TAKING IT OFF TO SEE THE WIZARD: A BURLESQUE PARODY
Somewhere over the rainbow a simple farm girl is once again swept up into the magical world of Oz; where she finds that even her wildest dreams and fantasies really do come true... Taking it Off to See the Wizard: A Burlesque Parody is a big, bawdy burlesque production of one of the worlds most beloved stories. All of your favorite characters from this epic tale are brought to life by a bevy of burlesque beauties in this captivating show. Songstress extraordinaire, Shelly Watson as the good witch, and world renowned magician, Nick Locapo as The Wizard, co-host the classic adventure down the yellow brick road. Long time Key West Burlesque performers, Moana Amour and Cheeky Derrière are joined by special guests Aurora Natrix and Miss Jenna Beth who take it all off on their way to meet the wonderful wizard! The always-outstanding Key West Burlesque performers parody the ensemble cast of the cherished tale including the lollipop guild, the speaking trees, and flying monkeys like you've never seen before. Taking it Off to See the Wizard: 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
BOTTOMLESS MIMOSAS 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. 505 Front Street 305-509-7136
GET YOURSELF PAINTED IN PARADISE AT PARADISE TATTOO
Let our world renowned ARTISTS unleash their creativity on YOUR ‘Canvas’! You will be Guaranteed to Stand Out in the crowd of body painted parties as you party the night away in airbrushed art! Paint as much as or little of yourself as you like. We have world famous body painters Sean Avram from Skin Wars season one and Wiser Owner from Naked Vegas with their crew to help make all your body painting dreams come true. Paradise has a great selection of costumes, costume jewelry, tutu's, costume contact lenses, 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! Body Painting is available by appointment or on a walk-in basis during Fantasy Fest. Call 305-292-9110 to make your appointment today. Paradise Tattoo 627 Duval St. Open Daily from 10AM- Midnight.
THE FLYING CARRS CIRCUS - BACK IN TIME- AN EVENT FOR ALL AGES
We took you on a trip "Around the World in 80 Minutes" now The Flying Carrs Circus is back with an all new show called "Back in Time"! We are time traveling throughout the 20th and 21st century using all of our circus skills to guide the way! Join us for a trip through the decades and help us find aerialists, jugglers, acrobats, JP the clown, and more as we make our way back to 2017! Let's do the time warp at 1.21 giggle-watts with The Flying Carrs Circus!Come be apart of the Circus shows from Wednesday, October 25th- Sunday, October 29th from 10AM- 7PM. Buy your tickets today www.eventbrite.com/. The Studios of Key West 533 Eaton St. 305-296-0458
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 Presented by the Casa Marina, A Waldorf Astoria Resort
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. Casa Marina, A Waldorf Astoria Resort, 1500 Reynolds St.; 6 - 10 PM.
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.
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.
Information coming soon.
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
VIRGILIO'S MARTINI MONDAY
More Information coming soon... Virgilio's 524 Duval St. 305-296-1075
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.
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
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.
A GREEN PARROT TRIBUTE:"THE BEATLES, "All You Need Is Love!"
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
WELCOME TO THE JUNGLE AT THE GAS MONKEY
Welcome to the jungle...hop on our thrilling expedition through the untamed & steamy forest of the Gas Monkey Bar & Grill. Round up your tribe and bewilder the crowd with your best jungle inspired costumes...me Tarzan you Jane! Sip on tropical jungle juice as you journey through the wilderness...adventure onto the dance floor with the pulsating beat of tribal drums...swing on by...we’re not monkeying around! 9pm 217 Duval Street 305-294-0103
REDDY ICE FANTASY FAÇADE COMPETITION
Festively decorated homes and businesses compete for cold hard cash! Free to enter, call 305-296-1817.
FLORIDA KEYS COUNCIL OF THE ARTS CULTURAL CRAWL
A moderately difficult & clever hunt. Connect with the arts and have an afternoon of fun and frolic at the 3rd annual cultural crawl! 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 or fantasyfest.com. 2pm La Concha Hotel 430 Duval Street 305-295-4369
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.
