“BART”…our new BAR & ART Stroll…a self guided wander along the docks at the Historic Seaport between Conch Republic Seafood Company and Dante's with stops at Half Shell Raw Bar, Turtle Kraals, Waterfront Brewery, Schooner Wharf Bar and The Marker. Check in at participating bars with #BARTKW and a photo of the figures and sculptures and you will have a chance to win vintage Fantasy Fest t-shirts and swag!
DRESS LIKE ELVIS GET A DISCOUNT
Come dressed like Elvis to Two Friends Patio during the 10 days of Fantasy Fest and get 15% off your check. Two Friends Patio; 512 Front St.; (305)296-3124
FACES OF FANTASY FEST BY TOM FLIP
Key West photographer Tom Flip will be taking portraits of Fantasy Fest patrons this year fromTuesday-Friday, October 20-23. Perhaps best known for his Heads Up Key West series where he focused on the faces of Key West locals; this time, he aims to shed light on those taking part in the week-long celebration of fun by assembling a professional portrait studio. Subjects are encouraged to wear their best costumes—minimal or grandiose—to get their official Fantasy Fest portrait taken. Although this event is free and open to the public, those wishing to participate are encouraged to arrive early as lines often form and are known to stretch around the block.
FAIRVILLA THE BEST PLACE IN TOWN FOR SEXY, FUN COSTUMES & ACCESSORIES
Come to Fairvilla and get everything you need to look your best at this year’s Fantasy Fest. Fairvilla offers a wide variety of costumes, wigs, accessories, and everything in between. Fairvilla is open daily from 11 AM- Midnight and is located at 524 Front St.
FANTASTIC BODY PAINTING AND STUNNING SUNSETS: FEMME FATALE QUATRE BODY ART AT SUNSET PIER
Join our premier all girl team of body artists Femme Fatale Quatre Body Art, October 16-24 starting each day at 1 PM at Sunset Pier, 0 Duval Street. Our talented team has won many Fantasy Fest contests with their living art pieces and we want to make you our next canvas! From small body art pieces to full body’s we can help your imaginations run wild! Now booking appointments! Call or text 850-596-4065. Walkups available on most days! Prices start at $40 and up, see our Facebook page Femme Fatale Quatre Body Art for a full price listing. We will also have waterproof and sweat proof options available as well as a bling bar for all of you glitter junkies! Come join us at Sunset Pier for fantastic body art, sunsets, music, fun and food!! 0 Duval Street Sunset Pier
FURY WATER ADVENTURES DISCOUNT
We are offering 10% off select day trips with promo code FANTASY*. Trips include: Parasail, Jet Ski Tour, Glass Bottom Boat Reef Eco Tour, Reef & Ritas Snorkel, Double Dip, Dolphin Watch, Ultimate Express, and Island Adventure. *Not valid with any other offer. One coupon per group. Blackouts and restrictions may apply.
GET YOURSELF PAINTED IN PARADISE AT PARADISE TATTOO
Join our guest and celebrity body painter artists, including Sean Avram from Skin Wars and the 2020 Fantasy Fest featured artist Pashur, as they join the Paradise team to unleash their creativity on YOUR ‘Canvas’! Their amazing talent will make you stand out on Duval or at any official Fantast Fest party. From full body art to small stencils, we will paint as much as or little of yourself as you like in all price ranges. In addition to traditional applications we have glo paint, finger painting, water & sweat proof options and glitter boobs/bum! All paint jobs are professionally photographed and the best join our Wall of Fame! Paradise Tattoo has a great selection of costumes, costume accessories, tutu's, theatrical eyewear, false eyelashes and so much more to accessorize whatever you’re (not) wearing! OR – Make a decision you can’t forget and Get INKED by Key West’s #1 Tattoo Shop! 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.
HAIR OF THE DOG AT ISLAND DOG
So, it's the morning after and last night's shenanigans are a bit fuzzy? Well, take the walk of shame over to Island Dogs and soak up that hangover with our huevos rancheros and breakfast pizza! Get your Fantasy Fest back on by renewing yourself daily with our bottomless mimosas every day from 9am-1pm. Island Dog 505 Front Street 305-509-7136
HOT TIMES AT PEPPERS OF KEY WEST
Kick your party off by getting your taste buds warped into another dimension of delicious with over 100 different flavors of sauces at the free tasting bar at Peppers of Key West. Take the party with you and pick up your own bottle of Fantasy Fest special edition hot sauce while they last. locations: 602 Greene St.. 10 AM – 8 PM. 305 -295-9333
REDDY ICE FANTASY FAÇADE COMPETITION
Festively decorated homes and businesses compete for cold hard cash! Free to enter, call 305-295-9112.
