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Fantasy Fest 2018 in Key West Florida

October 19 - October 28

Fantasy Fest 2017

A BURLESQUE PARODY
A Burlesque Parody comes to life for eight nights at the Waterfront Playhouse on October 20-27. Doors open at 7:30 – Show starts at 8PM. In addition to regular seating ($55 to $75), a limited number of stage seats are available for $100. Audience members who choose these seats will be in the middle of the action and participate in the show! To purchase tickets, please go to waterfrontplayhouse.org. or for more information go to keywestburlesque.com. Waterfront Playhouse; 310 Wall St. 305-294-5015. 8 PM. Taking it Off to See the Wizard: A Burlesque Parody

DRESS LIKE ELVIS GET A DISCOUNT
Come dressed like Elvis to Two Friends Patio during the 10 days of Fantasy Fest and get 15% off your check. Two Friends Patio;512 Front St.; (305)296-3124

FURY WATER ADVENTURES DISCOUNT
We are offering 10% off select day trips with promo cade FANTASY17*. Trips include: Parasail Jet Ski Tour GBB Reef & Ritas Snorkel Double Dip Dolphin Watch Ultimate Express Island Adventure *Not valid with any other offer. One coupon per group. Blackouts and restrictions may apply.

GET YOURSELF PAINTED IN PARADISE AT PARADISE TATTOO
Celebrity body painter Wiser Oner from Naked Vegas plus their BODY ARTIST crews are joining the Paradise team to unleash their creativity on YOUR ‘Canvas’! Their amazing talent will make you stand out on Duval or at any official Fantast Fest party. From full body art to small stencils, we will paint as much as or little of yourself as you like. All paint jobs get a professional photo shoot and the best will join our Wall of Fame. Paradise Tattoo has a great selection of costumes, costume jewelry, Tutu’s, theatrical eyewear, and so much more to accessorize your PAINT! OR – Make a decision you can’t forget and Get INKED by Key West’s #1 Tattoo Shop! Paradise Tattoo is a one-stop-shop for your Fantasy Fest needs plus $3 bud & bud light roadies all day, every day! Body Painting and Tattooing are available by Appointment or on a walk-in basis during Fantasy Fest. Call 305-292-9110 to make your appointment now. Paradise Tattoo 627 Duval St. Open Daily from 10AM- Midnight.

HAIR OF THE DOG AT ISLAND DOG
So, it’s the morning after and last night’s shenanigans are a bit fuzzy? Well, take the walk of shame over to Island Dogs and soak up that hangover with our huevos rancheros and breakfast pizza! Get your Fantasy Fest back on by renewing yourself daily with our bottomless mimosas every day from 9am-1pm. Island Dog 505 Front Street 305-509-7136

HOT TIMES AT PEPPERS OF KEY WEST
Kick your party off by getting your taste buds warped into another dimension of delicious with over 100 different flavors of sauces at the free tasting bar at Peppers of Key West. Take the party with you and pick up your own bottle of Fantasy Fest special edition hot sauce while they last. locations: 602 Greene St.. 10 AM – 8PM. (305) 295-9333

LATE NIGHTS AT MARY ELLEN’S
Monday, 10/23 – Gnome Party 8pm-4am Tuesday, 10/24 – DJ Aaron Moore Wednesday, 10/25 – Glow Party 9pm-4am Thursday, 10/26 – Billy & Sea Cow Drifters till 4am Friday, 10/27 – Smorgasbord with Snaris till 4am Saturday, 10/28 – Polka Dot Party with Jevne after Parade till 4am 420 Appelrouth Lane 305-916-5816

REDDY ICE FANTASY FAÇADE COMPETITION
Festively decorated homes and businesses compete for cold hard cash! Free to enter, call 305-296-1817.


FRIDAY, OCTOBER 19, 2018

BAHAMA VILLAGE GOOMBAY FESTIVAL- A FAMILY FRIENDLY EVENT
This exuberant street party showcases island arts and crafts, music and food in the heart of Key West’s historic Bahama Village neighborhood. The festival’s main entertainment stage is located at the corner of Petronia and Fort Street and features nonstop musical entertainment ranging from gospel to reggae. This family friendly street party continues on Saturday! Noon to midnight; FREE.

ROYAL CORONATION
It’s one final caucus with the candidates for King & Queen of Fantasy Fest! This fabulous 2-hour stage show includes entertainment by local celebrities and the candidates themselves hosted by Bria Ansara and produced by Erin McKenna! General admission is a suggested $10 donation at the door; VIP reserved seating for $95 includes a 3-course plated dinner (with a cash bar). For tickets go to ahi.ticketleap.com. or call 305-296-6196. This is a benefit for AIDS Help, Inc.

FREAKY TIKI PARTY
Kickin’ off 2018 Fantasy Fest with Freaky Tiki! Retro Freaks & Tiki Geeks of all shapes and sizes – with Sideshow Monsters, Oddities, and More. DJ Gyver getting freaky with the beats ~ 9pm-Late * Get your FREAK on! 430 Greene St


SATURDAY, OCTOBER 20, 2018

BAHAMA VILLAGE GOOMBAY FESTIVAL- A FAMILY FRIENDLY EVENT
This exuberant street party showcases island arts and crafts, music and food in the heart of Key West’s historic Bahama Village neighborhood. The festival’s main entertainment stage is located at the corner of Petronia and Front Street and features nonstop musical entertainment ranging from gospel to reggae. This is a family friendly event. Noon to midnight; FREE.


