfast pizza & more 10am-1pm. 505 Front St. 305-509-7136

KARAOKE! AT THE JAM PONY KARAOKE CLUB – 8pm-3am. Karaoke contests with prizes for the BEST and WORST Performers. 618 Duval St. 305-304-1188

SUNSET HAPPY HOUR WITH CAPTAIN MORGAN AT THE OPAL RESORT – 5-8pm. SHIPWRECK PUNCH in a Fantasy Fest Cup – $9 includes cup & $8 refills. 245 Front St. 305-294-4000

THE ROCKY HORROR SHOW – LIVE at WATERFRONT PLAYHOUSE – Starring Christopher Peterson. 10/14 – 28th.310 Wall St. 305-294-5015

HARRIET POTTER AND THE ENCHANTED TASSEL: A BURLESQUE PARODY – Join Auntie Harriett Potter on a salacious search for a magical, missing tassel. 10/25-28th. Key West Theater, 512 Eaton St. Doors -7pm Show – 8pm Tickets – $50-$125 pp.305-9850433

FRIDAY, OCTOBER 21, 2022

12pm-12am – BAHAMA VILLAGE GOOMBAY FESTIVAL- FAMILY FRIENDLY EVENT – Main Stage at the corner of Petronia and Front Streets. FREE

TBD – ROYAL CORONATION – Call 305-295-9112

7pm/ COSTUME CONTEST 9pm PIRATE BASH AT BOATHOUSE BAR & GRILL – More than $1,500 cash & prizes for best pirate & wench costumes. DJ Cory. 305-294-2640. 231 Margaret St. $10

SATURDAY, OCTOBER 22, 2022

12pm-12am – BAHAMA VILLAGE GOOMBAY FESTIVAL- FAMILY FRIENDLY EVENT – Main stage at the corner of Petronia and Fort Streets. FREE

7pm SMALLEST PARADE IN THE UNIVERSE – Design and build a float! All floats auctioned off at the end of the Parade. Floats exhibited for the month of October at the Studios of Key West, 535 Eaton Street. 305-296-0458

SUNDAY, OCTOBER 23, 2022

11am – 3pm LA TRATTORIA OCEANSIDE ZOMBIE BRUNCH – Zombie Brunch 2 blocks from Fort East Martello where Zombie Ride begins. All you can eat! Full Bar! 3593 S Roosevelt Blvd. 305-295-6789

1pm AFTER CHURCH POOL PARTY @ ISLAND HOUSE FOR MEN – Pool Boys, free shots, & giveaways! $40 cash/credit. Photo ID required. MEN ONLY. Includes lock & locker, towels, and resort privileges until Monday @4am 1129 Fleming St. 305-294-6284

2pm ZOMBIE BIKE RIDE PRE PARTY – FAMILY FRIENDLY –Gather at Zombieland in Fort East Martello, 3501 S Roosevelt BLVD, to get the blood flowing, bodies painted, and mid-afternoon snacks.

6pm ZOMBIE BIKE RIDE – A FAMILY FRIENDLY EVENT- Kicks off at Fort East Martello, 3501 S Roosevelt BLVD, and makes its way to Zombie Fest on Duval St.

MONDAY, OCTOBER 24, 2022

12pm-4pm PERRY HOTEL & MARINA’S DUCK, DUCK, BOOZE POOL PARTY – Pool of rubber duckies, beverage samples, swag, & DJ Buggy. FREE! 7011 Shrimp Rd. 305-296-1717

5:30pm, 9pm, & 11pm GREEN PARROT BEATLES TRIBUTE – Well, Love, and Tony Baltimore, Chris Thomas, Hiram Garzaro, and Oren Polak, re-create a Fab Four Show with “THE BEATLE BAND, All You Need is Love”. 601 Whitehead St. 305-294-6133

6pm HEROES AND VILLAINS RUN/WALK 5K – Race starts & ends at Southernmost Beach Resort parking lot, behind La Mer House, 506 South St. Free beer & snacks post-race. Happy Hour all night at Southernmost for runners; ½ off appetizers and $5 Beer, House Wine, & Well Drinks. 305-296-6577

MARTINI MONDAY AT VIRGILIO’S – Live music, food & the best Martinis for $7. 524 Duval St. 305-296-1075

8pm – 11pm FIRST FLIGHT’S KINKY CARNIVAL – 3hr Open Bar. Party until 1am! Tickets on sale Friday – Sunday, 12-9pm, 301 Whitehead St. No Pre-sales. $50, Cash Only. Kinky Costume Required.