Wanna listen to great live music AND still hit the late night party scene? Then come to “Sound Check” at the Green Parrot...the grooviest corner in Key West! Rock your cocktails at this 90 minute preview of our late night gig before you venture out into the playland that is Fantasy Fest...5:30 PM-7 PM 601 Whitehead St. 305-294-6133
BAHAMA VILLAGE GOOMBAY FESTIVAL- A FAMILY FRIENDLY EVENT
This exuberant street party showcases island arts and crafts, music and food in the heart of Key West’s historic Bahama Village neighborhood. The festival’s main entertainment stage is located at the corner of Petronia and Front Street and features nonstop musical entertainment ranging from gospel to reggae. This is a family friendly event. Noon to midnight; FREE.
HAVANA CABANA POOL PARTY!
Throw on your bathing suit and jump into the largest pool in Key West at the Havana Cabana at Key West! Celebrate with us as we host our very first Fantasy Fest party with local favorite DJ Top Jimmy! Dj Top Jimmy will be serving up the hot beats from 1-5 PM, while our Floridita food truck serves up authentic Cuban food specials. There will be refreshing drink specials available pool side at our Mojito’s pool bar, and games such as giant Jenga, ping pong and cornhole! FREE ADMISSION Noon-5 PM Havana Cabana at Key West: 3420 N Roosevelt Blvd, Key West, FL, 33040. 305-294-5541
Enjoy a party with the Key West's Royal Family and cast your vote for the King & Queen of Fantasy Fest! This fabulous 2-hour stage show includes entertainment by local celebrities and the Candidates themselves! Tickets include reserved seating and 3-course plated dinner. Ticket includes two votes for the Candidates of your choice. Cash bar. This evening is hosted at Key West's Truman Waterfront Park Amphitheatre! For more info call 305-295-9112. This is a benefit for AH of Monroe, Inc.
BAHAMA VILLAGE GOOMBAY FESTIVAL- A FAMILY FRIENDLY EVENT
This exuberant street party showcases island arts and crafts, music and food in the heart of Key West’s historic Bahama Village neighborhood. The festival’s main entertainment stage is located at the corner of Petronia and Fort Street and features nonstop musical entertainment ranging from gospel to reggae. This family friendly street party continues on Saturday! Noon to midnight; FREE.
LA TRATTORIA OCEANSIDE PRESENTS ZOMBIE BRUNCH
Zombie Brunch is just 2 short Blocks away from the East Martello where it all begins. All you can eat ! Full Bar! Grab a great brunch before you ride upon the hallowed grounds of Key West. Car & Bike parking available. Indoor A/C and outdoor seating is open as well. For reservations and information please call 305-295-6789. 11AM-3PM; La Trattoria Oceanside; 3593 S Roosevelt Blvd.
AWAKE THE DEAD – ZOMBIE AFTER PARTY
Hot Tamales! Just when you thought the party was dead, we’re waking the zombies with a party for the grave! 24 North Hotel, Dulce Vida Tequila, and DJ KYD host an afternoon pool party, with tequila flights, swag, Mexican food specials, and of course, ZOMBIE LIMBO! 1-4PM at 24 North 3820 North Roosevelt Blvd.
ZOMBIE BIKE RIDE- A FAMILY FRIENDLY EVENT- NO NUDITY PERMITTED
Rise from the dead and join your newly awakened zombies as they gather at Zombieland in Fort East Martello at 2 PM to get their blood flowing, bodies painted, and mid-afternoon snack from 2-6 PM. Hop on your bike and join the thousands of costumed zombies at 6 PM when the zombie invasion heads down US1 to Duval Street for the Zombiefest in Downtown Key West. Register now at Zombie Bike Ride $5.00 entry
ZOMBIEFEST OFFICIAL AFTER PARTIES
Join us after the Zombie Bike Ride and keep the party going with music & dancing in the streets all night long at the following Official After Parties- Tiki House - Bagatelle - Sloppy Joe's - Irish Kevin's - Mangoes - Green Parrot.
THE PERRY HOTEL'S DUCK, DUCK, BOOZE POOL PARTY
Don’t miss the duckie takeover at The Perry Hotel! We’re kicking off Fantasy Fest with a pool party like you’ve never seen before – complete with a pool full of rubber duckies, beverage samples, swag, and live music by Key West’s favorite DJ Buggy. Duck floats, duckie bathing suits, duckie tutus, and creativity are encouraged! This event is FREE and open to the public, 12pm-4pm. The Perry Hotel 7001 Shrimp Road, 305-296-1717.