SUNDAY, OCTOBER 21, 2018

ZOMBIE BIKE RIDE- A FAMILY FRIENDLY EVENT- NO NUDITY PERMITTED
Rise from the dead and join your newly awakened zombies as they gather at Zombieland in Fort East Martello at 2 PM to get their blood flowing, bodies painted, and mid-afternoon snack from 2-6 PM. Hop on your bike and join the thousands of costumed zombies at 6 PM when the zombie invasion heads down US1 to Duval Street for the Zombiefest in Downtown Key West. Register now at Zombie Bike Ride


MONDAY, OCTOBER 22, 2018

KINKY CARNIVAL
No kinky costume, No entry. Open bar 8-11pm. Tix at the door only, $35. DJ, Aerial, Pole, and other Kinky Performances. Key West’s original Fantasy Fest Kink Party in its 20th year! First Flight, 301 Whitehead St.; 305-293-8484.

STOCK ROCK POOL PARTY
Rock On, Dude! Check out THIS gig! Join the die hard groupies hanging poolside at the Perry Hotel; Break out that old concert t-shirt or dress as your favorite rock star – is it Mick? Eminem? Blondie or Avril? Air guitar jam session at 3pm – Winner gets a free bar tab!; Live band from 12pm-4pm; See ya on the flip side!; 7001 Shrimp Road; 305-296-1717

HEROES AND VILLAINS RUN/WALK 5K
Be super, be evil, be AWESOME and get your run on! Dress up as your favorite Superhero or Super Villain and run, walk or fly to the finish line. The first 400 to register get a puzzle piece finisher medal! Only offered this year. Race starts and finishes near the beach at the Southernmost Beach Resort parking lot on South Street, and runs through historic Old Town Key West. Free beer and snacks after the race. Be part of the Fantasy Fest family friendly FUN! For registration and information: Theme Runs.com.

SOUTHERNMOST FANTASY FEST LUAU
REFUEL with us at the Southernmost Luau after you conquer the SUPER, EVIL, AWESOME Heroes and Villains Run/Walk 5K. Enjoy a Key West style pig roast with your toes in the sand and a drink in your hand. Southernmost Beach Resort, 1405 Duval St. 305-295-6550. 6:30 PM; $45 includes one drink per person. Buffet includes Roast Cuban Pork, Picadillo, Frijoles Negros, Soffritto Rice, Yucca Fries, Tostones and Dessert. Tickets are available at keystix.com.

PIG PICKIN N’ PIGSKIN EAGLES VS REDSKINS at CHARLIE MAC’S
Kick off your week in true Key West character at Charlie Mac’s edition of Fantasy Football! Legendary Eagle’s running back Louie Giammona will emcee the craziest cheerleader costume contest. And guys…we mean YOU! Put away the uniforms and unleash your sexy! Represent your team or make up your own…no penalties tonight just pom poms! Chow down on our award winning BBQ and throw down some corn hole, all at the home of the Southernmost Eagles Club! 6:30pm 404 Southard Street 305-320-0204

A GREEN PARROT TRIBUTE:
Well, Love, and Jeff Clark and Tony Baltimore, as they kick off Fantasy Week and re-create a Fab Four Show with “THE BEATLES, 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, lets not forget “It Was Fifty Years Ago Today….” so help us celebrate the 50th anniversary of most famous and influential rock ‘n’ roll record ever made, Sgt. Pepper’s Lonely Hearts Club Band! Jeff and Tony will hit all the high-notes of the Beatles canon, from “All My Loving” to “The Ballad of John and Yoko”, through Revolver/Rubber Soul territory to The White Album. Don’t miss a beat! Be there as Billy Shears gets introduced and the British Invasion roars ashore! Those on Fantasy Fest’s more interactive side may want to turn this into a Monday night “Sixties Dress-Up” dance party”,come as your favorite “Beatles Look-Alike” or come dressed in theme and help turn The Parrot into the 1967 summer of love! 601 Whitehead Street 305-294-6133


TUESDAY, OCTOBER 23, 2018

FLORIDA KEYS COUNCIL OF THE ARTS CULTURE CRAWL
A moderately difficult & clever hunt. Connect with the arts CULTURE CRAWL and have an afternoon of fun and frolic at the 3rd annual ! The Florida Keys Council of the Arts hosts the modern, tech-savvy crawl. Costumed teams of up to 4 people encouraged. Pre Registration at keysarts.com. WE begin and register participants at the OLDEST HOUSE – 322 Duval St. and ends at La Concha Hotel 430 Duval St. 305-295-4369

BEACH BASH
Beach Bash: Blast from the Past on South Beach located at the Southernmost Beach Cafe, 1405 Duval Street. 305-295-6550. Join Patrick and the Swazyees in taking you back to the time of surfing, sun-bathing and beach blanket bingo. Put on your favorite beach attire, sport your boldest bikini or don your newest tie-dye. Grab your flip flops and head out to the beach to twist again, like you may have done last summer. Drink and food specials all afternoon along with beach activities and, of course, good old fashion fun! 2PM- 5PM.

OFFICIAL FLORIDA KEYS COUNCIL OF THE ARTS FANTASY FEST POSTER SIGNING PARTY
Meet-n-greet with the 2017 award-winning poster artist. Get up close and personal while having a lively libation or two. WineO will have wine by the glass specials all night long. WineO located at La Concha Hotel & Spa, 430 Duval St. 305-296-2991. 5 PM; posters for sale.

