Fantasy Fest 2024, Cosmic Carnival

Celebrate Key West at Fantasy Fest

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!

10-20 to 10-29, 2023


October 18-27, 2024

FANTASY FEST 2024 DAILY DIVERSIONS

801 CABARET – SUSHI & THE 801 GIRLS

Come join The World-Famous Sushi & The 801 Girls – October 18th -24th, and 27th. The shows are at 9PM and 11PM. The 801 Cabaret Drag Shows are the longest running shows in Key West. All guests must have a valid photo ID and MUST be at least 21 years old. Reservations are highly suggested.

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 19-26 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 art; we can help your imagination run wild! Now booking appointments! Call or text 850-596-4065. Walkups are available on most days! Prices start at $40. See our Facebook page Femme Fatale Quatre Body Art for a full price listing. We will also have waterproof and sweatproof 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 on Sunset Pier.

FANTASY FAÇADE COMPETITION sponsored by THE KEY WEST CHAMBER OF COMMERCE

Festively decorated homes and businesses compete for cold hard cash! This year, for the first time, you are invited to choose a “Community Favorite”. There are special gift package of treats & services gifted by Key West Chamber of Commerce members. Polls will be open from Oct 24-29. Free to enter, call 305-295-9112.

FURY WATER ADVENTURES DISCOUNTS

Save 10% off all Fury trips & 15% Off Fury Bike Rentals with promo code FANTASY. Book Online or visit the nearest authorized Fury Sales Booth. *Not valid with any other offer. One coupon per group. Blackouts and restrictions may apply. Limited Time Offer – Oct 14-Nov 3.

GET READY AT PARADISE TATTOO

Paradise Tattoo, your Fantasy Fest headquarters for Body painting, Tattoos, costumes, and piercings. Located at 627 Duval Street, call or stop in to make an appointment, open 7 days a week 10am-10pm 305-292-9110. Go to our website Paradisetattoo.com or check us out on Facebook.

HAPPY HOUR AT ORCHID KEY INN BAR

Join us at our intimate poolside bar, offering a boutique wine list & mixologist designed craft cocktails. Find pleasure in our home-made infusions and fresh squeezed juices. We promise, it’s worth the effort to find us. Bar Open daily from 12PM – 10PM. Happy hour 5-7PM.

KARAOKE PARTY!

Join us for a karaoke party every night during Fantasy Fest week – 618 Duval Street- Stars Karaoke Club – DJ Rico hosts from 8 pm till 2 am “Where it’s ok to sing off Key in Key West!!”

LUCY HAWK’S PHOTO OP

Take a selfie with Lucy Hawk’s window ART! Hashtag it with #FantasyFest & #lucyhawkart for a chance to Win Parade VIP Passes! Location : Corner of Fleming & Duval -All Week Long – Hand cut paper originals that capture the ‘essence’ of life in Key West and the Florida Keys.

MEET & GREET WORLD-RENOWNED ARTIST SHAWN MACKEY AT OCEAN BLUE GALLERIES KEY WEST!

OCEAN BLUE GALLERIES brings you LIVE Artist Shows October 25th through 28th! Meet & greet SHAWN MACKEY, globally recognized for his unique fusion of Contemporary Realism and Abstract Expressionism, daily from open to close! Ocean Blue Galleries Key West is located at 109 Duval Street.

MEET & GREET WORLD-RENOWNED ARTIST SHAWN MACKEY AT WYLAND GALLERIES KEY WEST!

Wyland Gallery Key West brings you LIVE Artist Shows with World-renowned Artists! Meet & greet World-renowned marine and wildlife artist WYLAND OCT 25-27 from 6pm to 10pm and enjoy special artist appearances ALL WEEK OCT 23-28 by Stephen Harlan, Steve Barton, and Stephen Muldoon — open to close! Join us for a fabulous time at Wyland Gallery Key West, located at 623 Duval Street.

PHOTO OP FEST LETTERS ALL DAY & SUNSET HAPPY HOUR WITH CAPTAIN MORGAN COCKTAILS

Stop by the Opal Key Marina any time during the festival and take a selfie with our HUGE ‘Fantasy Fest’ Letters! Pop up to the Sunset Deck above Bistro 245 from 5pm to 8pm for our signature cocktail and stay for the breathtaking views of our gorgeous Key West sunsets. Try our special Captain Morgan Cocktail -SHIPWRECK PUNCH – in our Festival Souvenir Cup Opal Key Resort, 245 Front St.

THE ROCKY HORROR SHOW

The Rocky Horror Show – The Musical. Live on Stage- This wacky tacky musical comedy has played to standing room only houses for two seasons at the Waterfront. Returning to the playhouse for the 3rd time with some new cast members we’re excited about. The show runs October 18th through 27th with and 8PM curtain. Waterfront Playhouse; 407 Wall St. 305-294-5015.

FRIDAY, OCTOBER 18, 2024

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 Goombay 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 is a family friendly event. Noon to midnight; FREE.

GOOMBAY BASH OFF PETRONIA

Come join us at Rams Head Southernmost during Goombay! Live Music, specialty food & drinks, games & more! Enjoy our family friendly courtyard, rooftop terrace overlooking Petronia Street or dine at our outdoor patio right in the heart of the action.

BARBIE’S PINK POOL PARTY FOR BREAST CANCER AWARENESS

Wear your Best Barbie or Ken pink costumes and join The Marker Key West Harbor Resort with DJ Tommy Tangie for a fun pool party that will also make you feel good! Along with great music, we’ll have a Barbie and Ken costume contests, Barbie pink pools, Barbie pink drink specials, pink food specials, and more – all to benefit Making Strides Against Breast Cancer in the Florida Keys… $10 donation – 4-7PM.