A GREEN PARROT BEATLES TRIBUTE
Well, Love, and Tony Baltimore, Chris Thomas, Hiram Garzaro, and Oren Polak, as they kick off Fantasy Week and re-create a Fab Four Show with "THE BEATLE BAND, All You Need is Love" at The Green Parrot with shows at 5:30 and 9 and 11 p.m. on Monday, October 19th. Their past Beatle Tribute Shows had Parrot patrons swinging from the rafters as they danced, laughed, and sang-along to a set-list pulled from decades of Lennon-McCartny hits. And, lets not forget "It Was Fifty Years Ago Today...." so help us celebrate the 52nd anniversary of most famous and influential rock 'n' roll record ever made, Sgt. Pepper's Lonely Hearts Club Band! Tony and the boys will hit all the high-notes of the Beatles canon, from "All My Loving" to "The Ballad of John and Yoko", through Revolver/Rubber Soul territory to The White Album. Don't miss a beat! Be there as Billy Shears gets introduced and the British Invasion roars ashore! Those on Fantasy Fest's more interactive side may want to turn this into a Monday night "Sixties Dress-Up" dance party" , come as your favorite "Beatles Look-Alike" or come dressed in theme and help turn The Parrot into the 1967 summer of love! 601 Whitehead St. 305-294-6133
HEROES AND VILLAINS RUN/WALK 5K
Be SUPER, be EVIL, be AWESOME and get your run on! Dress up as your favorite Superhero or Super Villain and run, walk or fly to the finish line. The first 400 to register get a custom designed puzzle piece finisher medal! Race starts and finishes near the beach at the Southernmost Beach Resort parking lot, behind the La Mer House at 506 South street. (You can also see it behind the Southernmost Beach Cafe.) The race course goes through historic Old Town Key West. Free beer and snacks after the race. Be part of the Fantasy Fest family friendly FUN! For registration and information: Themeruns.com. 6PM; Southernmost Beach Resort parking lot, behind the La Mer House at 506 South street.
SOUTHERNMOST FANTASY FEST LUAU
REFUEL with us at the Southernmost Luau after you conquer the SUPER, EVIL, AWESOME Heroes and Villains Run/Walk 5K. Enjoy a Key West style pig roast with your toes in the sand and a drink in your hand. Southernmost Beach Resort, 1405 Duval St. 305-295-6550. 6:30 PM; $45 includes one drink per person. Buffet includes Roast Cuban Pork, Picadillo, Frijoles Negros, Soffritto Rice, Yucca Fries, and Dessert.
MARTINI MONDAY AT VIRGILIO'S
The Original MARTINI MONDAY is rocking the Fest. All Martinis are just $7.00. Live music, great food and, of course, did I mention, the best Martinis in Key West. Have a great Fantasy Fest everyone and we will see you there! GET EXCITED BABY! Virgilio's 524 Duval St.
No Kinky Costume, No Entry. DJ and Kinky Performances. Key West’s original Fantasy Fest Kink Party in its 22nd year! Open Bar from 8 PM – 11 PM, the party goes until 1 AM! Tickets go on sale Saturday, October 17th at First Flight, 301 Whitehead Street. Tickets are $35 CASH ONLY. For info email [email protected]
SLOPPY JOE’S COMIC BOOK CAPE-ERS
Are you a Superhero with superhuman powers to protect the universe (or at least Key West)? Or are you the ultimate Supervillain? Come dress as your favorite “Caped” Superhero or Supervillain and party all night. Sloppy Joe’s gift cards will be awarded to best costumes after 9:30 PM. First Place $300 Sloppy Joe’s Gift Card, Second Place $200 Sloppy Joe’s Gift Card and Third Place $100 Sloppy Joe’s Gift Card. Whiskey Kiss on stage at 10:00 PM. 201 Duval Street. Party starts at 8 PM. No door charge.
TOPS OR BOTTOMS
See the Little Black Book at the top of the page for full event details. Underwear party 10pm-4am. Men Only Event. In the New Orleans House Garden & Pool Bar; 305-293-9800; 724 Duval St.; Bourbonstpub.com
Beach Bash: Blast from the Past on South Beach located at the Southernmost Beach Cafe, 1405 Duval Street. 305-295-6550. Join Patrick and the Swazyees in taking you back to the time of surfing, sun-bathing and beach blanket bingo. Put on your favorite beach attire, sport your boldest bikini or don your newest tie-dye. Grab your flip flops and head out to the beach to twist again, like you may have done last summer. Drink and food specials all afternoon along with beach activities and, of course, good old fashion fun! 2 PM- 5 PM.
COCKTAILS FOR ANIMAL TAILS!
COCKTAILS FOR ANIMAL TAILS! LOCATION: Rick's Complex, 202 Duval St. 305-294-4857 TIME: 7-10 PM Admission $35 Come to an “All You Can Drink” Animal Party to benefit the Florida Keys SPCA. Each bar has been transformed into a different Animal Kingdom around the world where you can enjoy an All You Can Drink experience of the entire Rick’s Complex. Wear your best animal ears & tails, warm up your tutus and get ready to party like an animal! Join in the costume contest to win great prizes! Proceeds will benefit the animals of the Florida Keys SPCA. Pre-sale tickets are available at at 5711 College Rd. 305-294-4857.
ROCK THE TATAS CONTEST
Hanks’ Hair of the Dog Saloon and the Smokin Tuna Saloon present Rock the Tatas Contest. Join us in the fight against Breast Cancer October 20th Contest starts at 7 PM at Hanks Hair of the Dog Saloon located at 409 Caroline St. First place of $500, additional cash prizes for second and third place. DJ and special performance by Rob Benton & Friends. Contest winner awarded and post event party at the Smokin Tuna located a 4 Charles St. starting at 10 PM. A portion of the proceeds benefiting Making Strides Against Breast Cancer. 7-10 PM Hanks Hair of the Dog Saloon 409 Caroline St. 10PM- Late Smokin Tuna Saloon. $10 Cover and $10 entry fee.