COCKTAILS FOR ANIMAL TAILS!
LOCATION: Rick’s Complex, 202 Duval St.
305-296-5513 TIME: 7-10 p.m.
ADMISSION: $35; keystix.com
Come to an “All You Can Drink” Animal Party to benefit the Florida Keys SPCA. Each bar has been transformed into a different Animal Kingdom around the world where you can enjoy an All You Can Drink experience of the entire Rick’s Complex. Wear your best animal ears & tails, warm up your tutus and get ready to party like an animal! Join in the costume contest to win great prizes! Proceeds will benefit the animals of the Florida Keys SPCA. Pre-sale tickets are available at fkspca.org. (click on Donate then Cocktails Tickets) or at 5230 College Rd. 305-296-5513.
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TUTU TUESDAY PRE-PARTY WALKING PARADE BAR CRAWL
Put on your fancy pants tutu for the 9th Annual Tutu Tuesday PROM! The pre-party begins at The Porch with a TuTu Prom Parade! Join us as we parade through downtown and make a few fun stops along the way. Walking Prom Parade Floats encouraged (no motorized floats please!). Parade stops include: First Flight, Mary Ellen’s, Tiki Bar, Shots & Giggles, Waterfront Brewery for TuTu Fun! **$35/ person. Includes shots at all stops and tutu party wrist band ($20). YOU WILL RECEIVE A WRISTBAND AT THE PORCH DURING PRE-PARTY. NO ENTRY TO TUTU PARTY WITHOUT WRIST BAND OR TUTU.** Click Here and buy your tickets today.

TUTU TUESDAY
For the 9th Annual TUTU Party – we will be celebrating the glory of the TuTu and all of its wonderment! Doors open at 7PM for PROM, $20 Wristband Admission; Waterfront Brewery 201 William St. 305-440-2270 TICKETS CAN BE PURCHASED AT THE PORCH 429 CAROLINE STREET BEGINNING 10/20

CAPT. TONY’S PARTY IN PLAID
Experience a party that caters to all exotic lifestyles and fantasies. Whether you wear your naughty or nice plaid to attract old friends or to stimulate the new, this party is for you. Everyone is invited to this party for the ages that only the legendary Capt. Tony’s can host. Great music and drinks, plaid costumes, exotic people. 428 Greene St. 305-294-1838. 8 PM; FREE.

MEN OF LABARE TIGHTY WHITEY PARTY
Men of LaBare as seen in the movie “Magic Mike”. It’s the sexiest and wildest all male review show on Earth. Join the world famous LaBare dancers for an ultimate night of complete satisfaction. Sexy white wear is encouraged for this party and couples are welcome. Bottle Cap 1128 Simonton St. Limited tickets are available for this event and can be purchased at keystix.com or call (305)304-1188.

GREEN PARROT GREEN PARTY “It’s Not Easy Being Green!”
As once said by a famous frog – “it’s not easy being green!” But we’re not frogs, were The Parrot, and day-in and day-out, we happily recycle our bottles, cups, and cans, and invite you on this night to rethink and reinvent yourself, maybe take your recyclables and reinvent a radical costume…or heck, just wear green…we won’t throw you out! Be here as longtime Parrot-favorite Zach Deputy brings his “Zach Attack” to the Green Party at The Green Parrot with shows at 10 p.m and midnight. on Tuesday, October 24th. Zach Deputy, the big, impossibly upbeat South Carolinian will be mixing and remixing his sound, constantly re-purposing, recycling,and reinventing Calypso rhythms and folk songs, combined with the R&B/soul of James Brown and Ray Charles to ultimately create a infectiously groove-friendly one-man dance-party, a solo show enhanced by looping technology, ultimately offering up what he calls his “Island-infused, Drum ‘n’ Bass, Gospel-Ninja-Soul” a unique hybrid that is the signature Zach Deputy sound.601 Whitehead Street 305-294-6133


WEDNESDAY, OCTOBER 24, 2018

BERKSHIRE HATHAWAY OPEN HOUSES
Berkshire Hathaway Knight & Gardner Realty invites you to their Parade of Homes Mega Open House Event! Signup at any of their open houses for a chance to win 4 tickets to their annual Parade Party at their office at 336 Duval Street. See www.keysrealestate.com for a full list of their open houses and check their Facebook page. October 24 & 25th, 11-3PM.

ROCK AND ROLL REVITALIZING 1960’S POOL PARTY
Let us take you back to a groovy time full of Tom Collins, Pink Squirrels and Greyhounds; when the bikini became every woman’s new purchase, mini-skirts crept into closets and good ol’ Rock and Roll was heard from every radio station and record player in the United States. Dress in your favorite vintage swimsuit, psychedelic patterns and platform shoes and join us at the Marker Waterfront Resort for The Sixties Pool Party. Boogie down to live music your old man might not approve of, sip on a few of our nifty drink specials and have a guaranteed far out time. Do you dig? Featuring Patrick and the Swayzees Live Poolside! The Marker Waterfront Resort, 200 William Street. 305-501-5193. 1-4 PM.
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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 on the stage of the new 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 4 PM; Show starts at 5:30 PM; FREE to watch, plenty of FREE seats available or bring your blanket and lawn chair. NO COOLERS. Food and beverage available on site. 21 E. Quay Rd. For more information, visit our Facebook Page or email petmasquerade@hotmail.com.