ROYAL CORONATION

Kick off Fantasy Fest at the Fun & Furryous Royal Coronation event to see who becomes the King & Queen of Fantasy Fest 2024! This fabulous 2-hour stage show includes entertainment by local celebrities and the candidates themselves! Tickets include reserved seating, a 3-course plated dinner and two votes for the candidates of your choice. General Admission Entry is FREE with open lawn space for self-seating. Cash bar for all. This evening is hosted at Key West’s Coffee Butler Amphitheater. 6PM Doors, 7PM Show. Click HERE and get your tickets today. For more info, contact jennifer@fkspca.org.

WITCHES IN THE HAMMOCK AT CRANE POINT

Join us at Crane Point for the annual Witches in the Hammock event! Take a lantern walk through the Hammock to someplace haunted and watch the Witches that live there dance for you around the fire pit. Have a little witches brew and ride back to the courtyard where the Pirates will be playing all kinds of pirate games including Walk the Plank. Casper’s house will also be open for a visit with the friendly ghost. A Halloween movie streaming under our new shade cover and amphitheater. Come have some popcorn, cider and join the haunted fun. Located in Marathon – 5550 Overseas Highway

THE DAVE MATTHEWS TRIBUTE BAND

The name says it all: The Dave Matthews Tribute Band. This 5-piece ensemble strives to pay homage to their famous counterparts by matching the excitement, energy, intensity and intimacy of a DMB live show at Sunset Pier. 7PM – FREE

SATURDAY, OCTOBER 19, 2024

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 Emma Street and features nonstop musical entertainment ranging from reggae to soca. This is a family-friendly event. Noon to midnight; FREE. 

GOOMBAY BASH OFF PETRONIA

Come join us at Rams Head Southernmost during Goombay! Live Music, specialty food & drinks, games & more! Enjoy our family friendly courtyard, rooftop terrace overlooking Petronia Street or dine at our outdoor patio right in the heart of the action.

END OF PROHIBITION POOL PARTY

Hosted by the Gates Hotel at Rum Row! Dive into the Roaring 20s for a swanky bootleg pool party. A large party because they’re so intimate (at small parties there isn’t any privacy). Come between 12pm-4pm for a pool party, blind pig eatery and tons of alcohol, because no good party starts with a salad!

THAT ARENA ROCK SHOW

FREE Concert at the Sunset Pier! The ultimate high energy and theatrical tribute to “Classic” Rock & Roll. Performing legendary rock anthems that ruled the airwaves in the 70’s & 80’s. This show will take you on a trip back in time, turning Sunset Pier into an arena at night! Get your lighters out and your fist in the air. The Rock Show is more than just music – it’s an experience. 7:00PM – 9:00PM

SUNDAY, OCTOBER 22, 2023

POST GOOMBAY BLOODY MARY BRUNCH

Come hangout with us at Rams Head Southernmost after Goombay on our rooftop overlooking Petronia Street for a post Goombay Bloody Mary Brunch. Join us all Goombay weekend for live music, food + drink specials, cornhole, ping pong & more! Live Music and Great Food & Drink Specials! 11AM-2PM Caribe of Key West performs. Plus, we have an amazing build your own Bloody Mary Bar!

ZOMBIE BIKE RIDE- A FAMILY FRIENDLY EVENT

Mark your calendars and get Zombie on your brains! The Rock & Roll costumed Halloween bike ride that attracted over 7,500 bicycle enthusiasts at one time is back! Zombie Bike Ride returns for another wild run from Fort East Martello to The Coffee Butler Amphitheater.  Join other newly awakened zombies as they gather at Zombieland in Fort East Martello at 2 PM for the newly expanded Kids Zone with bounce houses and more! Body painting, food vendors and full bar is on the grounds of the starting area 2-6 PM. Hop on your bike and join the thousands of costumed zombies at 6 PM when the zombie invasion heads down A1A to Old Town Key West for the FREE Zombiefest Dance Party at the Coffee Butler Amphitheater presented by RamsHead. Register NOW, get our Zombie gear (tees and tanks), & check out all the zombified events.

RAMSHEAD PRESENTS ZOMBIEFEST OFFICIAL AFTER PARTY

Celebrate completing the wildest ride of the year with a DJ After Party at the Coffee Butler Amphitheater. FREE entry to the Official End of the Ride Event with DJ Sanaris, Food Vendors and Full Bar. If the ride’s not for you, you can still be a part of the action and watch the Zombie Mob roll in. Amphitheater opens at 5pm. Check out the website for more information.

MONDAY, OCTOBER 23, 2023

THE PERRY HOTEL & MARINA’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, and swag. 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, 7011 Shrimp Road, 877-496-8712.

FANTASY BEARD CONTEST presented by CAPTAIN RON WOLEK at GENERAL HORSEPLAY

Hosted by Elle Taylor from 4:00PM – 8:00PM and benefitting the Sister Season Fund; Come one! Come All! See the greatest Beard show on earth at the inaugural Fantasy Fest Beard Championship. Watch as exotic beards of all types are paraded on stage for a hair-raising pageant that will make Blue Beard himself shave in envy. Beards men and Whisker Ina’s will be invited nationwide to compete for prizes, trophies, and bragging rights from Wolek’s Famous Beard Championship. Can’t grow one? Then you can make one or buy one to enter! Capt. Ron Wolek is looking for the most creative Beardos to strut down Caroline Street with their far-out Fantasy Build-A-Beards and down to General Horseplay to become the 2023 Champions. All genders may register for the contest. All you must do to qualify is show up with hair on your face! Registration can be done in advance at mustacheparlor.com, or enter in person the day of at General Horseplay, 423 Caroline Street starting at 12:00PM.

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 24th. 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-McCartney hits. And let’s not forget “It Was Fifty Years Ago Today….” so help us celebrate the 53rd anniversary of the 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!