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 this party for the ages that only the legendary Capt. Tony's can host. Great music and drinks, plaid costumes, exotic people. 428 Greene St. 305-294-1838. 8 PM; FREE.
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 welcomed. Bottle Cap 1128 Simonton St., 9pm to 4am. Limited tickets are available for this event and can be purchased at keystix.com or call 305-304-1188. $
GREEN PARROT GREEN PARTY “It’s Not Easy Being Green!”
As once said by a famous frog - “it’s not easy being green!” But we’re not frogs, were The Parrot, and day-in and day-out, we happily recycle our bottles, cups, and cans, and invite you on this night to rethink and reinvent yourself, maybe take your recyclables and reinvent a radical costume...or heck, just wear green...we won’t throw you out! Be here as Gainseville-based Tom Petty tribute band Heavy Petty makes their much-anticipated debut at The Green Parrot with shows at 5:30, 10 p.m and midnite. on Tuesday, October 20th. Heavy Petty grew up in the culture, music, and community of Tom Petty’s hometown, Gainesville, FL, cultivated in the same rock and roll scene where Tom Petty grew up. Known for their energy, showmanship, authenticity, and their own Gainesville-grown rock and roll style, they were dubbed the “Hometown Tribute Band” by friends and family of Tom Petty, and have been carrying on Tom Petty’s music legacy and entertaining large audiences for ten years. Heavy Petty plays a diverse catalog of Tom Petty songs, ranging from callouts like “American Girl,” to b-side songs like “Something Good Coming.” They also play songs from any of Tom Petty’s solo or group projects like The Traveling Wilburys and Mudcrutch, with songs like “Handle With Care,” and “Scare Easy.” Working alongside the Petty family, Heavy Petty curates The Tom Petty Birthday Bash, a multi-day annual music festival held on Tom Petty’s birthday (October 20) in Gainesville, FL honoring the music and legacy of Tom Petty. Audiences state consitently of Heavy Petty’s concert experience, “they sound like the real thing,” and “they play them like they wrote them,” but the best statement came from the man himself, Tom Petty. Playfully responding to Heavy Petty playing his music in his hometown, Tom Petty said “as long as they don’t sound better than we do.” 601 Whitehead Street 305-294-6133
WASTING AWAY @ THE ORIGINAL MARGARITAVILLE
Dress like a Tourist and Come Get Lei'd @ The Original Margaritaville! We will be offering a different specialty concoction every hour beginning at 11AM until close. Along with each specialty drink comes a different colored lei. So cruise back in throughout the day, buy another drink and get another lei on us! How many different colored leis can you get? 500 Duval Street 305-292-1435
LIVING ON THE EDGE POOL PARTY AT OCEANS EDGE RESORT AND MARINA!
If you’re not living on the edge, you’re taking up too much space! Take a trip uptown and party down with Key West’s favorite cover band, the DurtBags, at Oceans Edge Resort’s first Fantasy Fest Pool Party! Our bartenders will be mixing up Dulce Vida tequila drink specials, and games such as cornhole and connect four will be stationed poolside. You can’t help yourself from fallin’ for our premier guest body painter, Rock Star Airbrush! Dress or undress for your favorite decade, as we jam out to the classics through today! This a 21+ Event. FREE ADMISSION 12-3PM at Oceans Edge Resort and Marina 5950 Peninsular Ave, Stock Island, Florida 33040
ROCK AND ROLL REVITALIZING 1960’S POOL PARTY PRESENTED BY BLUE CHAIR BAY RUM
Let us take you back to a groovy time full of Tom Collins, Pink Squirrels and Greyhounds; when the bikini became every woman’s new purchase, mini-skirts crept into closets and good ol’ Rock and Roll was heard from every radio station and record player in the United States. Dress in your favorite vintage swimsuit, psychedelic patterns and platform shoes and join us at the Marker Waterfront Resort for The Sixties Pool Party. Boogie down to live music your old man might not approve of, sip on a few of our nifty drink specials and have a guaranteed far out time. Do you dig? Featuring Patrick and the Swayzees Live Poolside! The Marker Waterfront Resort, 200 William Street. 305-501-5193. 1-4 PM. Live Webcam
SOUTHERNMOST SCAVENGER HUNT'S SECOND ANNUAL FANTASY FEST BAR CRAWL
Come one, come all and do the ONLY Fantasy Fest Bar Crawl! Grab your teams of up to 5 people to see if you have what it takes to bring home the Grand First Place Prize! Each participant will receive an exclusive Scavenger Hunt map featuring tons of 2-4-1 drink coupons you can use any time while your in Key West! You will need to follow the creative clues and solve the riddles while you explore and experience the uninhibited side of Key West like never before. From the world famous Sloppy Joe's to favorite local hideouts, you will enjoy the nightlife, visit the hotspots, and maybe even learn a thing or two about our unique island paradise. Earn the most points for your team and the reward is yours. Of course there are bonus opportunities and mystery locations to discover as well so don’t get left behind! Must be 21 or older and you do not have to drink to participate. $30 per person includes the exclusive map with a value of over $120. Starting at 2PM at The Conch Republice Seafood Company, 631 Greene St. Ticket info coming soon.