CHERAOKE
Come celebrate the incomparable queen of basically everything, CHER, from 5-8pm! Come dressed as your favorite Cher from any of her famous decades. We’ll have Cheraoke (Yes…Cher Karaoke hosted by Randy Roberts!). Themed cocktails, Cher trivia and a Cher look-alike contest (with PRIZES). Don’t miss it! Rum Row at The Gates Hotel, 3824 N. Roosevelt Blvd. 305-320-0930. Free

SMOKIN TUNA HOMEMADE BIKINI CONTEST PRESENTED BY FREE LIBATIONS
The Smokin’ Tuna Saloon is proud to present the 25th Anniversary of the Original Key West Homemade Bikini Contest. Over $5,000 in cash & prizes. Creativity and attention to detail are the key elements to winning the 1st prize of $2000, Additional cash prizes for 2nd & 3rd place along with prizes totaling over $5,000. Join the Backstage VIP section with an open bar, light food and a contestant meet & greet. Hosted by the World Famous MC Mr. Bill Hoebee and his celebrity judges. For contest entry information contact the Smokin’ Tuna Saloon @ 305.517.6350. 4 Charles Street. Contest participation is $10. Doors open at 7 PM, Event Starts @ 8pm. Free General Admission; Limited Backstage VIP Tickets available at smokintunasaloon.ticketleap.com or 305.517.635.

WHARFSTOCK AT THE SCHOONER WHARF BAR
“Travel back in time to the ’60s, with Peace and Love Woodstock-style. It’s tie-dye, flower power, and psychedelic colors in a time capsule of the era at Schooner Wharf Bar. The Party starts at 7 PM. Prizes for sexiest Hippie Chick and Grooviest Dude — judging at 8:30 PM. Enjoy live music and dance to tunes that reach back in time from Gary Hempsey and That Hippie Band from 7-midnight, plus cold drinks and great galley fare. Emceed by Magic Frank Everhart. Winners will receive cash prizes and gift certificates. 202 William St.; 305-292-3302; Starts at 7 PM; judging at 8:30 PM. No cover charge or entry fee.” Join us after the Bud Light Fantasy Fest Parade for a walk on costume contest!! Strut your stuff and win groovy prizes!!
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LUCY’S BLUE PARTY
Come and dance under the sea at Lucy’s Retired Surfers Bar’s BLUE PARTY! Key West’s coolest bar and restaurant is going all out for a night of marine-themed fun featuring live music from Patrick and the Swayzees. Throw together your most creative costume for our killer contest and a chance to win some awesome prizes! Sip on signature cocktails like the Shark Attack and keep the party rockin’ with late night eats. Entry is $5 and all ticket sales go directly to our friends at Reef Relief. The party starts at 8pm at 320 Grinnell Street – 305-922-2616

Tarzan and Jane at the Green Room
Get Ready to Party like you own the queen and king of the Jungle!!

6th ANNUAL LUV2GLOW PARTY AT MARY ELLEN’S BAR
Do you love it in the dark? Do you love it hot? Do you love to glow? Then you’ll LUV2GLOW at Mary Ellen’s Bar when we turn out the lights and go dark with black lights, glow body paint and the hottest dance beats around! Watch your body glow while the hottest electronic DJs make your body move. Come party with our HOT Bartenders and SEXY GLO-GO Dancers! Put on your hottest neon or take it off and paint it up…this party is one of the most epic moments of Fantasy Fest! The beats drop at 9 PM; 420 Appelrouth Lane. 305-916-5816. $

FOGARTY’S RED PARTY
Prepare to see RED! RED decorations, RED lights, RED drinks, and RED beach balls. Wear as much or as little RED as you want but be sure to enter the annual costume party. Cash, gift certificates, and/or bar tabs will be the prizes for winner!! The DJ Jimmy Jamz will keep you dancing all night long. You won’t want to miss this FREE event. That’s right, cover charge has been WAIVED in lieu of IRMA. Fogarty’s will still be making a donation to Keys Schools even with the cover charge being waived! Join us for a fun RED filled night that everyone needs and deserves! Fogarty’s 227 Duval St. 305-294-7525 9 PM

SEXY BULL RIDING CONTEST
Cowboy Bill’s incredible Fantasy Fest Ladies Nite Party on Wednesday October 25. From 9 – 11pm ladies drink free well drinks and draft beer all night. Then at Midnite, turn up the heat with one of the wildest events of Fantasy Fest, Cowboy Bill’s Infamous Sexy Bull Riding Contest. This event has a guaranteed $750 in cash and the prizes will go higher as the night goes on! Sit back and watch as 20 of Fantasy Fest’s hottest ladies battle for cash and prizes on the bull! There is a special VIP lounge set up with limited tickets available. For more info or to enter the contest please call 305 292-1865 or email cowboybillkw1@gmail.com. FREE Admission. 618 Duval St.

ABC PARTY
Hot adult film star Zuma the Puerto Rican Goddess, and many more celebrity models invite you to enter the ABC (Anything But Clothes) Party. Enter the ABC costume contest and win $700 in cash and prizes. It’s the most outrageous and creative contest on the planet! Join the adventurous and risqué for the party of a lifetime in a club setting located in the heart of world famous Duval Street featuring live guest DJs. Limited tickets are available to the public for this private star-studded red carpet celebrity extravaganza. Purchase tickets at keystix.com or call (305)304-1188. Sandbar Sports Grill 511 Greene St, 10PM.

