2024 Schedule of Events


Creatively Costume yourselves at all times at Fantasy Fest Events!

Schedule is subject to change and will be updated as our event partners update their event details with us for 2024.

2024 Daily Diversions

# YOUR PICTURE WITH THE KING & QUEEN SCULPTURE
Stop by Conch Republic Seafood Company and grab a selfie with our Fantasy Fest King & Queen Sculpture! Open daily at 11:30AM for lunch and dinner! One of the best Happy Hours on the island. Every day from 4-7PM in the Bar & Patio. 631 Greene Street Be sure to tag us #conchfarm, #fantasyfest..you might win some cool Fantasy Fest prizes!

801 CABARET - Sushi & The 801 Girls
Come join The World Famous Sushi & The 801 Girls - October 18th -24th, and 27th. 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 for all shows so grab yours NOW!

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’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

FANTASY FAÇADE COMPETITION sponsored by THE KEY WEST CHAMBER OF COMMERCE
Tour through historic key west and view the festively decorated homes and businesses who are competing for your votes! - This year, for the very first time, you are invited to choose a “Community Favorite”. The decorated digs that attract the most votes will score a special gift package of treats and services gifted by Key West Chamber of Commerce members. Polls will be open from Oct 24-29. Participating Facade Entries are found in the app Map! Entry form available HERE

FURY WATER ADVENTURES DISCOUNT
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. Promotion good from Oct 14- November 3.

GET READY AT PARADISE TATTOO
Paradise Tattoo, your Fantasy Fest headquarters for Body painting, Tattoos, costumes and piercings. Located 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 the best Karaoke party in town! Doors open nightly at 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, World-renowned for his unique fusion of Contemporary Realism and Abstract Expressionism, daily from open to close! Join us for a fabulous time at Ocean Blue Galleries Key West, located at 109 Duval Street.

MEET & GREET WORLD-RENOWNED ARTISTS AT WYLAND GALLERY 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 4th time with some new cast members we're excited about. Show begins October 15 through 25th 2024! Starts at 8PM Click here and buy your tickets today! Waterfront Playhouse; 407 Wall St. 305-294-5015.

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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 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. See the Goombay event Schedule HERE

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 or Ken costume contest, 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 Tickets HERE

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 [email protected].

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

STAR WARS STRIPS: A BURLESQUE PARODY
In a galaxy far, far away… Key West Burlesque presents their most epic show ever, "Star Wars Strips: A Burlesque Parody". A night of lightsabers and laughs that puts a cheeky twist on your favorite and unforgettable characters, the production follows the storylines of episodes 4, 5 and 6: “A Nude Hope”, The Empire Strips Back” and “Return of the Hot Guy” from the ultimate cinematic universe. Location - Key West Theater 512 Eaton Street Doors -7pm Show - 8pm Tickets - $50-$125 per person. For more information please visit the website HERE

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

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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. See the Goombay event Schedule HERE

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 started with a salad!

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.

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 2023 Fantasy Fest T-Shirts and Swag! Swing by La Concha Hotel from 3 - 5pm. 430 Duval Street.

MIKE STACK AND FRIENDS
Come join us at Sunset Pier as we host local celebrity Mike Stack & Friends on the Big Stage. 6PM - FREE 0 Duval Street

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

STAR WARS STRIPS: A BURLESQUE PARODY
In a galaxy far, far away… Key West Burlesque presents their most epic show ever, "Star Wars Strips: A Burlesque Parody". A night of lightsabers and laughs that puts a cheeky twist on your favorite and unforgettable characters, the production follows the storylines of episodes 4, 5 and 6: “A Nude Hope”, The Empire Strips Back” and “Return of the Hot Guy” from the ultimate cinematic universe. Location - Key West Theater 512 Eaton Street Doors -7pm Show - 8pm Tickets - $50-$125 per person. For more information please visit the website HERE

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Sunday, October 20, 2024

POST GOOMBAY BLOODY MARY BRUNCH
Come hangout with us at Rams Head Southernmost after Goombay 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! 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 7500 bicycle enthusiasts at a time -is back! October 22, 2023 - Zombie returns for another wild run from East Martello to The Coffee Butler Amphitheater. . Join your 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 downtown 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.