8pm – 12am SLOPPY JOE’S COMIC BOOK CAPE-ERS – Dress as your favorite “Caped” Superhero or Supervillain. Whiskey Kiss on stage at 10pm, house DJ all night. Giveaways 8pm – 12am. 201 Duval St. 305-294-5717

10pm – 4am TOPS OR BOTTOMS UNDERWEAR PARTY at NEW ORLEANS HOUSE – Underwear party for Men. 724 Duval St. 305-293-9800

TUESDAY, OCTOBER 25, 2022

11am – 5pm DANTE’S 4TH OF JULY PARTY! – Food & Drink Specials, 951 Caroline St. 305-293-5123

7pm – 10pm COCKTAILS FOR ANIMAL TAILS! – Rick’s Complex, 202 Duval St. 305-294-4857. $40- All you can DRINK! Benefits the FL Keys SPCA. Wear your best animal ears & tails, fluff up your tutus and party like an animal! Costume contest with $500 grand prize!

7pm – 10pm ELECTRO LASER NIGHT POOL PARTY AT SOUTHERNMOST BEACH RESORT – DJ Aaron Moore & KW Lasers. Southernmost Beach Resort, 1319 Duval St. FREE

7pm ROCK THE TATAS CONTEST at HANKS’ HAIR OF THE DOG SALOON – Benefits Making Strides Against Breast Cancer. First place $500! DJ and special performances by Rob Benton & Friends. Doors open 5pm. Body Painting Artist on site! 409 Caroline St. 305-509-7758 $20 Cover/ $20 entry fee

8 pm CAPT. TONY’S PARTY IN PLAID – Wear naughty or nice plaid. 428 Greene St. 305-294-1838 FREE

 

WEDNESDAY, OCTOBER 26, 2022

12pm – 3pm LIVING ON THE EDGE POOL PARTY AT OCEANS EDGE RESORT AND MARINA – Key West’s favorite band, the DurtBags, Dulce Vida tequila specials & games. Havana Nights Pig Roast $25 plus tax and gratuity. 21+ Event. 5950 Peninsular Ave FREE

1pm – 4pm SPLASH DANCE AT THE MARKER KEY WEST HARBOR RESORT – Pool Party featuring PATRICK & THE SWAYZEES! 200 William St. 855-485-9291 FREE

5pm – 8pm HUMPDAY POOL PARTY @ ISLAND HOUSE FOR MEN – Half-Price Drinks! $40 cash/credit. Photo ID required. MEN ONLY. Admission includes lock & locker, towels, and resort privileges until Thursday @ 4am.  1129 Fleming St. 305-294-6284

5pm Reg./ 6:30pm PET MASQUERADE at Key West Amphitheater in Truman Waterfront Park – 4 categories $25 each entry benefits the Lower Keys Friends of Animals. FREE to watch, seats available or bring a blanket or lawn chair. NO COOLERS. Food & Bev available. 21 E. Quay Rd. petmasquerade@gmail.com

8pm SMOKIN TUNA HOMEMADE BIKINI CONTEST – 7pm VIP MEET AND GREET; 8pm CONTEST Over $2,000 in cash & prizes. VIP open bar and appetizers. Hosted by Bill Hoebee and celebrity judges. VIP $50. Contest participation & general admission $20. 4 Charles St. 305-517-6350

7pm WHARFSTOCK AT THE SCHOONER WHARF BAR – Peace and Love Woodstock-style! Prizes for sexiest Hippie Chick and Grooviest Dude — judging at 8:30 PM. Live music from Raven Cooper and the Hippies, cold drinks & great galley fare. Cash & prizes to the winners! 202 William St. 305-292-9520. NO COVER

8pm – 4am 9TH ANNUAL LUV2GLOW DANCE PARTY – DJ’s Jevne, Top Jimmy & Herb Javier. Paint up, wear glowing costumes and blinky & LED lights welcomed. NO GLOW NO ENTRY $20 cover, INCLUDES 1 FREE Dulce Vida Cocktail. 21+. Body painter at the door. Rick’s Upstairs open air club, 202 Duval St. 305-296-5513

10pm – 4am DESIRE MALE FETISH PARTY – MEN ONLY Fetish Party! New Orleans House Garden & Pool Bar. 724 Duval St. 305-293-9800

THURSDAY, OCTOBER 27, 2022

11am – 3pm BERKSHIRE HATHAWAY PARADE OF HOMES MEGA OPEN HOUSE EVENT – Open Houses with chances to win a Night on the Town Gift Basket with certificates to favorite island spots. 305-928-8370

11am – 1pm NAUGHTY BIKE RIDE – Body painting, libations and music! Some bikes and Pedicabs on hand. Registration and Pre-Party @ 803 Duval St. parking lot. Music by DJ Lucas. Open bloody Mary & Mimosa Bar! 1pm ride kicks off to Irish Kevin’s with free admission.