DUNGEON of DARK SECRETS
See the Little Black Book at the top of the page for full event details. Purchase your advanced tickets online at KeysTix.com keystix.com. TICKETS GO ON SALE JULY 20, 2018. Tickets will also be available the day of the event at the door. VIP Tickets are guaranteed to sell out so please order them soon. For more information please contact Brad 786-886-4766. 801 Bourbon Bar – 801 Duval St.


THURSDAY, OCTOBER 25, 2018

BERKSHIRE HATHAWAY OPEN HOUSES
Berkshire Hathaway Knight & Gardner Realty invites you to their Parade of Homes Mega Open House Event! Signup at any of their open houses for a chance to win 4 tickets to their annual Parade Party at their office at 336 Duval Street. See www.keysrealestate.com for a full list of their open houses and check their Facebook page. October 24 & 25th, 11-3PM.

NAUGHTY BIKE RIDE
Come enjoy your Duval bike ride with a group of your Naughty Friends! Come get body painted, enjoy libations, titillating music and meet new friends! This is going to be a naughty ride for everyone. Registration for bikes will be online and tickets will be limited. Come ride our provided bikes or if your and your honey want a PediCab to do all the work, they will be on hand also! Single Bikes are $65 and Pedi Cabs are $150 (with a Bottle of Champagne) plus open Bloody Mary and Mimosa Bar from 11am -1pm. 11am – 1pm – Registration and Pre Party @ 803 Duval Street Parking lot with Body Painters, Food Truck(s), music provided my DJ Lucas to get you in the sprit. Open Bloody Mary & Mimosa Bar until 1pm – Bike ride to Smokin’ Tuna with free admission to concert with Joel Rush, Caffeine Carl & The Buzz.Bikes will be picked up once your arrive at Smokin’ Tuna so you do not have to worry about getting them returned. TICKETS GO ON SALE JULY 20, 2018. 305-294-4737. Buy your tickets today keystix.com

4th ANNUAL SMALLEST PARADE IN THE UNIVERSE!
“Let It Fly” is the theme for the 4th Annual Smallest Parade in the Universe! A miniature procession of artist-made 18” floats bobbles down a make believe Duval Street backdrop as the audience watches both the live parade and simultaneous large screen streaming videos in theater comfort. This whimsical event benefits MARC – Monroe Association for ReMARCable Citizens, a non-profit providing life services for Monroe County’s adult developmentally and intellectually disabled residents. Doors open at 5 PM for pre-parade viewing of the floats. Parade starts at 6 PM, followed by an auction of the floats. Key West Theater, 512 Eaton Street. 305-985-0433. Buy your tickets today at ticketfly.com!

FAMOUS KARAOKE AT TWO FRIENDS PATIO
Come dressed as your favorite Single, Duo, or Trio and sing your heart out in Key West Oldest Karaoke bar. There will be a costume and singing contest for all kinds of prizes!!!! Enjoy happy hour specials! Two Friends Patio 512 Front St.;4-7 PM, no cover

DANTE’S 12TH ANNUAL HALOS & HORNS POOL PARTY
Whether you wear the halo of an ANGEL or prefer devilish HORNS, GET WET & WILD at Dante’s for a chance to win BIG $$$! Free body painting, live music, great giveaways, fantastic food, drink specials and our one of a kind stage in the CENTER of the POOL! The party starts at noon and goes till 6 PM, pole dancing starts at 4:30 PM; Dante’s Restaurant & Raw Bar, 951 Caroline Street next to the ferry terminal. 305-293-5123. $. Visit danteskeywest.com for more details.

BRICK HOUSE FUNK PARTY AT THE CUSTOM HOUSE
Shake it down, shake it down now…welcome to funky town…the grooviest street party of the week! With way cool go go girls, far out light shows and a dynomite dance off, this brick house will be rockin’ off the hook. Connect with the foxy mamas and cool cats getting down and boogying with jivin’ DJs EBG lll, RA & MFG in the house. It’s gonna be wicked…be there or be square…can ya dig it? 6pm-10pm 281 Front Street 305-295-6616

36th ANNUAL HEADDRESS BALL
The Key West Business Guild presents the 36th Annual Headdress Ball, the premier gay and lesbian event of the Fantasy Fest celebration, which proudly held at the Key West Amphitheater at the Truman Waterfront Park. Come experience your favorite Fantasy Fest event in a new waterside setting and help Key West celebrate a beautiful expanded park system. Mayor Craig Cates will dedicate the facility and Howard Livingston will perform a special song he wrote for the occasion. Tom Luna returns as the outrageous EmCee, and Rudegirl will again do the sound. Randy Roberts opens the show and is joined by the best of Key West’s local talent throughout the contest. Over twenty five contestants will parade their Headdress creations on the amphitheater stage to vie for the $3,000 first prize. Show starts at 8:00 PM, with the gates opening at 6:30 PM. The Guild has retained its traditional four top table seating and expanded General Admission area with last year’s pricing. Bar service by the Aqua Night Club and SideBar. This event always sells out so book your tickets early! Tickets are available at keystix.com.