VENETIAN MASQUERADE BALL
Your attendance is requested at the Venetian Masquerade Ball hosted in the elegant Flagler Ballroom within the Marriott Beachside Hotel. History depicts these carnivals as aristocratic pageantry engaging in decadence, gluttony and lust. Anticipate a masked night of mystery filled with irony, disguise, laughter and revelry. Elaborate masked costumes portraying counts and countesses and other legendary figures...lavish entertainment with acrobats, magicians and riveting music direct from Las Vegas, Phat Strad Electric String Quartet. The merriment includes delectable Venetian cuisine and an open ultra-premium brand bar. Do join us for a scandalous night of anonymity. Interpretive attire is required. $175 pre purchase by 9/30/17 - $199 beginning 10/1/17 6pm-12am Key West Marriott Beachside Hotel 3841 North Roosevelt Blvd. 305-296-8100 Tickets may be purchased on Keystix.com For further information – please see our website……coming soon
TUTU TUESDAY #9 PROM
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 More information coming soon...
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. 221 Duval Street. 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 midnite. 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
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.
You will see a magic carousel of frisky pets and playful owners, all delightfully disguised, stroll, dance and even skateboard across a stage in a fun frolic for fame and fortune! Think you and your furry, feathered or slithery friend have the perfect outfit? 4 categories to enter-$25 each entry; benefits the Lower Keys Friends of Animals; Registration begins at 4 PM; Show starts at 5:30 PM; FREE to watch; VIP seating is available on the beach of the Casa Marina, A Waldorf Astoria Resort, 1500 Reynolds St. $25 VIP tickets are available at keystix.com For more information, visit our Facebook Page or email firstname.lastname@example.org.
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
KEY WEST ART AND HISTORICAL SOCIETY PRESENTS THE HISTORY OF SEX
The History of Sex – as presented by Psychologist, Sexologist and Sex Therapist Dr. Pamela Stephenson Connolly – is an illuminating journey through centuries of human eroticism. Key West is not the only society that openly and ritually celebrates sexual fun and fantasy – as exuberantly expressed in parades and parties during its annual Fantasy Fest. Different civilizations at different times in history have developed unique sexual rituals, beliefs, and more that in turn have influenced the personal eroticism of its citizens. Dr. Connolly will reveal fascinating facts about our ancestors’ sexual styles, behaviors and beliefs. For adults over 21 only, this thoroughly exciting lecture promotes a fun, utterly frank and positive view of sex – and sheds light on some of the seemingly quirkiest aspects of human sexuality. But there is also an important message: In gaining insights and an educated perspective into the roles of religion, families, beliefs and mythologies regarding the way sexuality has been viewed and experienced through the ages, one can better understand ones own sexual mysteries. Tropic Cinema, 416 Eaton St. 877-761-3456. 5:30- 7 PM. For tickets go to eventbrite.com..
Hey Ya'll come down to the Lazy Gecko's Redneck party Hosted by Gas Monkey!! Gussy up in your best camo or slide into your sexy Daisy Dukes!!! Prizes for the best Redneck, Redneck Babe, redneck Couple, and Team Redneck(yeah, that's you and your best bubbas!)Gas Monkey; 217 Duval St; 305-294-0103. Party starts at 7 PM.
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
Fall under the spell of Peace and Love Woodstock style. It’s tie-dye, flower power, and psychedelic colors hoo-doo style this year at the Schooner Wharf Bar. The Party starts at 7 PM. Cast your votes for the sexiest Hippie Chick & Grooviest Dude at 8:30 PM. For the adventurous, the Body Painting Contest will mesmerize at 10 PM. Bring a friend to paint or be painted; paints and brushes provided with awards to follow! Enjoy live music by the Hippie Band, 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; 7 PM; judging at 8:30 & 10 PM; No cover charge or entry fee.
