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

SECRET CELESTIAL LAGOON: A COSMIC POOLSIDE SPLASHDOWN
Dive into the ultimate interstellar celebration at Margaritaville Beach House Key West and join us for the most festive pool party in the galaxy  Discover the alluring hidden waters of our Secret Celestial Lagoon, where mystical adventures abound. Let loose with a live band, get wild with thrilling activities, and enjoy delicious sizzling BBQ and ice-cold Mars-aritas. Our splashdown party is a 90s throwback with a space-age key lime twist—dance under the stars as we take you on a cosmic journey like no other. Shuttle service is available to rocket you to and from the party – text 305-440-4694 to arrange pickup from downtown. Meet us this side of paradise at our elusive cosmic lagoon for a fantastical out-of-this-world experience. 4—7PM. 2001 S Roosevelt Blvd.

MRS. ROPER 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 and 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 21st. 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

FANTASY FEST 5K RUN/WALK
Fantasy Fest 5K Run/Walk. Formally known as Heroes and Villains 5K. We have taken this race to a Glowing NEW LEVEL. This 90's Neon Themed 5K kicks off at the Tiki House on 203 Duval Street at 6:00PM. Run/Walk your way down Duval and you will swing by Mary Ellen's Bar for a Neon Jelly Shot. Cross the finish line and receive your GLOW IN THE DARK Neon Race Medal and continue the fun at the Post-Race Party at the Tiki House where everyone will celebrate with their signature Twinkies. Post-Race Party with music at the Tiki House. Grab your Rad Neon 90's Gear and Register NOW to kick off Fantasy Fest Week  Register HERE;

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. $75 | 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. You must lose one or the other.  Free clothes check. In the New Orleans House Garden and Pool