New time!!!!! The Pet Masquerade is excited to announce that you will see this year’s carousel of frisky pets and playful owners performing for fame, fortune and prizes beginning at 6:30p on the stage of the Key West Amphitheater at the Truman Waterfront Park! Think you and your furry, feathered or slithery friend have the perfect outfit? 4 categories to enter including Junior-$25 each entry; benefits the Lower Keys Friends of Animals; 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. NO COOLERS. Food and beverage available on site. 21 E. Quay Rd. For more information, visit our Facebook Page or email [email protected].
SMOKIN TUNA HOMEMADE BIKINI CONTEST
The Smokin’ Tuna Saloon is proud to present the 28th Anniversary of the Original Key West Homemade Bikini Contest. Hosted by the World Famous MC & Celebrity Mr. Bill Hoebee and his celebrity judges. 7-8pm VIP MEET AND GREET. 8PM CONTEST. Over $2,000 in cash & prizes. Creativity and attention to detail are the key elements to winning the 1st prize of $1000 with additional prizes for 2nd & 3rd place. Join the Backstage VIP section @ 7pm with an open bar, appetizers and a contestant meet & greet. General Admission is free. Contest participation is $10. Doors open at 7 PM, Event Starts @ 8pm. Limited Backstage VIP Tickets with open bar, VIP Seating & Meet/Greet - $50.00. Tickets available at 305-517-6350.
WHARFSTOCK AT THE SCHOONER WHARF BAR
Travel back in time to the '60s, with Peace and Love Woodstock-style. It’s tie-dye, flower power, and psychedelic colors in a time capsule of the era at Schooner Wharf Bar. The Party starts at 7 PM. Prizes for sexiest Hippie Chick and Grooviest Dude -- judging at 8:30 PM. Enjoy live music and dance to tunes that reach back in time from That Hippie Band from 7-midnight, plus cold drinks and great galley fare. Emceed by Magic Frank Everhart. Winners will receive cash prizes and gift certificates. 202 William St.; 305-292-9520; Starts at 7 PM; judging at 8:30 PM. No cover charge or entry fee. Join us after the Bud Light Fantasy Fest Parade for a walk on costume contest!! Strut your stuff and win groovy prizes!! Live Webcam
2nd ANNUAL FANTASY FEST AIR SEX CHAMPIONSHIPS
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 21st 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. Ticket info coming soon. 9pm; First Flight 301 Whitehead St., Key West, FL 33040
FOGARTY'S RED PARTY
Prepare to see RED! RED decorations, RED lights, RED drinks, and RED beach balls. Wear as much or as little RED as you want but be sure to enter the annual costume party. Cash, gift certificates, and/or bar tabs will be the prizes for winner!! The DJ Jimmy Jamz will keep you dancing all night long. Join us for a fun RED filled night that everyone needs and deserves! Fogarty's 227 Duval St. 305-294-7525 9 PM
SEXY BULL RIDING CONTEST
Cowboy Bill’s incredible Fantasy Fest Ladies Nite Party on Wednesday October 21. 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 keystix.com or call 305-304-1188. Sandbar Sports Grill 511 Greene St, 10 PM.
DESIRE MALE FETISH PARTY
See the Little Black Book at the top of the page for full event details. Fetish Party 10pm-4am. Men Only Event. In the New Orleans House Garden & Pool Bar.; 305-293-9800; 724 Duval St.; Bourbonstpub.com
DUNGEON of DARK SECRETS
See the Little Black Book at the top of the page for full event details. Click here to purchase your advance tickets. Tickets will also be available the day of the event at the door. VIP Tickets are guaranteed to sell out so please order them soon. 801 Bourbon Bar - 801 Duval St.
BERKSHIRE HATHAWAY PARADE OF HOMES MEGA OPEN HOUSE EVENT
Berkshire Hathaway Knight & Gardner Realty invites you to their Parade of Homes Mega Open House Event! Sign up at any of their open houses for a chance to win 4 tickets to their annual Parade Party at their office at 336 Duval Street. See www.keysrealestate.com for a full list of their open houses and check their Facebook page. October 22nd, 11 AM-3 PM.
NAUGHTY BIKE RIDE
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 keystix.com..
FAMOUS KARAOKE AT TWO FRIENDS PATIO
Come dressed as your favorite Single, Duo, or Trio and sing your heart out in Key West Oldest Karaoke bar. There will be a costume and singing contest for all kinds of prizes!!!! Enjoy happy hour specials! Two Friends Patio 512 Front St.;4-7 PM, no cover.
