Fantasy Fest 2014 Dates Schedule of Events, Locations

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Friday, October 17, 2014




Saturday, October 18, 2014

  • BAHAMA VILLAGE GOOMBAY FESTIVAL

    This family friendly party continues in Bahama Village! FREE.
    Noon to midnight; Bahama Village See Map.

  • ADVENTURES IN BURLESQUE-LAND

    Join Key West Burlesque’s very own, Tatah DuJour, on an epic journey unlike any other! “Adventures in Burlesque-Land” will take you into the sexy and salacious world that exists behind the big red velvet curtains at the Waterfront Playhouse—a world where bawdy burlesque beauties make all your fantasies come true. “Adventures in Burlesque-Land" features some of the best international burlesque performers as well as local Key West favorites! This incredible theatrical experience combines the classic art of strip tease and amazing vocal performances into a Broadway-style production. In addition to regular seating ($45 & $55), a limited number of stage seats are available at $75. Audience members who choose these seats will be in the middle of the action and participate in the show! To purchase tickets, please email the Box Office at This email address is being protected from spambots. You need JavaScript enabled to view it.
    8 PM; Waterfront Playhouse, Wall Street See Map.



Sunday, October 19, 2014




Sunday, October 19, 2014

  • SE7EN DEADLY SINDAY

    Come have a religious experience Key West style at nine one five. DJs Dale and George will help you drink your way through the 7 deadly sins while rocking to the best house music. If you are feeling really gluttonous, take on the 7 deadly sins Grey Goose drink challenge. Complete this devilish task and win a prize everyone will be lusting for. No cover. Rhapsody Blue! Join us and be enraptured by the sound of Key West favorite Howard Livingston and the Mile Marker 24 Band at this year’s third annual Blue Pool Party! Complimentary hors d’oeuvres and cash bar highlighted by free giveaways and amazing raffle prizes! Tickets are just $10 and include a $5 complimentary raffle ticket. So ascend into bliss and purchase your tickets today for the ultimate Rhapsody Blue Party, - The BLUE Party! Call 305-292-4361 or go to info @ sheratonkeywest.com to reserve your tickets.
    7 PM – 2 AM; 915 Duval St. See Map.

  • ADVENTURES IN BURLESQUE-LAND

    Join Key West Burlesque’s very own, Tatah DuJour, on an epic journey unlike any other! “Adventures in Burlesque-Land” will take you into the sexy and salacious world that exists behind the big red velvet curtains at the Waterfront Playhouse—a world where bawdy burlesque beauties make all your fantasies come true. “Adventures in Burlesque-Land" features some of the best international burlesque performers as well as local Key West favorites! This incredible theatrical experience combines the classic art of strip tease and amazing vocal performances into a Broadway-style production. In addition to regular seating ($45 & $55), a limited number of stage seats are available at $75. Audience members who choose these seats will be in the middle of the action and participate in the show! To purchase tickets, please email the Box Office at This email address is being protected from spambots. You need JavaScript enabled to view it.
    8 PM; Waterfront Playhouse, Wall Street See Map.



Monday, October 20, 2014




Tuesday, October 21, 2014




Tuesday, October 21, 2014

  • REDDY ICE FANTASY FAÇADE COMPETION

    Festively decorated homes and businesses compete for cold hard cash! Free to enter, call 305-296-1817.
  • OFFICIAL FANTASY FEST POSTER SIGNING PARTY

    Meet-n-greet the award-winning artists of this year's poster. Get up close and personal while having a lively libation or two. Posters for sale.
    5 PM; Crowne Plaza La Concha Hotel, 430 Duval Street See Map.

  • A MIDSUMMER NIGHT'S DREAM - PINTS AND PIXIES

    Fly over to World of Beer - Key West, for our first official Fantasy Fest party, "A Midsummer Night's Dream - Pints and Pixies" Pull up your tutu & get out your glitter, because this party isn't just for the beer drinkers. We’re asking all of you fairies to come out of the woods and show off your best Oberon, Titania, & Tinker Bell. The party begins at twilight. Register by 6 PM, contests at 9 PM. $10 registration fee includes complimentary Bells Oberon draft.
    6 PM; World of Beer, 511 Greene St.See Map.