HEROES & VILLAINS 5K & HOG ROAST BEACH PARTY!

Join us for the Fantasy Fest Monday Night Party in Key West dawning your best Superhero or Villain gear! Capes, masks, and painted on costumes… let your Super-self-shine then get lei’d at the finish line before heading to the post race party on the beach at the Southernmost Beach Resort! The race begins at 6:00PM. Each 5K Participant will receive: Official race tank top, One FREE beer (21+) at the post-race party, The only party where everyone gets lei’d. Come for the 5K, stay for the ALL YOU CAN EAT Hog Roast & Beach Party. Participants and spectators alike can grab a ticket and join in on the fun! Enjoy a selection of Hog, BBQ Chicken, Mac & Cheese, Couscous, Caribbean Coleslaw, and Cornbread. Hog Roast and Beach Party will be rocking from 5:30PM-8:00PM. Tickets are Limited to the Hog Roast!

MARTINI MONDAY AT VIRGILIO’S

The Original MARTINI MONDAY is rocking Fantasy Fest. All Martinis are just $7.00. Live music, great food and, of course, did we 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.

PIRATES OF THE CONCH REPUBLIC: THE SEARCH FOR BODACIOUS BOOTY A BURLESQUE PARODY

Get set for a sexy, swashbuckling spectacular! “Pirates of the Conch Republic: The Search Bodacious Booty a Burlesque Parody” follows the adventures of captain Jack as he braves the seas between the Caribbean and The Conch Republic in search of a bounty of bodacious booty. The show, starring all your favorite Key West Burlesque performers, is an epic adventure with tails of treasure and salacious scallywags. Location – Key West Theater 512 Eaton Street Doors -7pm Show – 8pm Tickets – $45-$100 per person. For more information, please visit the website.

KINKY CARNIVAL

Key West’s Original Fantasy Fest Kink Party in its 26th year! Tickets include: 3-hour Open Bar from 8pm – 11pm, but the party goes on until 1am! Interactive BDSM stations, Fetish rooms, Bondage and more! Tickets go on sale Saturday – Monday, October 22nd – 24th, 1pm-9pm at First Flight, 301 Whitehead Street. No Pre-sales. $50, Cash Only. No Kinky Costume, No Entry.

SLOPPY JOE’S COMIC BOOK CAPE-ERS PARTY

Come dressed as your favorite “Caped” Superhero or Supervillain and party all day and night. Live music on stage all day! The dancing starts at 5:30pm, Turning the Tide on stage following contest, plus our house DJ will keep you dancing all night. The costume contest sign up will be next to the stage at 8:15pm with the contest on stage at 9:00pm. You may enter the contest as an individual or as a group of 2-4 people (must be in costume). Prizes are Sloppy Joe’s Gift Cards: 1st place $500; 2nd place $250; and 3rd place $100. There will also be giveaways throughout the night. Sloppy Joe’s, 201 Duval Street.

TOPS OR BOTTOMS UNDERWEAR PARTY

Underwear party 10pm-4am. Private Underwear party for Men. In the New Orleans House Garden & Pool Bar; 305-293-9800; 724 Duval St.; Bourbonstpub.com

TUESDAY, OCTOBER 24, 2023

DANTE’S 4TH OF JULY PARTY!

Stars and Stripes rule the day! Celebrate in your best, most Patriotic Pool wear, make Uncle Sam and Betsy Ross jealous! Float and Frolic with Friends! Fantastic Food and Drink Specials from 11am to 5pm. Dante’s Restaurant and Raw Bar, 951 Caroline St., 305-293-5123.

PIRATES AND PARROT HEADS POOL PARTY

Join us for our 2nd annual Pirates and Parrot Heads Pool Party at Margaritaville Beach House Key West! Tuesday, October 24th 1-5PM We will have a DJ, “chill & grill” food specials as well as beverage specials! 2001 S. Roosevelt Blvd. Looking forward to seeing you there!

OFFICIAL FLORIDA KEYS COUNCIL OF THE ARTS FANTASY FEST POSTER SIGNING PARTY

Come meet the winning 2023 Fantasy Fest poster designer, get your Official Fantasy Fest poster signed and pick up other 2022 Fantasy Fest T-Shirts and Swag! WINE-O at the La Concha Hotel from 3 – 5pm.

COCKTAILS FOR ANIMAL TAILS!

COCKTAILS FOR ANIMAL TAILS! LOCATION: Rick’s Complex, 202 Duval St. 305-294-4857 TIME: 8PM-4AM. UNLIMITED DRINKS FROM 8-11PM – $40 ADMISSION! Party with a purpose for an official charity event that benefits the homeless animals of the Florida Keys SPCA. Time to get creative and dress up as your favorite animal for the costume contest with a $500 grand prize! Durty Harry’s complex transforms into an Animal Kingdom for this wild night. Purchase your pre-sale tickets now at FKSPCA.org under the Events tab and get early entry with an extra 30 minutes of open bar starting at 7:30pm. Warm up your tutus and get ready to party where the wild things are! For questions contact Tiffany@fkspca.org or info@ricksbarkeywest.com.

ROB BENTON, SUNSET BEACH BASH LIVE AT SOUTHERNMOST BEACH RESORT

A sunset beach concert not to be missed! New England based, Rob Benton has spent the last decade as both a solo artis, a member of the duo “key West Kings”, and lead guitarist performing alongside artists as diverse as Nelly, Lee Brice, Lansdowne, Skidrow, Everlast, LFO, New Kids on The Block, J. Geils Band, and many more! Rob also made an appearance on NBC’s “America’s Got Talent” television show, which earned him a contract with MGM Grand headlining a yearlong residency at Circus Circus Casino on the Las Vegas strip! A dynamic performer, Rob’s style is extremely unique. By combining percussion, looping, beat boxing, electrified rock, and hip-hop elements to his solo acoustic playing; he fills out his sound like a four-piece band. Whether playing original tracks from his own albums, “Dawn Meet Day” and KWK’s “Caroline Street” or covering one of the multitude of artists who have influenced him over the years, Rob makes every song his own. 6:30-9:30 FREE! Reservations Required.