ZOMBIELAND
Before the Ride! Join in the fun early as we gather at Zombieland in Fort East Martello starting at 2 PM for the newly-expanded Kids Zone with bounce houses and more! Body painting, food vendors and a full bar is on the grounds of the starting area 2-6 PM. Please check out our WEBSITE for more information. We hope to see you there.

GREGGIE AND THE JETS- ELTON JOHN TRIBUTE
Join us at Sunset Pier - 0 Duval Street to experience the Recreated 1970's Elton John Concert Feeling with Greggie and The Jets. An Elton John tribute band, based out of Central Florida, touring the country. Our live shows recreate the music, the energy, and the feeling of being at a classic era Elton John concert. We bring you, note for note, all the elements of the Elton John albums from the singles you love to the deep cut tracks, live and in person. 7PM - FREE

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 HERE

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Monday, October 21, 2024

HAVANA CABANA AT KEY WEST'S DUCK, DUCK, BOOZE POOL PARTY
Don’t miss the duckie takeover at Havana Cabana at Key West! 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. Havana Cabana at Key West, 3420 N. Roosevelt Blvd., 305-294-5541

MARGS & MAKERS
Enjoy snazzy margaritas while you meet multiple different local artists at this all female gallery. Browse artwork by 29 women while you sip & shop this fun pop up. Event 12-5PM at Sacred Space - 529 Southard Street

MRS. ROMPER ROMP
Get your Caftans ready and that signature curly red wig for a groovy party filled with stunning sunsets, music, photo opportunities, dancing, trivia, games, prizes and funtastic specialty drinks! Come and Knock On Our Door for all the Three's Company Fun you can stand! This is not a ticketed event but we do ask that you bring your rent money because 100% of rent will go directly to a local charity!Presented by Sunset Pier & Femme Fatale Body Art Call 850-596-4065 for info. 5PM - FREE 0 Duval Street

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 23rd. 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, let's not forget "It Was Fifty Years Ago Today...." so help us celebrate the 56th 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!

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.

STAR WARS STRIPS: A BURLESQUE PARODY
In a galaxy far, far away… Key West Burlesque presents their most epic show ever, "Star Wars Strips: A Burlesque Parody". A night of lightsabers and laughs that puts a cheeky twist on your favorite and unforgettable characters, the production follows the storylines of episodes 4, 5 and 6: “A Nude Hope”, The Empire Strips Back” and “Return of the Hot Guy” from the ultimate cinematic universe. Location - Key West Theater 512 Eaton Street Doors -7pm Show - 8pm Tickets - $50-$125 per person. For more information please visit the website HERE

KINKY CARNIVAL
Key West’s Original Fantasy Fest Kink Party in its 27th year! Ticket includes: 3 hour Open Bar from 8pm – 11pm, but the party goes until 1am! Interactive BDSM stations, Fetish rooms, Bondage and more! You can snag tickets from Friday, October 18th, through Sunday, October 20th, between 1 pm and 9 pm. We're also selling tickets on Monday, the 21st, starting at 1 p.m. and going strong all night. $50 | Cash Only No Kinky Costume | No Entry First Flight - 301 Whitehead Street.

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! Dancing starts at 5:30pm, Turning The Tide on stage following contest, plus our house DJ will keep you dancing all night. To enter costume contest sign up next to stage at 8:15pm, contest on stage at 9:00pm. You may enter contest as an individual or as a group of 2-4 people (must be in costume). Prizes: 1st place $500 Sloppy Joe’s Gift Card; 2nd place $250 Sloppy Joe’s Gift Card; and third place $100 Sloppy Joe’s Gift Card. Other giveaways throughout the night. Sloppy Joe's 201 Duval Street.

TOPS OR BOTTOMS UNDERWEAR PARTY
Underwear party 10pm-4am. Private Underwear party - men's event. In the New Orleans House Garden & Pool Bar; 305-293-9800; 724 Duval St.; Bourbonstpub.com

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Tuesday, October 22, 2024

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. $10 Cover 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!

COCKTAILS FOR ANIMAL TAILS! PRESENTED BY DIRTY MONKEY.
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 benefit 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 [email protected] or [email protected].