  • 32nd ANNUAL HEADDRESS BALL: ANIMELISTIC HEAD TRIP

    The premiere gay event of Fantasy Fest. Get out your feathers, glue guns and ribbons—it’s time for the Key West Business Guild’s extravaganza, the 32nd Annual Headdress Ball at the Southernmost Hotel on the Beach! This year’s theme is aptly named “Animelistic Head Trip” and features the hilarious Queen Mother XXX, J.B. McLendon, as emcee. Annual fundraiser for the KW Business Guild, one of the oldest Gay and Lesbian Chambers of Commerce. Co-sponsored by the Southernmost Hotel Collection. $1500 Grand prize. Held rain or shine. Doors open at 7 PM. Show begins at 8 PM. Book your tables early because this event always sells out. Tickets available online at headdressballkeywest.com
    7 PM; Southernmost Hotel on the Beach, 508 South Street See Map.

  • ADVENTURES IN BURLESQUE-LAND

    Join Key West Burlesque’s very own, Tatah DuJour, on an epic journey unlike any other! “Adventures in Burlesque-Land” will take you into the sexy and salacious world that exists behind the big red velvet curtains at the Waterfront Playhouse—a world where bawdy burlesque beauties make all your fantasies come true. “Adventures in Burlesque-Land" features some of the best international burlesque performers as well as local Key West favorites! This incredible theatrical experience combines the classic art of strip tease and amazing vocal performances into a Broadway-style production. In addition to regular seating ($45 & $55), a limited number of stage seats are available at $75. Audience members who choose these seats will be in the middle of the action and participate in the show! To purchase tickets, please email the Box Office at This email address is being protected from spambots. You need JavaScript enabled to view it.
    8 PM; Waterfront Playhouse, Wall Street See Map.

  • CAPT. TONY'S PARTY IN PLAID

    Experience a party that caters to all exotic lifestyles and fantasies. Whether you wear your naughty or nice plaid to attract old friends or to stimulate the new, this party is for you. Everyone is invited to a party for the ages that only the legendary Capt. Tony's can host. Great music and drinks, plaid costumes, exotic people. FREE.
    8 PM; Capt.Tony's Saloon, 428 Greene Street See Map.

  • MEN OF LABARE TIGHTY WHITEY PARTY

    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 welcome. Limited tickets are available for this event and can be purchased at keystix.com; 305-304-1188.
    8 PM; Bare Assets, 1029 Truman Ave See Map.

  • PINK BRAS & CLAWS PARTY

    Be part of Pinchers Inaugural Event that is sure to be the “TITS”. The MASSIVE Foam Party in the parking lot behind the restaurant will feature a DJ late into the night, buckets of fun, stone crabs, prizes, sweet swag and best of all, raise money to be given to the American Cancer Society "Making Strides Against Breast Cancer". For more info visit pincherscrabshack.com or call 305-440-2179. Tickets only $10.
    8 PM; Pinchers Crab Shack, 712 Duval Street See Map.




Wednesday, October 22, 2014

  • PET MASQUERADE & PARADE

    And what a parade you will see as a magic carousel of frisky pets and playful owners all delightfully disguised stroll, dance and even skateboard across a stage in a fun frolic for fame and fortune! Think you and your furry, feathered or slithery friend have the perfect outfit? 4 categories to enter-$25 each entry; benefits the Lower Keys Friends of Animals; Registration begins at 4 PM; Show starts at 5:30 PM; FREE to watch but VIP seating is available on the lawns of the Casa Marina Resort. For more information: Facebook: Key West Pet Masquerade & Parade, petmasquerade @ hotmail.com or 305-304-1026.
    4 PM, 5:30 PM; Casa Marina Resort, 1500 Reynolds Street See Map.

  • LAZY GECKO REDNECK PARTY

    Hey ya'll, come on down to the Lazy Gecko Redneck Party! Gussy up in your best camo or slide into your sexiest Daisy Dukes!! Prizes for the best Redneck, Redneck Babe, Redneck Couple,and Team Redneck (yeah, that's you and your best bubbas!). lazygecko.com.
    7 PM; Lazy Gecko, 200 Duval Street See Map.