DANTE'S 14TH ANNUAL HALOS & HORNS POOL PARTY
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, 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; Dante's Restaurant & Raw Bar, 951 Caroline Street next to the ferry terminal. 305-293-5123. $. Visit danteskeywest.com for more details.
38th ANNUAL HEADDRESS BALL
The Key West Business Guild presents the 38th annual Headdress Ball on Thursday, October 22, 2020 at 8 pm. This is the premier LGBTQ+ event of the Fantasy Fest celebration and the event proudly returns to the new Key West Amphitheater at the Truman Waterfront Park. Tom Luna returns as the outrageous EmCee with Rude Girl from WEOW 92.7 radio rocking out our sound. Randy Roberts will open the show and is joined by some of the best of Key West local talent, including Christopher Peterson and the cast of the Waterfront Playhouse’s Rocky Horror Picture Show! Over twenty contestants will parade their Headdress creations on the amphitheater stage to vie for the $3,000 first prize. The Guild has retained its traditional four-top table seating and expanded General Admission on the rear raised grass area. There will be waiter and bar service by Aqua/Sidebar featuring Stoli products. VIP wine and food can be pre-ordered by contacting [email protected]. or call 708-921-9584 Come experience your favorite Fantasy Fest event in a new waterside setting and help Key West celebrate a beautiful expanded park system.
5th ANNUAL WHITE PARTY
Come join the biggest party on the island at the 4th Annual White Party. We have something for every mood. Featuring DJs in two different venues to keep the party moving. The island’s best live rock band, The DurtBags, rocking the night away in Durty Harry's. Enjoy your secret fantasies with the lovely ladies of the Red Garter. Let your artistic side glow under the black lights. Doors open 8 PM, 202 Duval St. Live Webcam Live Party Cam
SLOPPY JOE'S 41st ANNUAL TOGA PARTY
Toga! Toga! Toga! Sloppy Joe’s Toga Party is “An ORIGINAL Fantasy Fest Event.” Get your toga ON and find out why we are “Still The Best Toga Party in Town!” Transport yourself back in time with a traditional ancient Toga or dare to create your Toga using Fantasy Fest theme “In Tune but Off Key. ” Best Togas will win Sloppy Joe’s gift cards throughout the night. Groups of 2 to 8 people may participate in our Toga Ceremony to award best Togas at 9:30PM. To enter Toga Ceremony groups must sign up next to the stage between 8:00 PM-9:15 PM. Audience will choose winner. First Place $300 Sloppy Joe’s Gift Card, Second Place $200 Sloppy Joe’s Gift Card and Third Place $100 Sloppy Joe’s Gift Card. Contestants must be dressed in a toga. Body paint is not a toga, but may be used as part of the toga costume. Free to participate. Limited Toga sheets are available for purchase in the Sloppy Joe’s Retail Store for $10 (Proceeds to AH of Monroe County ). Cherry on Top Band from Cincinnati, OH on stage after Toga Ceremony. Sloppy Joe's 201 Duval Street. Door charge. Live Stage Cam Live Bar Cam Live Crowd Cam
EXPOSED AT THE BOURBON ST. PUB ADULT ENTERTAINMENT COMPLEX 9PM-4AM
See the Little Black Book at the top of the page for full event details. 9pm-4am Event Open to All! The most risqué party of Fantasy Fest! Play in the Poolside Foam Party! Dance the night away on 2 Dance Floors or Splash around in our Pool & Jacuzzi! Black Out & Black Light party inside with FREE glow sticks! VIP All Access Tickets $50 day of the event . (VIP All Access includes the Main Bar, Garden & Pool Bar and Foam Party) 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; 724 Duval St.; Bourbonstpub.com
FAT TUESDAY PINK PARTY
“Save the Ta-Tas!” A portion of the proceeds will be donated to the American Cancer Society - Making Strides Against Breast Cancer of the Florida Keys. 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 Duval St.305-296-9373; 9 PM; $
COWBOY BILL'S 13th ANNUAL GIT-R-WET T-SHIRT CONTEST
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 Keystix.com. For more info or to enter the contest please call 305-292-1865 . 618 Duval St. 10PM
PAJAMA AND LINGERIE PARTY
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 keystix.com or call 305-304-1188. The Dirty Pig 320 Grinnell St..;10 PM.$
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. 211 Duval St; 305-292-1262; 10:30 PM; $$.
Grab your fedora and cigar and get ready to experience Cuba’s glory days at the Havana Cabana at Key West! Come ready to dance and win prizes at our Salsa Dance Off, to the music of our very own Floridita Salsa band performing 1-5 PM! Enjoy Floridita’s live performance with one of over 15 different types of Mojitos from our Mojito’s pool bar. And don’t forget to bring your bathing suit! With the largest pool in Key West, we have plenty of room for everyone to escape the Key West heat! With great food specials, free give ways, specialty cocktails, games like giant Jenga, ping pong and corn hole, Noche Libre will be a great time for all ages! FREE ADMISSION NOON -5 PM Havana Cabana at Key West: 3420 N Roosevelt Blvd, Key West, FL, 33040. 305-294-5541
BOWTIES & BIRTHDAY SUITS!