TUTU TUESDAY PRE-PARTY

Tutu 22 will be 2 much fun! The pre-party begins with a check-in at General Horseplay, 423 Caroline Street. Join us as we parade through downtown and make a few fun stops along the way. Check in from 530-630 and enjoy a beverage, then let’s hit the road for a tutu parade! The parade begins at 630pm! FUN stops include: First Flight, Tiki House, Shots & Giggles, Mary Ellen’s and TUTU 22 **Stops subject to change** **REGISTRATION INCLUDES ENTRY TO TUTU PARTY ($22). YOU WILL RECEIVE A WRISTBAND AT CHECK IN DURING PRE-PARTY- ID REQUIRED FOR CHECK IN. NO ENTRY TO TUTU PARTY WITHOUT WRIST BAND OR TUTU. ONLY 300 SPOTS AVAILABLE!

PIRATES OF THE CONCH REPUBLIC: THE SEARCH FOR BODACIOUS BOOTY A BURLESQUE PARODY

This sexy, swashbuckling spectacular encore performance is not too be missed! See the details under Monday’s events. Location – Key West Theater 512 Eaton Street Doors -7pm Show – 8pm Tickets – $45-$100 per person. For more information, please visit the website.

TUTU TUESDAY RETURNS!

TuTu Tuesday Dance Party returns for its annual celebration of silly on October 24th, 2023. The event is in its 13th year and it continually morphs its vibe and changes venues adding to the novelty of this one of kind Key West dance party. “Follow the Yellow Brick Road” is this year’s theme, and the party takes over the Caroline Street district with nearly 20 DJ’s, in 4 premium bars in downtown Key West. General Horseplay is the central hub and wristband pick up location. Smokin Tuna, First Flight Brewery, and Hanks are designed with varying sets, and musical styles. One wristband gets you into all 4 Venus for the pre-event price of $22. Tickets are $30 at the door. Get your tickets early online at tututuesdaykw.com New DJ’s, new silly tricks, and even more weird fun! As always and forever – No tutu = No entry.

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.

GREEN PARROT

The Green Parrot has become legendary for its solid reputation as THE Key West home of great live music while at the same time has long been favorably compared to many of the most famous live music venues of New Orleans. Compared not just for its live music but also for its air of celebration and as a far-flung bastion of New Orleans “Who Dat” culture and festivity and its joyful embrace of “Laissez les bon temps rouler” or “Let the Good Times Roll”. Join us here with shows at 10 p.m. and midnight on Tuesday, October 24th for one very special night of New Orleans culture as John “Papa” Gros, formerly of Papa Grows Funk, leads the crowd in a chant of “Who Dat” and turns our Key West intersection of Southard and Whitehead into the intersection of NOLA Funk and R & B! Listed among New Orleans’ most renowned performers, John “Papa” Gros is steeped in the New Orleans music tradition, a bedrock New Orleans artist, keyboardist, singer, and songwriter who draws on funk, rhythm & blues, and Americana songcraft and a man who knows his way around the Mardi Gras music repertoire as well as anyone. The Parrot as always is chock full of rich culture and vibrant costumes, so while costumes of any color combination are a part of any festive Mardi Gras party, purple, green, and gold are the traditional Mardi Gras colors so we invite you to dress up accordingly as you come and help us stir the Gumbo at our New Orleans’ “Who Dat” Party! 601 Whitehead Street 305-294-6133.

WEDNESDAY, OCTOBER 25, 2023

SLOPPY JOE’S SLUMBER PARTY

Roll out of bed and head on over to Sloppy Joe’s Slumber Party. Be creative. Be goofy. But be dressed in a costume…will it be… a onesie, flannel jammies, boxers, or your favorite lingerie. Create your outfit around Fantasy Fest Theme “Uniforms & Unicorns” (a costume you can wear all week). To enter the costume contest, sign up next to stage at 8:15pm, contest on stage at 9:00pm. You may enter the 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 are Sloppy Joe’s Gift Cards: 1st place $500; 2nd place $250; and 3rd place $100. Tere will be giveaways throughout the night. Sloppy Joe’s, 201 Duval Street.

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 Third Annual 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. Dress or undress your style of the Fantasy Fest theme! Yellowfin Bar and Kitchen will be serving food delights such as chipotle smoked chicken tacos, tuna nachos, and mahi dolce vita infused ceviche! Food options range from $9-$15. This will be served at the pool party on the pool deck. This is a 21+ Event. FREE ADMISSION 12-3PM at Oceans Edge Resort and Marina 5950 Peninsular Ave, just across the bridge on Stock Island.

SOUTHERNMOST SCAVENGER HUNT’S 3rd ANNUAL FANTASY FEST BAR CRAWL

The Crawl is sponsored by Dulce Vida Organic Tequila. Grab your team of up to 6 people and see if your team has what it takes to bring home the grand First Place Prize! Prizes will be awarded to the TOP FIVE teams and include: 2023 Fantasy Fest swag, Dulce Vida Tequila and swag, shirts, coozies, free bar tabs, restaurant tabs, and much, much more! Each participant will receive a FREE Margarita and an exclusive Scavenger Hunt map featuring tons of drink coupons to use along the way. From world famous Sloppy Joe’s to favorite local haunts, you will enjoy the nightlife, hotspots, all while learning a thing or two about our unique island paradise and the bars in Key West! Earn the most points for your team to win! Each player must be 21 or older and you do not have to drink to participate. $45 per person includes the activity, the free drink, our exclusive scavenger hunt map with a value of over $160 and if you win, you’ll get a lot more! Check in starts at 2:00pm and the crawl begins at 2:30pm sharp and ends at 4:30pm. Awards and winners will be announced at 5:00 pm.