TAY TAY TUESDAY
Calling all Swifties, You know what to do! Sunset Pier is bringing you A LIVE Taylor Swift Tribute concert performed by local star Meghan Barter. 6PM - 9PM FREE 0 Duval Street

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! Reserve your space HERE

TUTU TUESDAY PRE-PARTY
Mary Ellen's - pick up wristbands 5-6:30pm on Tuesday October 24. Parade steps off at 6:30pm, ending at the world's greatest TUTU party! Stops include: 22&Co, Shots & Giggles, Tiki House, and First Flight- we don't want any parched unicorns! $45 includes TUTU party ENTRY/WRISTBAND. YOU DO NOT NEED TO BUY TUTU PARTY ENTRY SEPARATELY. TICKET LINK HERE

STAR WARS STRIPS: A BURLESQUE PARODY
In a galaxy far, far away… Key West Burlesque presents their most epic show ever, "Star Wars Strips: A Burlesque Parody". A night of lightsabers and laughs that puts a cheeky twist on your favorite and unforgettable characters, the production follows the storylines of episodes 4, 5 and 6: “A Nude Hope”, The Empire Strips Back” and “Return of the Hot Guy” from the ultimate cinematic universe. Location - Key West Theater 512 Eaton Street Doors -7pm Show - 8pm Tickets - $50-$125 per person. For more information please visit the website HERE

TUTU TUESDAY RETURNS!
The one-of-a-kind Tutu Tuesday dance party returns for its annual celebration of all things silly on October 22nd, 2024. The event, now in its 14th year, continually morphs its vibe and venues adding to the novelty of this singularly epic Key West dance party. INTO THE LOOKING GLASS is the 2024 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 as well as the wristband pickup location. First Flight Brewery and Hanks Hair of the Dog Saloon are all part of this year's event and each venue will have a variety of musical styles and unique set designs. One wristband gets you into ALL 4 VENUES! Tickets are $22 prior to the event date, $30 the day of the event and at the door. Get your presale access here: New DJ's, New Silly Tricks, More Venues 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.

WHAT'S UNDER YOUR TUTU?
Care to share what’s under your tutu?!? Join us at Sidebar at 9PM for tutu much fun! Contests, Prizes and more presented by the one and only, Beatrix Dixie! You won’t want to miss this party! $10 Cover

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Wednesday, October 23, 2024

SLOPPY JOE'S SLUMBER PARTY
Dreaming of the Best Party in Town? Roll out of bed and head on over to Sloppy Joe’s Slumber Party. Be creative. Be goofy. But be dressed in a Sleepwear…will it be… a onesie, flannel jammies, boxers or your favorite lingerie? Create your outfit around Fantasy Fest Theme “It’s a 90’s Cosmic Carnival” (a costume you can wear all week). To enter costume contest sign up next to stage at 8:15pm, contest on stage at 9:00pm. You may enter 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: 1st place $500 Sloppy Joe’s Gift Card; 2nd place $250 Sloppy Joe’s Gift Card; and 3rd place $100 Sloppy Joe’s Gift Card. Other giveaways throughout the night. Sloppy Joe’s 201 Duval Street.

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. Buy tickets HERE

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 listing to the trio from Marshall Moorlock Band they will be playing from 8pm-11pm. This is a FREE event. We hope too see you there - 500 Duval Street

PET MASQUERADE
Join us for our famous Pet Masquerade Event. You will see a carousel of frisky pets and playful owners performing for fame, fortune and prizes beginning at 6:30PM on the stage of the Key West Amphitheater at the Truman Waterfront Park! Think you and your furry, feathered or slithery friend have the purrfect outfit? 4 categories to enter including Junior-$25 each entry; benefits the Monroe County Sheriff's Office Animal Farm; 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. 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 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. Purchase tickets HERE