3rd ANNUAL WHITE PARTY
Follow us down the rabbit hole and step into a world where nothing is as it seems. Come join the biggest party on the island at the 3rd Annual White Party. We have something for every mood. Featuring DJs in two different venues to keep the party moving. The island’s best live rock band, The DurtBags, rocking the night away in Durty Harry’s. Enjoy your secret fantasies with the lovely ladies of the Red Garter. Let your artistic side glow under the black lights in the color splatter room. Doors open 8 PM, 202 Duval St.
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SLOPPY JOE’S 35th ANNUAL TOGA PARTY
Toga! Toga! Toga! Sloppy Joe’s Toga Party is “An Original Fantasy Fest Event.” Get your toga ON and find out why we are “Still The Best Toga Party in Town!” Transport yourself back in time with a traditional ancient Toga or dare to create your Toga using Fantasy Fest theme “OH…the games we play.” Best Togas will win Sloppy Joe’s gift cards throughout the night. At 9:30 pm, we’ll have a Toga Ceremony to award best Togas. Groups may participate in Ceremony (a group is 2-8 people). Audience will choose winner. First Place $300 Sloppy Joe’s Gift Card, Second Place $200 Sloppy Joe’s Gift Card and Third Place $100 Sloppy Joe’s Gift Card. (Sign up next to stage between 8:15pm-9:15pm.) Contestants must be dressed in a toga and are encouraged to dress in Ancient Roman theme or be creative using the Fantasy Fest theme “OH…the games we play.” for their toga. Body paint is not a toga, but may be used as part of the toga costume. We will be having mini impromptu contests at approximately 8:00 pm and 11:30 pm band breaks with Sloppy Joe’s Gift Cards prizes. Free to participate. Limited Toga sheets are available for purchase in the Sloppy Joe’s Retail Store for $10 (Proceeds to AIDS Help, Inc.). 201 Duval Street. 8 PM. Door charge.
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THE WATERWAY WIRELESS NERD PARTY
Calling all nerds! Star Wars, Trekkies, Potter, Disney, Whovians, Tolkien, D&D ….. and all things nerdy. This is your night to shine! Dust off your ghostbusters jumpsuit and head on down to the Porch for an awesome night of letting your geek flag fly. DJ Jevne will be in charge of the tunes out in the courtyard. And do you know what makes for a good party? LASERS! Pew pew pew. Our courtyard will be covered in beams of light as you PARTY the night away. Your best nerdy costume is your ticket in ~ No costume, no entry. The Porch; 429 Caroline St. 305-517-6358. 8PM

EXPOSED AT THE BOURBON ST. PUB ADULT ENTERTAINMENT COMPLEX 9PM-4AM
See the Little Black Book at the top of the page for full event details. $ VIP, front of the line passes will be on sale at the New Orleans House starting October 1st; open 8am-8pm; 305-293-9800; 724 Duval St.; bourbonstpub.com.

FAT TUESDAY PINK PARTY
“Save the Ta-Tas!” A portion of the proceeds will be donated to the American Cancer Society – Making Strides Against Breast Cancer of the Florida Keys. Wear your sexiest pink costume or body painting to the best party on Thursday night. Costume contest with a $500 bar tab for 1st place, $250 bar tab for 2nd place and $100 bar tab for 3rd place. Live entertainment by DJ Buggy. Party favors while supplies last. 305 Duval St.; FatTuesdayPinkParty ; 305-296-9373; 9 PM; $

COWBOY BILL’S 11th ANUUAL GIT-R-WET T-SHIRT CONTEST
Cowboy Bill’s presents the 11th annual Git-R-Wet T-Shirt Contest. This over-the-top competition Features 20 of the Hottest women on the Island getting wet and wild and vying for a $1,000 first prize! Hosted by WAIL 99.5 DJ Bill Hoebee, this contest promises to be the high point of your Fest week. General Admission and VIP Tickets are available at Keystix.com. For more info or to enter the contest please call 305 292-1865 or email cowboybillkw1@gmail.com. 618 Duval St.

PAJAMA AND LINGERIE PARTY
The Sexiest Bunnies on the planet, Kylie and Nicole, team up to pay tribute to Mr. Playboy himself La Hef in a nightclub setting and invite everyone to dress in sexy nightwear. This party is surreal and makes you feel like you are at the mansion. Enter the $700 Hugh Hefner and Marilyn Monroe look-a-like contest. Mingle with celebrities and playmates plus enjoy guest DJs live. Purchase Advance VIP tickets online now before they sell out at keystix.com or call 305-304-1188. Bottle Cap Lounge, 1128 Simonton St.;10 PM.

IRISH KEVIN’S ANNUAL 80’s PARTY
If you love rock and roll as much as we do, come bust a move at Irish Kevin’s annual 80’s party! Prepare your leg warmers and Members Only jackets. Dress head to toe in your best 80’s costume with awards given throughout the day. We have live entertainment from open to close, but at 10:30 PM our full 80’s band will keep you fighting for your right to party into the wee hours of Friday morning. 211 Duval St; 305-292-1262; 10:30 PM; $$.


FRIDAY, OCTOBER 26, 2018

BOWTIES & BIRTHDAY SUITS!
The title says it all! Island House Resort for Men, “The Best Gay Resort in the World”, invites all of you boyz for an EPIC all-male, clothing-optional pool party! All body types are embraced and absolutely NO costumes needed! Relive the parties of the infamous Playboy Mansion, only this time it’s just for men! Each admission includes your very own bowtie, complimentary cocktail and free resort privileges until 8AM Saturday morning. DJ KYD will be spinning your favorite pool party hits, while go-go boys dance poolside with free shots for all. Island House Café will offer it’s fabulous culinary treats and killer signature cocktails. Locks and lockers provided while they last as well as a free clothes check. Entry includes use of the upstairs sundeck, video lounge, indoor & outdoor Jacuzzis, steam room and dry sauna. Meet, mingle and repeat! (Shenanigans guaranteed!) 12noon-? Avoid waiting in line with advance ticket purchase at keystix.com. , or you may purchase tickets at the door with cash or credit card. 1129 Fleming Street. 305-294-6284. *PHOTO ID REQUIRED FOR ALL ENTRANTS*