HUMPDAY POOL PARTY @ ISLAND HOUSE RESORT

What’s better than a big gay pool party on humpday? Answer: HALF-PRICE DRINKS! The Island Mates at Island House serve up the best gay happy hour on the planet while providing clothing-optional, zero dress code, pool party realness! Come experience “The Best Gay Resort In The World” as they put the hump in your humpday! 24hr food & bar! $50 cash/credit at the door. Photo ID required. All gay, bi, trans, queer, + brothers welcome! Admission includes lock & locker, pool towels, and resort membership until Thursday @ 4am. Party goes 5–8PM @1129 Fleming St. Call 305-294-6284 for information.

ALOHA FROM MARGARITAVILLE

Come join us for a LUAU party at Margaritaville Cafe! We will be doing hula hoop contests from 6pm-7pm and pass the Limbo contest from 7pm-8pm. LUAU attire is a MUST! The events starts at 6pm – we will have drink specials, $10 Rum drinks specials and some amazing eats. Want to get your face painted to match our LUAU theme? We will have Body Painting by Pashur, Shannon and Emma all week. Stop by and make an appointment. Stay after and listen to the trio from Marshall Moorlock Band they will be playing from 8pm-11pm. This is a FREE event. We hope to see you there – 500 Duval Street

PET MASQUERADE

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 beverages will be available on site. 21 E. Quay Rd. For information, visit our Facebook Page or email petmasquerade@gmail.com.

PIRATES OF THE CONCH REPUBLIC: THE SEARCH FOR BODACIOUS BOOTY A BURLESQUE PARODY

This sexy, swashbuckling spectacular encore performance is not too be missed! See the details under Monday’s events. Location – Key West Theater 512 Eaton Street Doors -7pm Show – 8pm Tickets – $45-$100 per person. For more information, please visit the website.

SMOKIN TUNA HOMEMADE BIKINI CONTEST

The Smokin’ Tuna Saloon is proud to present the 30th Anniversary of the Original Key West Homemade Bikini Contest. 8PM CONTEST Over $2,000 in cash & prizes. Creativity and attention to detail are the key elements to winning the 1st prize of $1000. Additional cash prizes for 2nd & 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.

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.

11TH ANNUAL LUV2GLOW PARTY

Fantasy Fest’s official and longest running glow in the dark blacklight dance party is back! Get your glowing costumes, paint, blinky lights/LEDS and UV reactive vibes flowing. We’re back at Rick’s Upstairs and the THEME is JUNGLE. Think jungle animals, reptiles, foliage, and sexy vibes that would glow in a jungle setting. Incorporate that into your costumes and glow paint. NO GLOW NO ENTRY! 3 rooms of various styles of electronic music all night long, bumping electronic beats to move your glowing jungle feet. Featuring DJs: Jevne, (Minneapolis) Atnarko (Orlando), Top Jimmy, Jimmy Jamz, Captain Ridiculous, Jameson & More TBA. Limited $30 Pre-Sale tickets available till 10/24/23. Purchase tickets @ EVENTBRITE. $40 Cash only at the door. There will be a separate entrance for people who bought pre-sale tickets. 8PM-4AM 21+. For more info follow us at facebook.com/Luv2Glow or http://instagram.com/_luv2glow Please join us for some radical glowing self-expression!

DESIRE MALE FETISH PARTY

Fetish Party 10pm-4am..Private Fetish party for Men In the New Orleans House Garden & Pool Bar.; 305-293-9800; 724 Duval St.; Bourbonstpub.com

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 Ross Brown and the Swerves playing all your favorite tunes from the 80″s .90″s and the 2000″s Big Dance floor, Drink specials all night. NO COVER Located at KAYA Backyard Bar- 618 Duval Street. 10:00PM- 2:00AM

THURSDAY, OCTOBER 26, 2023

BERKSHIRE HATHAWAY PARADE OF HOMES MEGA OPEN HOUSE EVENT

Berkshire Hathaway Keys Real Estate | Knight & Gardner Realty invites you to their PARADE OF HOMES EVENT! Stop by any of their Open Houses and enter for a chance to win 4 tickets to their VIP viewing party on Duval Street! Visit their website for a full list of our open houses & check their Facebook page. October 26th from 11am-3pm.

RED ELVISES POOL PARTY AT THE MARKER!

Get your swimsuit and come out to party with Red Elvises! This band has produced 12 studio albums, two live albums, a live concert DVD, and a Greatest Hits compilation. Some of their most notable film contributions include music and or performances in “Six String Samurai”, “Mail Order Bride”, “Armageddon”, “Skippy”, “Melrose Place”, “Fastlane”, “Penn and Teller’s Sin City Extravaganza”, “VH-1 Behind the Music”, and “MTV. No matter where they perform, Igor & Red Elvises always bring the party with them. FREE! 4-6PM

DANTE’S 17TH 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 for more details danteskeywest.com.

FANTASY FEST TRIVIA – SOUTHERNMOST BEACH RESORT

Bring all your 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! Reservations Required.

DISCO PARTY AT TBD!

Disco the night away to Funky beats at TBD! Hustle on over to the La Concha – 430 Duval Street from 6:30PM-10:30PM. This Glittery Disco Themed Party is FREE to attend. Drink Specials & Food available to make sure you’re stayin’ alive and feeling Groovy!

PIRATES OF THE CONCH REPUBLIC: THE SEARCH FOR BODACIOUS BOOTY A BURLESQUE PARODY

This sexy, swashbuckling spectacular encore performance is not too be missed! See the details under Monday’s events. Location – Key West Theater 512 Eaton Street Doors -7pm Show – 8pm Tickets – $45-$100 per person. For more information, please visit the website.