STAR WARS STRIPS: A BURLESQUE PARODY
In a galaxy far, far away… Key West Burlesque presents their most epic show ever, "Star Wars Strips: A Burlesque Parody". A night of lightsabers and laughs that puts a cheeky twist on your favorite and unforgettable characters, the production follows the storylines of episodes 4, 5 and 6: “A Nude Hope”, The Empire Strips Back” and “Return of the Hot Guy” from the ultimate cinematic universe. Location - Key West Theater 512 Eaton Street Doors -7pm Show - 8pm Tickets - $50-$125 per person. For more information please visit the website HERE

THE RED NOT CHILI PEPPERS
FREE show on the big stage at Sunset Pier! RED NOT CHILI PEPPERS pay tribute to the ultimate funk rock quartet: a band who has developed one of the largest die-hard followings in the world by transcending four decades of chart-topping success. Combining nostalgic hits, full throttle energy, and virtuosic performances, the Red Nots channel the raging party that has given the Chili Peppers international acclaim and regal rock and roll status. 7PM - FREE

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. Schooner Wharf’s Live Stage Cam

11TH ANNUAL LUV2GLOW PARTY
Fantasy Fest’s official and longest running glow in the dark blacklight dance party is back for its 11th year!! 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 at 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! Rick's & Durty Harry's Bar’s Live Cam

DESIRE MALE FETISH PARTY
Fetish Party 10pm-4am..Private Fetish party - men's event. 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 all your favorite tunes from the 80"s .90"s and the 2000"s Big Dance floor. Rock the night away with three key west musical legends Ross Brown and Cayo Ritmo featuring Jeff Clark and Chris Toler 9 pm to 1 am Drink specials all night. NO COVER Located at KAYA Backyard Bar- 618 Duval Street. 10:00PM- 2:00AM

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Thursday, October 24, 2024

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 11-3pm.

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. Buy tickets HERE

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 Click HERE

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.

GREEN PARROT
Who Dat? NOLA Funk Party with Colin Davis & Night People. Thursday 10/26. Sets at 5:30, 9:00 and 11:00 The Green Parrot has become legendary in particular 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 5:30, and 9 and 11pm for a very special night of New Orleans culture as Colin Davis & Night People lead us in a chant of "Who Dat" and turn our Key West intersection of Southard and Whitehead into the intersection of NOLA Funk and Soul! Colin Davis & Night People is fronted by New Orleans' bombshell vocalist Whitney Alouisious, and featuring Johnny Sketch sax-diva Sage Rouge, they're brimming with first-call NOLA sidemen ready to bring their brand of NOLA pop/soul to our island outpost. 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!

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! Reserve your space HERE

DISCO DANCE PARTY!
Disco the night away to Funky beats! Hustle on over to La Concha - 430 Duval Street from 6:30PM- LATE. This Glittery Disco Themed Party is FREE to attend. Drink Specials & Food available to make sure your stayin' alive and feeling Groovy!

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 located at 409 Caroline St. First place prize $500! Additional cash prizes for second and third place. Live music by DJ EL Grace & special guest. Contest winner awarded starting at 9 PM. A portion of the proceeds benefiting 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! Hanks Hair of the Dog Saloon 409 Caroline St. $20 tickets. No Contest Entry Fee. Buy your tickets HERE

STAR WARS STRIPS: A BURLESQUE PARODY
In a galaxy far, far away… Key West Burlesque presents their most epic show ever, "Star Wars Strips: A Burlesque Parody". A night of lightsabers and laughs that puts a cheeky twist on your favorite and unforgettable characters, the production follows the storylines of episodes 4, 5 and 6: “A Nude Hope”, The Empire Strips Back” and “Return of the Hot Guy” from the ultimate cinematic universe. Location - Key West Theater 512 Eaton Street Doors -7pm Show - 8pm Tickets - $50-$125 per person. For more information please visit the website HERE

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 rules 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 a night! Get your lighters out and your fist in the air. The Rock Show is more than just music - it's an experience. Begins at 7PM - Donations accepted in support of MOTE Marine. Ocean Key Sunset Pier’s Live Cam