12pm – 6pm DANTE’S HALOS & HORNS POOL PARTY – Free body painting, live music, giveaways, food, drink specials and the CENTER POOL STAGE! 951 Caroline St. 305-293-5123 $

4pm SOUTHERNMOST SCAVENGER HUNT’S BAR CRAWL – Teams up to 5 people vying for the Grand Prize! Participants receive map with 2-4-1 drink coupons valid anytime! 21+, $30 pp. Conch Republic Seafood Company, 631 Greene St. 305-294-4403

8pm HEADDRESS BALL – Doors open 6:30pm at Coffee Butler Amphitheater in Truman Waterfront Park. Tom Luna emcees with Rude Girl from WEOW 92.7 radio. The Aquanettes open the show and will be joined by Christopher Peterson and the cast of the Waterfront Playhouse’s Rocky Horror Picture Show and surprise guest entertainment! Over fifteen contestants parade Headdresses vying for the $3,000 1st prize. Premium table and lawn seating. 305-294-4603

8pm WHITE PARTY @ RICK’S DURTY HARRY’S ENERTAINMENT COMPLEX – DJs in two venues. The island’s best rock band, The DurtBags, in Durty Harry’s. Enjoy secret fantasies with the lovely Red Garter ladies. Glow off under the black lights. 202 Duval St. 305-296-5513

8pm PATRICK & THE SWAYZEES LIVE FROM THE LAWN AT SLOPPY JOE’S DOCKSIDE – Playing surf rock to doo wop, rockabilly to beach music. 7001 Shrimp Rd. 877-496-8712 FREE

8pm SLOPPY JOE’S TOGA PARTY – Limited Togas available for $10. Juliano Brother on stage 10pm, DJ all night. Giveaways 8pm-12am. 201 Duval St. 305-294-5717

9pm – Close FAT TUESDAY PINK PARTY – Flocking Fabulous Rosé Daiquiris, DJ Gyver, costume contest with $500 bar tab for 1st place, $250 2nd and $100 3rd. All cover charges donated to the American Cancer Society – Making Strides Against Breast Cancer of the Florida Keys. 305 Duval St. 305-296-9373 $

10pm – 4am EXPOSED AT THE BOURBON ST. PUB ADULT ENTERTAINMENT COMPLEX – All WELCOME Foam Party, 2 Dance Floors, pool & jacuzzi! Black Out & Black Light party inside with FREE glow sticks! VIP All Access $50. (VIP includes Main Bar, Garden & Pool Bar and Foam Party) tickets on sale at the New Orleans House 10/1. General Admission $20 (Access to the Main Bar only) Tickets at the door, 724 Duval St. 305-293-9800

10:30pm IRISH KEVIN’S 80’s PARTY – Full 80’s band! 211 Duval St. 305-292-1262 $

FRIDAY, OCTOBER 28, 2022

12pm – 5pm BOWTIES & BIRTHDAY SUITS at ISLAND HOUSE RESORT FOR MEN – All-male, clothing-optional pool party! Admission includes Bowtie and resort privileges until 4am Saturday. Music, go-go boys, and free shots. Locks & lockers provided while they last and free clothes-check. $40 cash/credit. Men 18+ Only *PHOTO ID REQUIRED FOR ALL ENTRANTS* 1129 Fleming St. 305-294-6284

12pm – 5pm SOUTHERNMOST PLAYBOY MANSION’S BEACH BUNNY POOL PARTY BASH – OCEANFRONT, ADULTS ONLY! All day pool pass, DJ Hazard, Drink Specials, and topless sunbathing with bunny ears on. $25. 1400 Duval St. 305-296-3141

3pm -5pm FLORIDA KEYS COUNCIL OF THE ARTS FANTASY FEST POSTER SIGNING PARTY – Carrie Disrud, winner of 2022 Fantasy Fest Poster Creator Contest, signs for attendees. 2020 poster designer Pashur will also be present to sign his winning poster. Posters and Fantasy Fest Swag for Sale! WINO at the La Concha Hotel, 430 Duval St. 305-280-0208