ROCK THE TATAS CONTEST

Hanks’ Hair of the Dog Saloon presents Rock the Tatas Contest. Hosted by the “one and only” Elle! Join us in the fight against Breast Cancer October 26th. Contest starts at 7 PM at Hanks Hair of the Dog Saloon, 409 Caroline St. First place prize is $500! Additional cash prizes for second and third place. Live music by DJ EL Grace & special guest. Contest winners will be awarded starting at 9 PM. A portion of the proceeds benefit Making Strides Against Breast Cancer. Doors open at 5pm, show starts at 7pm until late! Body Painting Artist on site if you want to fancy up your Tatas! $20 tickets. No Contest Entry Fee.

40th ANNUAL HEADDRESS BALL

The Key West Business Guild proudly presents the 40th Anniversary Edition of the Headdress Ball, the premier LGBTQ+ event of the Fantasy Fest Celebration, held at the Coffee Butler Amphitheater, Truman Waterfront Park. Doors open at 6:30 and the show begins at 8:00 PM. La Te Da’s Randy Roberts opens the show and Laurie Thibaud of Aqua Idol Fame returns as the Emcee. WEOW’s Rudegirl oversees the music. Twelve to Fifteen contestants will hit the stage to show their Headdress creations, judged from the shoulders up, and vie for the first prize of $3,000. Performances by some of Key West’s best local talent from over the years will again be featured. There is bar service and specialty wine, and food may be preordered delivered to your table. Tickets are $320 for a premium table of 4, $270 for a VIP table of 4, with Chair seating at $35 and General Admission (grass seating) at $30. Admission and food choices may be booked at: www.keystix.com. Proceeds go to promote Key West as a major LGBTQ+ destination worldwide. For more information and to enter the Headdress Contest go to gaykeywestfl.com/headdress-ball or call 305-294-4603. Sponsored by First Horizon Bank.

FAT TUESDAY PINK PARTY

PARTY LIKE A FLOCK STAR! Wear your sexiest pink costume or pink body paint to the best Thursday night party for over a decade. Featuring live entertainment with premier DJs, Bubba’s Flavored Whiskey shots and High Noon bucket specials! Costume contest with a $500 bar tab for 1st place, $250 bar tab for 2nd place and $100 bar tab for 3rd place. 305 DUVAL STREET | THURSDAY 10/26; 8 PM – CLOSE

SLOPPY JOE’S 44th ANNUAL TOGA PARTY

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!” Wear a traditional ancient Toga or dare to create your Toga using Fantasy Fest theme “Uniforms & Unicorns” Live music on stage all day! Dancing starts at 5:30pm, M80 on stage after Toga contest, plus our house DJ make the party happen all night. Sign up for Toga Contest 8:15pm, contest on stage at 9:00pm. You may enter the contest as an individual or as a group (a group is a minimum of 2 people and maximum of 4 people) must be in Toga(s). Prizes are Sloppy Joe’s Gift Cards: 1st place $500; 2nd place $250; and 3rd place $100. There will also be giveaways throughout the night. Sloppy Joe’s 201 Duval Street.

EXPOSED AT THE BOURBON ST. PUB ADULT ENTERTAINMENT COMPLEX 10PM-4AM (ALL WELCOMED)

10pm-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, exotic dancers and FREE glow sticks! VIP Tickets All Access, $75 cash discount $85 day of the event or keystix.com. $$ (VIP All Access includes full access to Bourbon St Pub and New Orleans House, Garden and Pool Bar and Foam Party) tickets will be on sale at the New Orleans House starting October 1st; open 8 AM-8 PM;) Tickets available 305-293-9800; 724 Duval Street.; Bourbonstpub.com

FRIDAY, OCTOBER 27, 2023

FANTASY MARKET

Join your fellow revelers from 10 am to 5 pm at Truman Waterfront Park for lots of great shopping, original local art, costumes & accessories, fun entertainment and of course serious eats & drinks. Enjoy a live radio remote with Party 105.7 DJ spinning tunes, appearances by Fantasy Fest Royalty and score your official Fantasy Fest Merchandise. Vendors, artists, crafters, photographers, jewelry, apparel, costumers, toys, non-profits, sponsors, culinary, food trucks and more will be set up in the grass at the picturesque Truman Waterfront Park overlooking the Atlantic Ocean. Find that perfect Keysie souvenir, grab lunch and throw back a cocktail or two while you shop and support locals. All ages, pet friendly event. Lots of parking or hop on the FREE Duval Loop which conveniently stops directly in front of the venue.

ISLAND VIBES REGGAE NIGHT

The flavor and sounds of the Caribbean come alive. Great live Island Music by Reggae Lou and The Kind Budz. Kaya’s famous Jamaican jerk chicken wings served all night. Let the Red Strip and Rum drinks flow. Flip flops, tank tops, and good island vibes. Join us at the Backyard Bar Key West at Kaya Island Eats – 10:00PM – 2:00AM

BOURBON ST. PUB’S POOL PARTY

The BIGGEST dance party during Fantasy Fest 2023. Get your groove on while dancing and drinking Live DJs, Boys, Beads and Booze, Drag Queens, 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 To All! Noon-5pm. Join the party at 724 Duval St. 305-293-9800 Bourbonstpub.com

BOWTIES & BIRTHDAY SUITS

BOWTIES & BIRTHDAY SUITS @ ISLAND HOUSE RESORT The title says it all! Island House, “The Best Gay Resort in the World”, invites you to an EPIC, gay clothing-optional pool party! All body types welcome and absolutely NO costumes needed! Mingle and frolic with other like-minded guests during this daytime event! Admission includes Bowtie and resort membership through Saturday @ 4am. Great music, videos, and friendly shot boys! Locks & lockers provided while they last, as well as a free clothes check. 24hr food & bar! $50 cash/credit at the door. Photo ID required. All gay, bi, trans, queer, + brothers welcome! Admission includes lock & locker, pool towels, and resort membership until Saturday @ 4am. Party goes 12-5PM @ 1129 Fleming St. Call 305-294-6284 for information.