41st ANNUAL HEADDRESS BALL
The Key West Business Guild is pleased to announce the 41st annual Headdress Ball, an outrageous showcase of talent for mask-makers and costumers, will take place Thursday, Oct. 24, at Key West’s Coffee Butler Amphitheater in Truman Waterfront Park. Hosting this year will be internationally celebrated female impersonator, Randy Roberts. Showtime at 8:00 PM. The Headdress Ball celebrates the creative and free spirit of Fantasy Fest, Key West’s 10-day costuming and masking festival set for Oct. 18th – 27th., the Headdress Ball is Fantasy Fests premier LGBTQ+ event, hosted by the Key West Business Guild. Plans call for it to feature more than 15 contestants, all in awe-inspiring, unique headdresses, each hoping to walk away with the top prize. Although most participants are costumed from head to toe, entrants will be judged only from the shoulders up as they vie for the first-place prize of $3,000. Joining Randy Roberts and along with the headdress presentations, music will be overseen by DJ Rude Girl. Both Randy Roberts and DJ Rude Girl will welcome an array of entertainment throughout the competition. Attendees will also enjoy libations and food service, courtesy of End of Summer Grill, all available to order online when you place your order. The Headdress Ball has been produced for the past 41 years by the Key West Business Guild, one of the oldest LGBTQ business organizations in the United States. Proceeds from the event help the guild support Key West’s gay and gay-friendly enterprises, community, and the island’s position as a leading LGBTQ vacation destination location. Tickets are $320 for a premium table for four people, $270 for a VIP table for four, $35 per person for chair seating and $30 per person for general admission with lawn seating. To purchase tickets and preorder food: www.keystix.com or click on link HERE . Proceeds from the Headdress Ball 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. Book early because this event always sells out.

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 45th 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 “It’s a 90’s Cosmic Carnival” Live music on stage all day! Dancing starts at 5:30pm,Laura Lea & Tripp Fabulous on stage after the Toga contest, plus our house DJ makes the party happen all night. Sign up for Toga Contest 8:15pm, contest on stage at 9:00pm. You may enter 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: 1st place $500 Sloppy Joe’s Gift Card; 2nd place $250 Sloppy Joe’s Gift Card; and 3rd place $100 Sloppy Joe’s Gift Card. Other giveaways throughout the night. Sloppy Joe’s 201 Duval Street. Sloppy Joe’s Live Stage Cam Sloppy Joe’s Live Bar Cam Sloppy Joe’s Live Crowd Cam

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 $75 cash advance sale, $85 day of event. CC sales fees will apply. Rain or Shine. Full access to the Bourbon St Pub and New Orleans House pool area, free clothes check. 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.; Doors will open, 9 PM ; Bourbonstpub.com

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

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Friday, October 25, 2024

FANTASY MARKET
Join your fellow revelers Friday, October 25 from 10 am to 4 pm at the 3rd annual Fantasy Market for great shopping, original local art, costumes & accessories and great food and beverages. This year’s NEW location is conveniently just 2 blocks off Duval Street at the Conch Republic Seafood Company (parking lot on Green street) at the Historic Seaport. While you’re here stop by the official merchandise tent to get your t-shirts, swag and enter a chance to win 2 tickets to the VIP Parade Suite at the La Concha hotel for the Saturday evening Bud Light Fantasy Fest Parade! Enjoy a live radio remote with Party 105.7 DJ spinning tunes and food and drink specials in airconditioned comfort inside the Conch Republic Seafood Company. Vendors, makers, artists, crafters, photographers, jewelry, apparel, costumers, body/face painters, toys, non-profits, sponsors, culinary, and more will be set up for your shopping pleasure. Find that perfect Keysie souvenir, get your picture with the Southernmost Inflatable Buoy, grab lunch and throw back a cocktail or two while you shop and support local. All ages, accessible, pet friendly event.

BLOODY MARY PARTY & HOT DOG EATING CONTEST
Get ready for a hog-wild and bloody good time. Sponsored by lslamorada Brewery and Distillery featuring $6.00 Crooked Palm Seltzers and $6.00 Sandbar Sunday draft beer. Bloody bar opens at 10AM-1PM featuring Deep Eddy Vodka with $7.00 Bloody Mary's. But wait there's morel! We got the first annual "HOG"DOG EATING CONTEST. How many "hog"dogs can you down? Sign up at the door -- first 10 people gets a seat at the trough. The winner will SQUEAL with delight at their prize!! Contest time is 12 NOON. Of course, prizes for the best "hog"dog costume - WEINER TAKES ALL. No PULLED PORK going on here, it will be an OINKING GOOD TIMEII Yup we got a million of them. This is a FREE event. Hog's Breath Saloon, 400 Front Street, 305-296-4222

BOURBON ST. PUB'S POOL PARTY
Fantasy Fest 2023, Poolside dance party at Bourbon St Pub adult complex. Get your groove on while dancing and drinking! Live DJs, Boys, Beads and Booze, Drag Queens, games and MORE! Noon until 5 ish. $ cover charge w/FREE clothes check. 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 thru 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.