5:30pm MASQUERADE MARCH – Parade through Old Town with music and noisemakers! Thirst quenchers provided at select guesthouses. Begins at Frances Street entrance to cemetery, but revelers can join anywhere along the ONE route! FREE

7:30pm MASQUERADE MARCH AFTER-PARTY at THE GREEN PARROT – “Sooner or later, you always wind up at The Green Parrot”. 601 Whitehead St. 305-294-6133

8pm LIVING ART EXPO – Female, Male and Groups compete for title of Best Overall Living Art of Fantasy Fest 2022 and $3000 in cash & prizes. FREE General Admission. VIP Backstage and Stage-front tickets available. Doors open at 7pm. Sunset Pier, 0 Duval St. 305-295-7047 or rlevering@oceankey.com

9pm & 11pm KINKY COUPLES ONLY PARTY HOSTED BY RUBBERDOLL! – World-renowned latex performer RubberDoll with Live Dark’n Dancing with New York DJ Lucas. Open Bar, Clothes Check, Private Area. Pre-Registration Required. Friday $275 per couple/$50 Single Ladies. Saturday $300 per couple/$50 Single Ladies. Both Nights with Meet and Greet: $500. Contact Jim 305-304-2400

10:30pm ROCKHOUSE LIVE PRESENTS THE INAUGURAL ROCK-N-ROLL FANTASY AND COSTUME CONTEST – Two floors with live music and the biggest outdoor roof deck on Duval! Prizes awarded all night. Rock & Roll costume contest at 12am, $500 cash prize. 135 Duval, 305-440-3263; $100 admission; $150 reserved seating.

SATURDAY, OCTOBER 29, 2022

12pm – 5pm BOURBON ST. PUB POOL PARTY – Live DJ. Clothing Optional. 724 Duval St. 305-294-9354

12pm – 12am SAN CARLOS INSTITUTE BLOCK PARTY – Mojitos Bar, Cuban Music Fest and dancing! 516 Duval St 305-294-3887 FREE

1pm – 4pm !SUENALO! LIVE ON THE BEACH AT SOUTHERNMOST RESORT – SUÉNALO, an amazing, 7-piece Latin funk band from Miami performs. Cash bar featuring Froze and Sangria by Cupcake Wines and Beso Del Sol. 1319 Duval St. 305-296-6577 $25 – $60

5:30pm – 9pm SSP GIRLS ROCK! SUNSET PIER OCEAN KEY RESORT & SPA – The women of Sunset Pier take the stage for a concert in support of Mote Marine Lab, portion of proceeds benefit Florida’s Coral Reef. FREE! 0 Duval St. 305-296-7701

6pm BOURBON ST. PUB’S VIP BALCONY BASH PARADE VIEWING – Grand Balcony of the New Orleans House. Open bar & catered buffet. Private entrance and restrooms. Free bag of beads to toss to the crowd below! Tickets $200. Only 150 tickets available starting 10/1 at the New Orleans House, 724 Duval St. 305-293-9800

6pm BEST PARADE VIEWING AT THE HARD ROCK CAFÉ , 313 DUVAL – For priority seating contact Kelly at keywest.gm@hardrock.com or 305-293-0230

6pm FANTASY FEST PARADE GRAND BALCONY VIEWING PARTY – Open Bar, Light Hors d ’Oeuvres and beads to throw. 801 Bourbon Bar – 801 Duval St. 305-294-4737

7pm BUD LIGHT FANTASY FEST PARADE – Duval Street Parade features glittering floats, spectacular costumes and dazzling dancing groups! FREE

SUNDAY, OCTOBER 30, 2022

12pm -5 pm CHILDREN’S DAY – A family event featuring food, rides, games, arts & crafts and a costume contest for children located at Bayview Park, Truman Ave & Eisenhower Dr. 305-292-8912

2pm – 5pm HANGOVER REHAB POOL PARTY AT THE MARKER KEY WEST HARBOR RESORT – Dulce Vida Tequila and Booze Bandage to the rescue! Food & drink specials, live music and free Booze Bandages for the first 50 guests! 200 William St. 855-485-9291 FREE!

4pm – 8pm “THE FAT LADY SINGS” TEA DANCE at LA TE DA – DJ Rude Girl provides the music for the very last hoorah! 1125 Duval St. 305-296-6706 $5

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