  • WHARFSTOCK AT THE SCHOONER WHARF BAR

    Go back to the days of Peace and Love Woodstock style. Get groovy with tie-dye, flower power, and psychedelic colors, for your apocalyptic fantasy this year. Prizes for best Hippie Chick and Grooviest Dude. Be a part of the Body Painting Contest. Just bring a friend to paint or be painted paints and brushes provided! Enjoy live music, cold drinks and emceed by Frank Everhart. Winners will receive cash prizes and gift certificates. Judging at 10 PM; No cover charge or entry fee. 305-292-3302.
    7 PM; Schooner Wharf Bar, 202 William Street See Map.

  • “SMOKIN' HOT TUNA” CONTEST AT SMOKIN’ TUNA SALOON

    Come on over to the Smokin’ Tuna for the "Smokin’ Hot Tuna" costume contest. Over $5,000 in cash and prizes including a Bare Necessities Cruise for 2!. Costumes will be judged on originality and sexiness! $10 registration fee; must enter by 5 PM; VIP tickets include open bar and appetizers during contestant meet and greet and stage front seating; $50; contestant meet and greet begins at 8 PM; contest begins at 9 PM; keystix.com; Smokintuna.com; 305-517-6350. $.
    8 PM; Smokin' Tuna Saloon, 4 Charles Street See Map.

  • SECOND ANNUAL FANTASY FEST BURLESQUE AND POLE PERFORMANCE CONTEST

    The top professional burlesque and pole performers from around the world will compete in the first annual Fantasy Fest Burlesque and Pole Performance Competition. A stunning combination of costuming, choreography and incredible talent will grace the stage of the Sunset Pier as performs compete for cash, prizes and titles of: Best Burlesque Fantasy Female, Bawdiest Boy Burlesquer, Dynamic Duo and Princess of the Pole. Applications to compete are available at keywestburlesque.com. Tickets for this fabulous event are available at keystix.com or the Sunset Pier bar. $125 VIP tickets include an open bar and stage side seating. General admission tickets are available for $30. Doors open at 8 PM; contest at 9 PM.
    8 PM; Sunset Pier, 0 Duval Street See Map.

  • 3rd ANNUAL LUV2GLOW PARTY

    Do you love it in the dark? Do you love it hot? Do you love to glow? Then you’ll LUV2GLOW at Rumor Lounge when we turn out the lights and go dark with black lights, glow body paint and the hottest dance beats around! Watch your body glow while three of the hottest electronic DJs make your body move. Come party with our HOT Bartenders and SEXY GLO-GO Dancers! Put on your hottest neon or take it off and paint it up… this party is sure to be one of the most epic moments of Fantasy Fest! Doors open at 8 PM; contest at 9 PM.
    9 PM; Rumor Lounge, 430 Greene St. See Map.

  • DUNGEON of DARK SECRETS and FETISHES

    Embrace your darkest desires ... come one and come all (boys & girls, boys & boys, girls & girls) to play in our dungeon of fetishes! Play, voyeur, or take part in the show to unleash your darkest desires. 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! 305-731-9055; Purchase tickets online at keystix.com.
    9 PM; 801 Bourbon Bar, 801 Duval Street See Map.

  • FOGARTY'S RED NIGHT

    Fogarty's 12th Annual Red Party! Don't miss this often imitated, but never duplicated party with a costume contest and door prizes! 227 Duval St.; 305-294-7525; $.
    9 PM; Fogarty's, 227 Duval Street See Map.

  • ABC (ANYTHING BUT CLOTHES) PARTY

    Adult film star Mary Carey, invites you to personally interact with her and super hot exotic dancers, as she bares it all live on stage. Enter the most outrageous and creative contest on the planet, the ABC (Anything But Clothes) Costume Contest, for $700 cash and prizes. Join the adventurous and risque in an adult entertainment club setting, featuring guest DJ's. Limited tickets are available to the public for this private star-studded red carpet celebrity extravaganza. Purchase tickets at keystix.com. 305-304-1188.
    10 PM; Bare Assets, 1029 Truman Ave See Map.



Thursday, October 23, 2014

  • DANTE'S 8TH ANNUAL HALOS & HORNS POOL PARTY AND WET T-SHIRT CONTEST

    Whether you wear the halo of an ANGEL or prefer devilish HORNS, GET WET & WILD at Dante's for a chance to win BIG $$$! Free body painting, live music, great giveaways, fantastic food and drink specials and our one of a kind stage in the CENTER of the POOL! The party starts at noon and goes till 6 PM, pole dancing starts at 4:30 PM. Visit danteskeywest.com for more details.
    Noon - 6 PM; Dante's Restaurant & Pool Bar, Caroline Street See Map.