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 8 AM 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!) 12 noon-5 PM. Buy tix at Keystix.com or at the door with cash or credit card. 1129 Fleming Street. 305-294-6284. *PHOTO ID REQUIRED FOR ALL ENTRANTS*
DAY AT SOUTHERMOST PLAYBOY MANSION - BEACH BUNNY POOL PARTY BASH
We invite you to join us at The Southernmost House Friday, October 23rd - Noon to 5PM For the HOTTEST, MOST GLAM OCEANFRONT, ADULT ONLY, PLAYBOY BUNNY INFINITI POOL PARTY!!! Enjoy an all day pool pass, DJ Hazard, Drink Specials, and yes you can sunbathe topless as long as you wear your bunny ears. Admission: $25 Buy tickets at: keystix.com1400 Duval Street, Key West 305-296-3141; NOON-5PM
FANTASY FEST STREET FAIR
Duval Street's mile-long eater-tainment extravaganza features arts and crafts, food vendors, lively libations and costumed frivolity; Noon to 10 PM. Live Sloppy Joe's Street Cam Live Rick's Street Cam
SAN CARLOS STREET PARTY
Latin Music! Mojitos! Rum! Dancing! General Merriment! Noon - Midnight! 516 Duval St 305-294-3887
BOURBON ST. PUB'S TEA IN THE STREET AND POOL PARTY
The BIGGEST dance party in the street during Fantasy Fest 2020,. Get your groove on while dancing and drinking on Duval St. Live DJs, Boys, Beads and Booze, Drag Queens, celebrities and MORE! 12 PM until whenever. FREE Dance party ; as well as "Splash" Pool Party in the New Orleans House Garden & Pool Bar. Event is Open All! Noon-5pm Join the party at 724 Duval St. 305-293-9800 Bourbonstpub.com
OFFICIAL FLORIDA KEYS COUNCIL OF THE ARTS FANTASY FEST POSTER SIGNING PARTY
Information coming soon
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 ONE routes! Start marching at 5:30 PM; All welcome; FREE.
14TH ANNUAL PIRATE BASH NEW LOCATION TURTLE KRAALS
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 14th Annual Pirate Bash into its long lived traditions of drinking and dressing like a pirate. More than $1500 in cash and prizes for the best pirate and wench costumes. Great music provided by DJ Cory from the Tower Bar to shake your booty all night with awesome rum specials. Doors open at 7 PM. Costume Contest starts at 9 PM. For more info call (305) 294-2640. 231 Margaret St.; 7PM, $10. NEW LOCATION TURTLE KRAALS
MASQUERADE MARCH AFTER-PARTY WITH CAYO RITMO
Remember! The fun doesn’t end just because the marching does! The Old Town Masquerade March Madness continues at 7:30 PM on Friday, October 23rd as the Green Parrot Masquerade March After-Party keeps the ball rolling as fancifully-costumed local participants complete their free-spirited, moving-cocktail party through the streets of historic Old Town because, "sooner or later, you always wind up at The Green Parrot". You are all invited to stay "in-costume" after you "second-line" your way to the corner of Southard and Whitehead and march right in for a rousing, electrified concert by Cayo Ritmo who promises a 90-minute set of high-energy, danceable Caribbean sounds, reggae, calypso, and salsa, as well as American dance classics and modern pop. 601 Whitehead Street 305-294-6133
20TH ANNUAL LIVING ART EXPO
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 2020 and $3000 in cash and prizes. Best Overall wins $1000 in cash. FREE General Admission event. VIP Backstage and Stage-front tickets available at keystix.com . Doors open at 8 PM; Contest starts at 9:30 PM; For entry information contact the Sunset Pier 305-295-7047 or [email protected].
GLITTER AND GLOW PARTY
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! (Well, we’ll probably let you in but seriously, make an effort)! Join us at Sidebar Key West at 504 Angela St (Corner of Duval and Angela). 305-294-0555. Our amazing DJs get things going at 8 PM and the party goes until 4 AM. Drink specials start early and go all night. Prizes for the best glitter/glow get ups.
PIMPIN AINT EASY
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 keystix.com ; or call 305-304-1188 Cowboy Bill's 618 Duval Street; 10 PM; $.
KINKY COUPLES PARTY
See the Little Black Book at the top of the page for full event details. Very limited tickets available at keystix.com. Tickets are on sale ONLY ONLINE! Guaranteed to SELL OUT!!! $$$ 10:30 PM - 4 AM; 801 Bourbon Bar - 801 Duval St. If you are a Very Important Kinkster you should check out our week pass to all of our events!