LUCY'S BLUE PARTY
Come and dance under the sea at Lucy’s Retired Surfers Bar’s BLUE PARTY! Key West’s newest bar and restaurant is going all out for a night of marine-themed fun featuring live music from Patrick and the Swayzees and then a late night DJ and a body painter! Sip on signature cocktails like Da Killer Whale and keep the party rockin’ with late night eats. Wonderful prizes will be raffled off to benefit Reef Relief. The party starts at 8 PM @ 320 Grinnell Street – wear your best BLUE inspired costume for a chance to win some great prizes! 305-922-2616 $
TEAM LINGERIE PILLOW FIGHT
A first time event for Cowboy Bill's. 10 teams of 2 women will do their best to show you a very sexy pillow fight while 3 lucky judges score their performance. $1000.00 in cash prizes - 1st - $700.00; 2nd - $200.00; 3rd - $100.00 618 Duval Street 305-440-2605
FOGARTY'S RED PARTY
Prepare to see RED! RED decorations, RED lights and RED beach balls. As long as it's RED any costume will do! The DJ will keep you dancing, so you won't want to miss this often imitated but never duplicated party with the zany, off-beat COSTUME CONTEST. Why wait in line?! Pre-purchase tickets at Fogarty's. 227 Duval St. 305-294-7525. 9 PM; $.
LUV 2 GLOW! Fantasy Fests Best and Longest Running Glow In The Dark Dance Party. 6 Years Running! House/Tech House & Techno feat. DJS JEVNE, ATNARKO, TOP JIMMY & HERB JAVIER • 21+ • $5 • 9PM - 4AM • New GlowinG VENUE - MARY ELLEN’S BAR • 420 APPLEROUTH LN 305-916-5816
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. 221 Duval St, 10PM.
SWING N' FREAK FEST
Come meet, greet, swing and freak at the one and only Bare Assets adult night club. Bare Assets is the premier gentlemen’s club of Key West and your original risque party venue. Couples are encouraged, singles are more than welcome. Get ready to fulfill all your erotic desires with 30 of our very beautiful Bare Assets ladies. Come play in our X-rated playground for a chance to win $1,000.00 cash prize. Join us as we host our famous stripper lesbian Olympics, an exotic pole dancing contest and much more. Limited VIP and table seating available. Get your tickets today at keystix.com. If you have any questions email email@example.com. Swinging when sharing is both caring and daring! Bare Assets, 1029 Truman Ave., 10 PM.
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 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 (305) 203-3461.
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
3rd ANNUAL SMALLEST PARADE IN THE UNIVERSE!
“Let It Fly” is the theme for the Third 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. Ticket info coming soon.
DANTE'S 11TH 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
35th ANNUAL HEADDRESS BALL
The Key West Business Guild presents the 35th Annual Headdress Ball, the premier gay and lesbian event of the Fantasy Fest celebration, which proudly opens the brand new 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! Rain date Friday, October 27. Tickets are available at keystix.com.
SLOPPY JOE'S 34th ANNUAL TOGA PARTY
Toga! Toga! Toga! Get your Toga ON and join Sloppy Joe’s Toga Party all night long! Sloppy Joe’s Gift Card giveaways for best togas at band break beginning at 8 PM. Great drinks and dancing! Togas available in Retail Store for $10 (Proceeds to AIDS Help, Inc.). 20l Duval St. 305-294-5717. 8 PM.; Door charge.