DAY AT SOUTHERNMOST PLAYBOY MANSION – BEACH BUNNY POOL PARTY BASH

We invite you to join us at The Southernmost Mansion on The Sea, Friday, October 28th – 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 1400 Duval Street, Key West 305-296-3141; NOON-5PM

SAN CARLOS STREET PARTY

The San Carlos Institute is bringing back their annual Street Party! Dance the night away and enjoy – Mojitos Bar, Cuban Music Fest and dancing for those who are strong of heart! Noon – Midnight! 516 Duval St 305-294-3887 Free Entry.

SOUTHERNMOST SCAVENGER HUNT’S 3rd ANNUAL FANTASY FEST BAR CRAWL

The Crawl is sponsored by Dulce Vida Organic Tequila. Grab your team of up to 6 people and see if your team has what it takes to bring home the grand First Place Prize! Prizes will be awarded to the TOP FIVE teams and include: 2023 Fantasy Fest swag, Dulce Vida Tequila and swag, shirts, coozies, free bar tabs, restaurant tabs, and much, much more! Each participant will receive a FREE Margarita and an exclusive Scavenger Hunt map featuring tons of drink coupons to use along the way. From world famous Sloppy Joe’s to favorite local haunts, you will enjoy the nightlife, hotspots, all while learning a thing or two about our unique island paradise and the bars in Key West! Earn the most points for your team to win! Each player must be 21 or older and you do not have to drink to participate. $45 per person includes the activity, the free drink, our exclusive scavenger hunt map with a value of over $160 and if you win, you’ll get a lot more! Check in starts at 2:00pm and the crawl begins at 2:30pm sharp and ends at 4:30pm. Awards and winners will be announced at 5:00 pm.

CAPTAIN MORGAN’S MASQUERADE MARCH

Join the crowd as they parade through Old Town with music and noisemakers! Thirst quenchers will be provided at select guesthouses and businesses. Begins at the Old Town Wine & Spirits on Truman Avenue, but revelers can join the mad march anywhere along the ONE route! Start marching at 5:30 PM; All welcome; FREE.

CAPTAIN MORGAN’S PIRATE PARTY

Celebrating the ocean and pirates that call it their home. Come dressed as a pirate or any marine creature to enter our costume party to win cash prizes. YO HO HO and a bottle of rum! Partial profits will be donated to the Sea Base Camp located right here in the Keys. Live music by The Jeff Clark band. Join us at the Backyard Bar Key West- at Kaya Island Eats 6:30PM-10:00PM. NO COVER and Bar open till 1AM.

PIRATES OF THE CONCH REPUBLIC: THE SEARCH FOR BODACIOUS BOOTY A BURLESQUE PARODY

This sexy, swashbuckling spectacular encore performance is not too be missed! See the details under Monday’s events. Location – Key West Theater 512 Eaton Street Doors -7pm Show – 8pm Tickets – $45-$100 per person. For more information, please visit the website.

22nd 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 2023 and $2000 in cash and prizes. Best Overall wins $1000 in cash. FREE event. Front stage standing room and Sunset Pier table seating is all first come, first serve. Live DJ & MC Bill Hoebee on the Full Concert Stage with Catwalk. Party Starts at 7pm. The contest begins at 8pm. Contestant Registration – contact Sunset Pier 305-295-7047 or dining@oceankey.com.

KINKY COUPLES PARTY HOSTED BY RUBBERDOLL!

The ONLY strictly Couples Only event. Join like-minded couples in the 801 Cabaret Bar overlooking Duval Street. 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. Doors open ten minutes before showtime. Shows at 8:00pm and 11:00pm both Friday and Saturday – Check-in is at the Downstairs Bar. Private Area, Premium Open Bar, Clothes Check Couples Only! Come Together, Leave Together Re-Entry Not Permitted/Pre-Registration Required. NO EXTRA TICKETS WILL BE AVAILABLE WHEN THIS EVENT SELLS OUT! TICKETS CANNOT BE TRANSFERRED TO ANYONE ELSE! Friday $275 per couple Saturday $300 per couple Both Nights with Meet and Greet: $500 Contact Kitty with questions (305)783-4259.

ROCKHOUSE LIVE PRESENTS THE INAUGURAL ROCK-N-ROLL FANTASY AND COSTUME CONTEST

RockHouse Live Key West is the newest and most exciting destination in Key West, featuring two amazing floors with live music, titillating cocktails, a unique rock-n-roll vibe with a Key West twist, and the biggest and best outdoor roof deck on Duval overlooking the iconic corner of Duval & Greene, in the center of it all! Everyone has a Rock-n-Roll Fantasy, and on this night, RHL brings your rock god or goddess fantasies to life! Come dressed as your favorite rock star (or groupie) from any era and realize your Fantasy! Prizes will be awarded all day and night, with the big contest at midnight and a $500 cash prize to the winner (must be present to enter). RockHouse Live will have live music starting at opening and will run all day on both of our amazing floors AND our rooftop deck, a DUBSET DJ in our exclusive rock room, much more. Dress code: “Um, what’s a dress code?”. As we like to say, LESS IS MORE! 135 Duval (corner of Greene & Duval); 305.440.3263; 10:30 PM; $75 admission to our roof top deck; $150 with reserved seating.