FANTASY FEST STREET FAIR
Duval Street’s mile-long eater-tainment extravaganza features arts and crafts, food vendors, lively libations and costumed frivolity; Noon to 10 PM.
Live Sloppy Joe’s Street Cam
Live Rick’s Street Cam

SAN CARLOS STREET PARTY
information coming soon… 516 Duval St 305-294-3887

BOURBON ST. PUB’S TEA IN THE STREET AND POOL PARTY
The BIGGEST dance party in the street during Fantasy Fest 2017. Get your groove on while dancing and drinking on Duval St. Live DJs, Boys, Beads and Booze, Drag Queens, celebrities and MORE; as well as Pool Parties both Friday and Saturday in back of Bourbon. Join the party at 724 Duval St. 305-293-9800 12pm until whenever. FREE Dance party.

MASQUERADE MARCH
Join the crowd as they parade through Old Town with music and noisemakers! Thirst quenchers provided at selected guesthouses. Begins at the Key West Cemetery Frances Street entrance but revelers can join the mad march anywhere along the two routes! Start marching at 5:30PM; All welcome; FREE.

12TH ANNUAL PIRATE BASH NEW LOCATION TURTLE KRAALS
Ahoy landlubbers! The Rum Barrel pirate crew has sailed over to Turtle Kraals. Turtle Kraals, another ship in the Rum Barrel fleet, is ready to steer the 11th Annual Pirate Bash into its long lived traditions of drinking and dressing like a pirate. More than $1500 in cash prizes for the best pirate and wench costumes. Great music provided by DJ Cory from the Tower Bar to shake your booty all night with awesome rum specials. Doors open at 7 PM. Costume Contest starts at 9 PM. For more info call (305) 294-2640. 231 Margaret St.; 7PM, $10. NEW LOCATION TURTLE KRAALS

90 DEGREES IN THE SHADE AFTER MARCH PARTY AT THE KEY WEST THEATER
Remember last year when we packed the theater and had a kick a*s party after The Walking Parade? Yup – we are going to do it again, this time throwin’ it back with some straight up 90’s music with DJ Chaka and John Neal on the ones and twos. $5 at the door [6pm – 12am] and proceeds benefit the Key West Theater School for the Performing Arts. 512 Eaton Street 305-985-0433

MASQUERADE MARCH AFTER-PARTY WITH THE GREEN PARROT UKULELE ORCHESTRA BAND
Remember! The fun doesn’t end just because the marching does! The Old Town Masquerade March Madness continues at 7:30 p.m.on Friday, October 27th as the Green Parrot Masquerade March After-Party keeps the ball rolling as The Green Parrot Ukulele Association Band marches down Southard Street and onto The Green Parrot stage.Join in as our fancifully-costumed local participants complete their free-spirited, moving-cocktail party through the streets of historic Old Town. You are all invited to stay “in-costume” after you “second-line” your way to the corner of Southard and Whitehead led by The Green Parrot Ukulele Association. March right in for a rousing, electrified concert by The Green Parrot Ukulele Orchestra Band with co-hosts Tim Mc Alpine,Jeff Clark and Hal Howland. Follow these thousands of masked and costumed merry-makers after they promenade their way through Key West’s Old Town to the Green Parrot for a Uke-powered after-party where you might even wind up as of the players and strum yourself into a four-string frenzy! Then, stick around after the Ukulele Orchestra set as four-time Grammy Award winner Trae Pierce and his T-Stone Band take the stage to “funk-it-up” into the wee hours! 601 Whitehead Street 305-294-6133

18TH 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 2017 and $3000 in cash and prizes. Best Overall wins $1000 in cash. FREE General Admission event. Doors open at 8 PM; Contest starts at 9:30 PM; For entry information contact the Sunset Pier 305-295-7047 or rlevering@oceankey.com

FIREBALL FRIDAY FIRE PIT PARTY AT RICK’S
It’s flamin’ hot at Rick’s on Fireball Friday! Cozy up to the Fireball Whisky Fire Pit and enjoy spicy cinnamon Fireball specials all night long. Ignite your imagination and come in your hottest inferno inspired costume and set the night on fire! Doors open at 8PM. 202 Duval St. 305-296-5513
Live Webcam

GLITTER AND GLOW PARTY
Glitter! Yep, Glitter. And if that’s not enough, a bit of black light to make everything sparkle AND glow! No glitter or glow, no entry. Join us at Sidebar Key West at 504 Angela St (Corner of Duval and Angela). 305-294-0555. DJ Kyd gets things going at 9pm and the party goes until 4am. Drink specials start early and go all night. Prizes for the best glitter/glow get ups.