  • BLACKOUT GLOW PARTY AT COYOTE UGLY

    Join Coyote Ugly on Duval as we turn out all the lights and replace the bulbs with black lights for the 2nd annual Glow Party! A variety of glowing accessories will be available along with a body painting artist so you can glow all night long with the world famous Coyote Ugly Bartenders. Women come dance on the bar as our staff belts out songs on the microphone and dazzles you with a variety of entertainment till the early morning. Contests for cash and prizes for the best dressed couple, man and woman. The contest will be judged on originality and sexiness! Signups at 8 PM. Judging at 10 PM. coyoteuglysaloon.com/keywest; 305-294-UGLY.
    8 PM; Coyote Ugly, 218 Duval Street See Map.

  • SLOPPY JOE'S 31ST ANNUAL TOGA PARTY

    "Still The Best Ancient Roman Party In Town!" To enter the contest, contestants must be dressed in toga and are encouraged to use Fantasy Fest's Theme "Super Heroes, Villains... & Beyond" for inspiration. Three divisions: Groups (2 people minimum to 8 people maximum) $500 first place prize; Men's Division $250 first place prize and Women's Division $250 first place prize. Free to enter contest; registration at 8 PM contest begins at 9:30 PM; 201 Duval St.; $10 Door Charge.
    8 PM; Sloppy Joe's Bar, 201 Duval Street See Map.

  • THE “ORIGINAL HOMEMADE BIKINI CONTEST” AT SUNSET PIER

    A bevy of 50 beauties vie for $2,000 in cash and prizes! Tropical libations and great drink specials, along with music from the island's best bands will ensure this is the place to party tonight! Join the Backstage VIP section with an open bar, light food and a contestant meet & greet. For contest entry information contact the Sunset Pier at 305- 295-7047 or dining @ oceankey.com. Contestant participation fee of $20 will be donated to Reef Relief. Seating is limited; FREE. Backstage VIP Tickets available at keystix.com or at The Sunset Pier Bar.
    8 PM; Sunset Pier, 0 Duval Street See Map.

  • WHY DON'T WE GET DRUNK... AND LEI'D AT MARGARITAVILLE

    Leave your sunscreen and beach towels at home. At Margaritaville, you can enjoy a beach party without leaving Duval Street! How low can you go will be the name of the game. We will have beach Olympics, costume contests with $1,000 in cash and prizes and a DJ that will surely create some waves. Everyone is guaranteed to get lei’d. Don’t fret if you forget your grass skirt, they will be sold in our store. Party will start at 8 PM. $5 cover includes our famous Who’s to Blame Margarita or a Landshark.
    8 PM; Margaritaville, 500 Duval St. See Map.

  • EXPOSED AT THE BOURBON ST. PUB ADULT ENTERTAINMENT COMPLEX

    Looking for the most risqué party of this years 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, clothing optional, (Bare What You Dare) party, will include glow sticks, 2 DJs, dance floors, large projector screens (playing all your favorite fantasies), exotic dancers (male and female). VIP, front of the line, passes will be on sale at the New Orleans House starting October 1st; 9 PM–4 AM; 305-293-9800; bourbonstpub.com.
    9 PM; Bourbon Street Pub, 724 Duval Street See Map.

  • FAT TUESDAY PINK PARTY

    “Save the Ta-ta’s!” A portion of the proceeds will be donated to the fight against breast cancer. 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 2nd place, and $100 bar tab for 3rd place. Live entertainment by DJ Buggy. Party favors while supplies last. 305-296-9373; $.
    9 PM; Fat Tuesday, 305 Duval Street See Map.

  • PAJAMA AND LINGERIE PARTY

    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 DJ’s live. Purchase Advance VIP tickets online now before they sell out at keystix.com. 305-304-1188.
    10 PM; Coasters, 218 Whitehead Street See Map.
  • IRISH KEVIN'S ANNUAL 80's PARTY

    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 PM our full 80's band will keep you fighting for your right to party into the wee hours of Friday morning. Free.
    10:30 PM; Irish Kevin's Bar, 211C Duval St See Map.




Friday, October 24, 2014




Saturday, October 25, 2014




Sunday, October 26, 2014

Rating: /5 ( Votes)

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