Come join the biggest party on the island at the Rick’s Entertainment Complex’s inaugural White Party and dance until the early morning hours. 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 Durt Bags, rocking the night away downstairs. Enjoy your secret fantasies with the loveliest ladies in the Florida Keys onstage in the Red Garter. Sing your heart out onstage with karaoke. Let your artistic side glow under the black lights in the paint splatter room. Rick’s has it all. Eight famous bars, one awesome night! Enjoy great drink specials all night at the wildest party in town. The party starts at 8 PM $ 202-208 Duval St.; 305-296-4890. firstname.lastname@example.org
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 10th ANUUAL GIT-R-WET T-SHIRT CONTEST
Limited to 25 contestants who will be competing for $1500.00 in cash prizes. 1st prize = $1000; 2nd prize - $300.00; 3rd priz - $200.00 10pm 618 Duval St. 305-440-2605
PAJAMA AND LINGERIE PARTY
Mr. Playboy himself, La Hef, invites everyone to dress in sexy nightwear. This party makes you feel like you are at the mansion. Enter the $700 Hugh Hefner and Marilyn Monroe look-a-like contest. Mingle with celebrities and enjoy guest DJs. Purchase Advance VIP tickets online now before they sell out at keystix.com or call (305)304-1188. BottleCap Lounge, 1128 Simonton St.; 305-304-1188; 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; $$.
DIA DE LOS MUERTOS
señores and señoritas conjure up the spirits with us at Senor Frogs for an epic Día de los Muertos celebration. Come in your best sugar skull mask or get painted on site. Dance and drink the night away with bone-shaking music and thirst quenching libations sure to satisfy any spirit. Senor Frogs 221 Duval St. 305-414-8094. 11PM. No cover.
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 provided by the Stoli 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. 305-294-4737
EXPOSED AT THE BOURBON ST. PUB ADULT ENTERTAINMENT COMPLEX
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; 9 PM – 4 AM; 305-293-9800; 724 Duval St.; bourbonstpub.com.
THE DEN OF DESIRE!
See the Little Black Book at the top of the page for full event details.Tickets are available on keystix.com
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.
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; Join the party at 724 Duval St./801 Duval St. 305-294-9354; 1 PM; FREE.
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.
SOUTHERNMOST BEACH JAM
Information coming soon. 508 South St. 305-296-6577. 6 PM to 9 PM. Free!
11TH 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
Information coming soon. 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
17TH 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. Join the backstage VIP section with an open bar, food and model meet & greet. VIP Ticket holders will each have a vote to help determine the winners! Doors open at 8 PM; Contest starts at 9:30 PM; VIP tickets available at keystix.com or at Sunset Pier Bar. All contestants are granted access to the VIP section. Single contestants are permitted 1 complimentary guest backstage. For entry information contact the Sunset Pier 305-295-7047 or email@example.com
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.
CIRQUE DU CLUB A
More information coming soon. Club A 218 Duval St. Upstairs. 305-853-6525
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 Shop Costumes
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.
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
One of the best views of the Fantasy Fest parade on Duval St. VIP high-end open bar and catered party -- 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 guaranteed reserved spaces. Limited 150. neworleanshousekw.com. , 305-293-9800 or keystix.com. ; 724 Duval Street $$
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.
FANTASY FEST PARADE BALCONY VIEWING PARTY Hosted By KIssa Von Addams
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 2017 Fantasy Fest Parade. 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.
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 (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 firstname.lastname@example.org.
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.
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 Shop Costumes
KINKY COUPLES PARTY hosted by RUBBERDOLL
Very limited tickets available at keystix.com. Tickets are on sale ONLY ONLINE! Guaranteed to SELL OUT!!! $$$ 10:30 PM - 4 AM; 305-731-9055 for more information.
POST PARADE PARTY AT THE CUSTOMS HOUSE
So you think the festivities are over once the parade ends? Well think again, costumed revelers! Gather up the gang and head on down to the most epic street party of the festival. Wildly popular DJ Buggy will be djing and mixing high energy music live from the steps of the Custom House and will have you all dancing in the streets til the wee hours! And when the clock strikes 12 you will have the exclusive privilege of being the first to witness the unveiling of the 2018 Fantasy Fest theme! Never has anyone had this honor before...this is truly a unique and extraordinary experience that you don’t want to miss! 9pm 281 Front Street 305-295-6616
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.