COMPARSA AT THE 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 and dancing for those who are strong of heart! Noon - Midnight! 516 Duval St 305-294-3887 Free Entry.

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 27th - 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

CAPTAIN MORGAN'S MASQUERADE MARCH
Join the crowd as they parade through Old Town with music and noisemakers! Thirst quenchers provided at selected guesthouses. Begins at the Old Town Wine & Spirits on Truman 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.

AQUAPLEX'S POST MASQUERADE MARCH PARTY! DANCE & GLEE!
Gleefully boogie your way on down as we take over the entire Aquaplex compound! We've got multiple DJ's and delicious Captain Morgan Drink Specials! You don't want to miss this Exhilarating Party! 7PM

THE CRESCENT CITY PARTY WITH COLIN DAVIS & THE NIGHT PEOPLE
The party doesn't stop when the March ends. The Parrot will be buzzing once again with Colin Davis & Night People's classic New Orleans funk and soul music. The band takes its inspiration from Crescent City artists such as Allen Toussaint, Lee Dorsey, Dr. John, The Meters, Earl King, Willie Tee and many more. Colin Davis & Night People effortlessly infuse the work of these legendary NOLA artists with a passion and a style all their own. Let the marching turn into dancing as the night progresses to the corner of Southern and Whitehead. Sets at 7:00, 9:00, 11:00.

23rd ANNUAL LIVING ART EXPO with Live Performance by Rob Benton
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 2024 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. Contest begins at 8pm. Rob Benton at 10pm. Contestant Registration - contact Sunset Pier 305-295-7047 or [email protected] Ocean Key Sunset Pier's Cam

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

UNICORNS ONLY PARTY
Join us for the Biggest Unicorns Only party in Key West! On Friday, October 28th after the Masquerade March, you can wander down to our magically enchanted forest to find your fellow unicorns. We will have DJ Hazard spinning all night long! You must be a unicorn to enter. Unicorn kits will be available for purchase at the door. Party Starts at 8PM. We highly suggest that you purchase tickets in advance as this party has a limited number of unicorns allowed. Tickets: $35 includes 1 drink, pizza, and 20% of all ticket sales will go to the Key West Police Department Love Fund! Purchase tickets HERE

ROCKHOUSE LIVE PRESENTS FANTASY LAND & COSTUME CONTEST
RockHouse Live , Key West's New Hot Spot - featuring two amazing floors with live music, amazing 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 self-expression Fantasy, and on this night, RHL brings your fantasies to life! Remember at festivals self-expression is encouraged. Don't be afraid to let your imagination run wild and create a unique costume that represents your personality and style. Have fun and let your creativity shine! Come dressed with your favorite costume from any era and realize your Fantasy! Prizes will be awarded at night, with the big contest at midnight and a $500 cash prize to the winner (must be present to enter) Rock House Live will have live music starting at opening and will run all day on both of our amazing floors and our rooftop deck, to be an immersive experience, filled with energetic music by DJ MOSES, colorful visuals, and a feel-good atmosphere to have a memorable time. It's not just a party; it's a chance to be a part of a community and celebrate the joy of music and dance. Dress code: Bring your best costume - dare to bare! 135 Duval (corner of Greene & Duval); 305.394.1110; 10:30 PM; $150 for reserved seating overlooking Duval and Greene; just $20 for our second floor deck/DJ/Party! Tickets available HERE