DUVAL STREET PROMENADE
Sassy entertainers, enticing food and spirited libations tempt costumed merrymakers as they party from the Gulf to the Atlantic; Noon to 10:30 PM; FREE. Live Sloppy Joe's Street Cam Live Rick's Street Cam
BOURBON ST. PUB'S VIP PARADE BALCONY BASH
Join us for one of the best views of the Fantasy Fest parade on Duval St. from the Grand Balcony of the New Orleans House. Don't deal with the crowds! VIP high-end open bar and catered buffet-no need to go anywhere else. Private entrance and restrooms. Free bag of beads to toss to the crowd below! MC'd by John "Ma" Evans. Don't miss this opportunity for a great vantage point to see the parade and a fantastic party. VIP Tickets $200. No reserved spaces, first come, first served. Only 150 tickets available! Tickets on sale October 1 at the New Orleans House 305-293-9800 724 Duval Street open 8 AM-8 PM or keystix.com. ; 724 Duval Street $$ doors at 6pm
PARADE VIEWING AT THE HARD ROCK CAFÉ
Join us and experience "Roaring 2020's and Future Fictions" for the best viewing of the Fantasy Fest parade on Duval St. Hard Rock Cafe will be grilling up a Fantasy Fest exclusive menu. Priority seats still remain but we sell out early every year so let us know today! Contact Nicole at [email protected]. for VIP red carpet treatment. 313 Duval Street, 305-293-0230. Doors open at 6 PM!
BUD LIGHT FANTASY FEST PARADE
Join 70,000 exuberant partygoers as this year’s Bud Light Fantasy Fest parade rolls down Duval Street. Featuring glittering floats, spectacular costumes and dazzling dancing groups! It doesn’t get any wilder than this! Parade steps off at 7 PM; FREE. Live Southernmost Point Webcam Sloppy Joe's Live Crowd Cam Live Duval Street Cam Live Irish Kevin's Cam
FANTASY FEST GRAND PARADE BALCONY VIEWING PARTY
Come join the party that will be watching the parade on the largest balcony on Duval street ! This balcony viewing party for Fantasy Fest is going to bring your past and your future into the present! Open Bar, Light Hors d’Oeuvres, beads to throw and an amazing view of the 2020 Fantasy Fest Parade. For More Information call Brad 305-203-3461.801 Bourbon Bar - 801 Duval St.
MANGOES PATIO PARADE PARTY
Book early for an incredible step-up viewing and dining experience at the crisply renovated Mangoes Restaurant, situated in the heart of Old Town Key West, at 700 Duval. Elevated seating above the street, onsite body painting, drink specials, and full dinner service - all available with $45 advance, or $55 door admissions. Seek relief from the chaos of Duval Street in the covered bar and indoor/outdoor air-conditioned facilities will keep you cool and dry whatever the weather. Buy your tickets now mangoeskeywest.com . (at this price they’re going fast) and come early to get your patio level seat. Doors open at 6 PM, parade starts at 7 PM. 305-294-8002. See you at the fantastic Bud Light Fantasy Fest Parade!
ROOFTOP CAFE’S PARADE NIGHT PARTY
It’s the best of Fantasy Fest fun in an upscale atmosphere. Come enjoy prime parade viewing from the comfort of our second-level patio. This year’s party will feature a beautiful gourmet buffet and will include beer, wine and well drinks. This is an exclusive, limited-seating event— reservations are required. No walk-ins and no crowds! The price per person is $225; tax and service charge are not included. For further details and booking information contact the restaurant at 305-294-2042 or email [email protected] . . Doors open at 6:00 PM. Come see why Rooftop Café has been serving paradise for over four decades 308 Front Street.
DIRTY DOCTORS AND NAUGHTY NURSES PARTY
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 keystix.com. or call 305-304-1188; Key West Theater 512 Eaton St; 10 PM
KINKY COUPLES PARTY
See the Little Black Book at the top of the page for full event details. Very limited tickets available at keystix.com. Tickets are on sale ONLY ONLINE! Guaranteed to SELL OUT!!! $$$ 10:30 PM - 4 AM; 801 Bourbon Bar - 801 Duval St.
A family event featuring food, rides, games, arts and crafts and a costume contest for children located at Bayview Park. Truman Ave. and Eisenhower Dr.; Noon to 5 PM; 305-292-8912.
THE AFTER PARTY AT THE MARKER
You've made it to the last day of Fantasy Fest!!! You deserve some R&R. Spend the last day of Fantasy Fest recovering by the pool with Hangover Hospital. The best way to cure a hangover. The Marker Waterfront Resort, 200 Williams St. Noon-4 PM Free
“THE FAT LADY SINGS” TEA DANCE
As the saying goes, “It ain’t over ‘til the fat lady sings.” Everyone will be at La Te Da from 4 PM to 8 PM for the last official event of Fantasy Fest 2020. DJ Rude Girl provides the music for the very last hoorah! La Te Da - Hotel, Restaurant, Cabaret and Bars, 1125 Duval St.; 305-296-6706; $5.