SATURDAY, OCTOBER 28, 2023

NEW ORLEANS HOUSE POOL PARTY

Soaking Wet Pool Party– Come splash around in the pool or jacuzzi while listening to music to get you hyped with live DJ and pool games. From Noon until 5pm at New Orleans House! Clothing Optional. $, 724 Duval St 305-294-9800

SAN CARLOS STREET PARTY

The San Carlos Institute is bringing back their annual Block Party! Dance the night away and enjoy – Mojitos Bar, Cuban Music Fest and dancing for those who are strong of heart! Noon – Midnight! 516 Duval St 305-294-3887 Free Entry.

SOUTHERNMOST SCAVENGER HUNT’S 3rd ANNUAL FANTASY FEST BAR CRAWL

Come one, come all and do the 3rd Annual competitive Fantasy Fest Bar Crawl! Sponsored by Dulce Vida Organic Tequila. Grab your team of up to 6 people and see if your team has what it takes to bring home the grand First Place Prize! Prizes will be awarded to the TOP FIVE teams and include: 2023 Fantasy Fest swag, Dulce Vida Tequila and swag, shirts, coozies, free bar tabs, restaurant tabs, and much, much more! Each participant will receive a FREE Margarita and an exclusive Scavenger Hunt map featuring tons of drink coupons to use along the way. From world famous Sloppy Joe’s to favorite local hideouts, you will enjoy the nightlife, hotspots, all while learning a thing or two about our unique island paradise and the bars in Key West! Earn the most points for your team to win and the reward could be yours! Each player must be 21 or older and you do not have to drink to participate. $45 per person includes the activity, the free drink, our exclusive scavenger hunt map with a value of over $160 and if you win you’ll get a lot more! Check in starts at 2:00pm and the crawl begins at 2:30pm sharp and ends at 4:30pm. Awards and winners will be announced at 5:00 pm.

ALL ABOARD THE ROYAL SHIP DIANA!

The Hellings Curry Museum located at 319 Duval Street will be hosting a grand Fantasy Fest Parade Viewing Dinner Party! We invite you to dress in royal uniform, adding an air of nautical elegance to the event or other themed costume. Enjoy a magical evening seated in a beautiful courtyard at a decorated table enjoying your three-course meal, fabulous parade view and two complimentary cocktails. This fun event will sell out so be sure to buy your seats early at the Eventbrite link below. All proceeds go to preserve and the continued restoration of the Hellings Curry Museum.

BOURBON ST. PUB’S VIP 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 “Uniforms & Unicorns” 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 remain but we sell out early every year so let us know today! Contact Kelly at keywest.gm@hardrock.com 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.

KINKY COUPLES PARTY HOSTED BY RUBBERDOLL!

The ONLY strictly Couples Only event. Join like-minded couples in the 801 Cabaret Bar overlooking Duval Street. 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. Doors open ten minutes before showtime. Shows at 8:00pm and 11:00pm both Friday and Saturday – Check-in is at the Downstairs Bar. Private Area, Premium Open Bar, Clothes Check Couples Only! Come Together, Leave Together Re-Entry Not Permitted/Pre-Registration Required. NO EXTRA TICKETS WILL BE AVAILABLE WHEN THIS EVENT SELLS OUT! TICKETS CANNOT BE TRANSFERRED TO ANYONE ELSE! Friday $275 per couple Saturday $300 per couple Both Nights with Meet and Greet: $500 Contact Kitty with questions (305)783-4259 Buy Tickets Here

SUNDAY, OCTOBER 29, 2023

AFTER CHURCH POOL PARTY @ ISLAND HOUSE RESORT

The big daddy of gay clothing optional pool parties has been bringing boys to the yard for over 14 years! Jump into crazy fun with the Island House pool boys, loads of free shots, and a Sunday raffle that’s sure to wet your whistle! Remember, after church, and before Tea Dance, comes ISLAND HOUSE! 24hr food & bar! $50 cash/credit at the door. Photo ID required. All gay, bi, trans, queer, + brothers welcome! Admission includes lock & locker, pool towels, and resort membership through Monday @ 4am. Party goes 12-5PM @ 1129 Fleming St. Call 305-294-6284 for information.

CHILDREN’S DAY

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.

HANGOVER REHAB POOL PARTY AT SOMO’S PINEAPPLE POOL

We’ll have plenty of food and drink specials, and a live DJ spinning all your favorites, along with free Booze Bandages for the first 50 guests, to bring you back to life! Deep Eddy’s Bloody Mary specials. Sunday, 10/29, 1-4pm Southernmost Beach Resort’s Pineapple Pool. FREE! Reserve your space HERE

REGGAE REHAB POOL PARTY AT THE MARKER w/REGGAE BY CHANNEL 3

Feeling hungover after your long week of debauchery? Captain Morgan and Booze Bandage to the rescue! We’ll have plenty of food and drink specials, live reggae music by Channel 3, along with free Booze Bandages for the first 50 guests, to help bring you back to life! Sunday, 10/29, 2-5pm The Marker Key West Harbor Resort, 200 William St. 2-5pm FREE! Reservations Required.

“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 2023. 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.

DRAG QUEEN BINGO

Drag Queen Bingo @ Marathon Community Theatre Join us for Drag Queen Bingo @ The Marathon Community Theatre 5101 Overseas Hwy, Come see Rocky Horror star JJ Mills. Bingo starts at… Doors and concessions open @ 4pm Bingo starts @ 5pm! 18+ event – ID Required at the door.

THE SUN SETS ON FANTASY FEST WITH REGGAE LOU & THE KIND BUDS and THE SKALLYWAGZ!

Join us on the Sunset Pier – Sunday, October 29th, 2023, for Fantasy Fest Close – Out Concert featuring…. Reggae Lou & The Kind Buds and The Skallywagz! Now that Fantasy Fest is over, wind down and chill over the water on Sunset Pier. Show starts at 5:00 PM. FREE