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Saturday, October 26, 2024

NEW ORLEANS HOUSE POOL PARTY
Soaking Wet Pool Party / Parade day. Come splash around in the pool or jacuzzi while listening to music to get you hyped with live DJ and pool games. Join us Noon until 5pm at New Orleans House! Clothing Optional. $ cover charge w/FREE clothes check 724 Duval St 305-294-9800

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 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. Buy tickets HERE

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

FIRST FLIGHT PARADE VIEWING PARTY
Enjoy all the parade Extravagance from the comfort of First flight Island Restaurant & Brewery. Saturday, October 26, 2024, 6-9 pm (5:30pm check-in) ALL Tickets include: Signature Dinner Buffet and 3-hour Open Bar! 3 Ticket Options: $125++ Sidewalk Chair ticket: Seating is First come, First serve. Guests are asked to check in with the hostess and receive a name card for the sidewalk chair. Then we would like to invite you to enjoy your meal, open seating, family style in the Canopy Garden! This will allow everyone to enjoy cocktails, food, and festivities for about an hour and then 7 pm is PARADE time!!! $150++ Indoors Table ticket: Reserved table seating for you and your friends, inside our air-conditioned dining room with the doors open for the parade view. Also, includes a designated porch for standing. $150++ Downstairs Porch Chair ticket: Front porch seating area just up from the sidewalk! Very Limited! Click HERE for tickets.

MANGOES PARADE PARTY
Join us a step above Duval with all the comforts of home for one of the most epic parties of the year. Mangoes Private Parade Party offers an elevated patio for street spectating, incredible drink specials, an air-conditioned dining option, and a special parade party dinner menu for purchase. After the parade, stay and enjoy live entertainment by island legend piano player Dave Bootle! Pre-purchase your tickets starting for $60 for presale and $70 on the event day at the door. Doors open 6PM Parade to start at 7PM Tickets grant you access to the private event and include a complimentary welcome drink, access to the entire ground floor of the restaurant and bar area, air-conditioned bathrooms, and an air-conditioned dining room. Come early to get your seat or stand upfront and enjoy people and parade-watching on the world-famous Duval street. Buy tickets HERE

PARADE VIEWING AT THE HARD ROCK CAFÉ
VIP Tickets on Sale Now! 2024 Fantasy Fest Parade VIP DINNER on Saturday, October 26th from 6-11pm. Join us for an unforgettable night of food, drinks, and entertainment by LIVE DJ JC! Don't miss out on this exclusive event- reserve your spot now before it's too late. Contact Sales & Marketing Manager Alicia Garcia at [email protected] for VIP red carpet treatment. 313 Duval Street, 305-912-3696. Doors open at 6 PM!

PARADE VIEWING DINNER PARTY
Hellings Curry Museum home of the Key West Woman’s Club 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. 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. All proceeds go to preserving and restoring the Hellings Curry Museum, 319 Duval Street. Information about this event HERE

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. Sloppy Joe's Live Crowd Cam Live Duval Street Cam Rick’s and Durty Harry’s Cam Wicker Guesthouse Cam

PARADE VIEWING PARTY AT LA TE DA
Join the Fun at La Te Da - Street side for a front row view with our favorite MC Rude Girl - from WEOW 92.7 who will be on hand to celebrate with you and announce all the fabulous floats, and walking groups in the Bud Light Fantasy Fest Parade!

BLUE PARTY AT THE BACK BAR
What’s your favorite color? Well on this night , it’s definitely Blue! Come dressed all in blue and enjoy one of key wests biggest and best live music venues . An all star band with The Newtons, Toko Irie and many other musical guests. This is a dance party like no other. Live music , cash prizes for the best Blue costume, and no cover charge. Party starts at 8PM and goes all night! 618 Duval St

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

SAVE A UNICORN, RIDE A COWBOY!
Saddle up and ride over to Side Bar after the Bud Light Fantasy Fest Parade! All cowboys, cowgirls and unicorns are welcome at this Ho Down – hosted by Elle Taylor! DJ Honey Davenport will be spinning the tunes all night long. Party starts at 9PM. $5 Cover

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Sunday, October 27, 2024

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.

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 thru Monday @ 4am. Party goes 12-5PM @ 1129 Fleming St. Call 305-294-6284 for information.

HANGOVER 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! Reserve your space HERE

“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.

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