PIMPIN AINT EASY
This event is guaranteed to satisfy all your erotic dreams. Join the King Pimp himself, Ron Jeremy, for the wildest party of your life! Enter the $700 Mr. Pimp and Ms. Ho costume contest. Plus dance to the music of celebrity DJs mixing live on stage. This event sells out every year. Purchase Advance VIP Tickets online at keystix.com; or call 305 304 1188 Sandbar 511 Greene St.; 10 PM; $. keystix.com


SATURDAY, OCTOBER 27, 2018

DUVAL STREET PROMENADE
Sassy entertainers, enticing food and spirited libations tempt costumed merrymakers as they party from the Gulf to the Atlantic; Noon to 10:30 PM; FREE.
Live Sloppy Joe’s Street Cam
Live Rick’s Street Cam

TEA IN THE STREET & POOL PARTY
12pm until whenever at Bourbon St. Pub! 724 Duval St 305-294-9354

PRE-PARADE PINUP PARTY
Join us before the parade craziness for our classic style pinup pool party at one of the largest pools on the island. Wear your vintage swimsuit as you lounge around with a classic cocktail or just float around the pool like a 50’s calendar model. Drink specials, party favors and live entertainment will bring you back to a time when things were a little slower. Pre-game in style from 2-5 PM! Poolside at 24 North Hotel, 3820 N. Roosevelt Blvd. 305-320-0940. Free

BOURBON ST. PUB’S VIP PARADE BALCONY BASH
Join us for one of the best views of the Fantasy Fest parade on Duval St. from the Grand Balcony of the New Orleans House. Don’t deal with the crowds! VIP high-end open bar and catered buffet-no need to go anywhere else. Private entrance and restrooms. Don’t miss this opportunity for a great vantage point to see the parade and a fantastic party. No reserved spaces, first come first served. Limited 150. neworleanshousekw.com. , 305-293-9800 or keystix.com. ; 724 Duval Street $$ open 8am-8pm

BUD LIGHT FANTASY FEST PARADE
Join 70,000 exuberant partygoers as this year’s Bud Light Fantasy Fest parade rolls down Duval Street. Featuring glittering floats, spectacular costumes and dazzling dancing groups! It doesn’t get any wilder than this! Parade steps off at 7 PM; FREE.
Live Southernmost Point Webcam
Sloppy Joe’s Live Crowd Cam
Live Duval Street Cam
Live Irish Kevin’s Cam

FANTASY FEST PARADE BALCONY VIEWING PARTY
Come join the party that will be watching the parade on the largest balcony on Duval street ! This balcony viewing party for Fantasy Fest is going to bring your past and your future into the present! Open Bar, Light Hors d’Oeuvres, beads to throw and an amazing view of the 2018 Fantasy Fest Parade. TICKETS GO ON SALE JULY 20, 2018. Get your tickets early, this event is going to sell out. Tickets will be available on keystix.com. For More Information call Brad 305-203-3461.801 Bourbon Bar – 801 Duval St.

MANGOES PATIO PARADE PARTY
Book early for an incredible step-up viewing and dining experience at the crisply renovated Mangoes Restaurant, situated in the heart of Old Town Key West, at 700 Duval. Elevated seating, drink specials, and special dinner menu – all available with $15 advance, or $20 door admissions. Covered bar and indoor/outdoor air-conditioned facilities will keep you cool and dry whatever the weather. Buy your tickets now mangoeskeywest.com . (at this price they’re going fast) and come early to get your patio level seat or ask us about private party opportunities in the VIP upstairs balcony and Ricky Ricardo Room (30-50 person capacity) by emailing events@mangoeskeywest.com.
Doors open at 6PM, parade starts at 7PM. 305-294-8002. See you at the fantastic Bud Light Fantasy Fest Parade!

ROOFTOP CAFE’S PARADE NIGHT PARTY
It’s the best of Fantasy Fest fun in an upscale atmosphere. Come enjoy prime parade viewing from the comfort of our second-level patio. This year’s party will feature a beautiful gourmet buffet and will include beer, wine and well drinks. This is an exclusive, limited-seating event— reservations are required. No walk-ins and no crowds! The price per person is $200; tax and service charge are not included. For further details and booking information contact Wednesday Melssen-Vogel at 305-294-2042 or email Wednesday@rooftopcafekeywest.com. Doors open at 6:00 PM. Come see why Rooftop Café has been serving paradise for over 30 years! 308 Front Street

PARADE VIEWING AT THE HARD ROCK CAFÉ
Join the extraordinary cast of Time Travelers from the past, present, and the future for the best viewing of the Fantasy Fest parade on Duval St. Hard Rock Cafe be grilling up a Fantasy Fest exclusive menu including Prime Rib of Beef and Fresh Lobster. Priority seats still remain but get in your time machine quickly because we sell out early every year!! Contact Diane at Diane.Eliopoulos@hardrock.com.
for VIP Red Carpet treatment! 313 Duval St. 305-293-0230. Doors open at 6PM

DIRTY DOCTORS AND NAUGHTY NURSES PARTY
It’s the most pleasurable trip you have ever had to the hospital. Direct from Brazil, as seen on TV, join sexy adult Film star Vivian Jeremy and many more celebrity models for the official parade after party plus dance to world renowned Djs all night. Enter the $700 Dirty Doctors and Naughty Nurses costume contest. Vip Tickets are in high demand! Purchase them now before they sell out at keystix.com. or call 305 304 1188 Sandbar 511 Greene St 10pm

KINKY COUPLES PARTY
Very limited tickets available at keystix.com. TICKETS GO ON SALE JULY 20, 2018. Tickets are on sale ONLY ONLINE! Guaranteed to SELL OUT!!! $$$ 10:30 PM – 4 AM; 305-731-9055 for more information.801 Bourbon Bar – 801 Duval St.


SUNDAY, OCTOBER 28, 2018

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.

“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 2017. 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.

Details

Start:
October 19
End:
October 28
Event Category:
Event Tags:
Website:
http://www.fantasyfest.com/