Wear your Best Barbie or Ken pink costumes and join The Marker Key West Harbor Resort with DJ El Grace 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 Womankind Key West.

Join the Florida Keys SPCA at the 2024 Neonimals Royal Coronation where we will celebrate all 4 candidates at the culmination of their 6 week fundraising campaign. Kick off Fantasy Fest to see who becomes the King & Queen of Fantasy Fest 2024!

Join us as we parade through downtown and make a few fun stops along the way. Check in from 5:00-6:30 @ Mary Ellen's with cold AC and even cooler drinks, then let's hit the road for a tutu parade! Parade begins at 630pm SHARP!

Grab your retro 90’s neon swimsuit and come dance, swim and drink with Les Greene and the Swayzees!

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!

Get your swimsuit and come out to party with Les Greene and the Swayzees!

Hanks’ Hair of the Dog Saloon presents the annual charity event, Rock the Tatas Contest. Hosted by the "one and only" Elle Taylor with live music by Dj El Grace and special guest from Miami DJ Diego Barrera 9pm to close. Join us in the fight against Breast Cancer October 24th. First place prize $500!

The Key West Business Guild proudly presents the 41st Anniversary Edition of the Headdress Ball, the premier LGBTQ+ event of the Fantasy Fest Celebration, presented on Thursday, October 24, 2024, at the Coffee Butler Amphitheater, Truman Waterfront Park.

Watch the Fantasy Fest Parade from one of Key West’s best locations! Tickets include a seated three course dinner at decorated tables and two complimentary drinks at the gorgeous courtyard or porch of the historic Hellings Curry Museum.

Ticket includes a welcome Prosecco or sangria and light snacks.

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 724 Duval St. Don't deal with the crowds! VIP high-end open bar and catered buffet-no need to go anywhere else. Private entrance and restrooms.

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.

A pool party concert to wrap up the week’s debauchery, not to be missed!

South Florida Symphony Orchestra's String Quartet returns to Little Palm Island for an unforgettable evening of music set against a breathtaking oceanfront backdrop. This exclusive, intimate concert features Mendelssohn’s passionate String Quartet No. 2, Ravel’s elegantly seductive String Quartet in F major, Gardel's beloved tango, Por Una Cabeza, and more.

Grammy-nominated record producer, John Simon, a titan behind the careers of The Band, Janis Joplin, and Leonard Cohen, comes to the Tennessee Williams Theatre for a unique and unforgettable evening – A Jazz Christmas.

Ariel stunts, trampolines, funny skits, drinks, snacks, face-painting and more… SO MUCH FUN! Seating is limited to 125 guests so please do not wait to book.

“Tango in the Dark” follows two lovers as they journey through a city transformed by the shadows of nightfall weaving a story of love, loss, and connection fuelled by the rhythms of the city night.

Cruising Through ‘The Change’, is a hilarious and heartfelt look at the joys of menopause and friendship — plus hot flashes, mood swings, memory lapses & more!

Under the baton of Joe Dallas Jr, the band remains a truly "local" organization consisting of professional and semi-professional musicians from the Lower Keys and primarily Key West.

Puppy Pals is a family fun action-packed show where adopted and rescued dogs perform spectacular stunts and breathtaking feats. Watch as we lead the puppies and audience through challenging and comical tricks as the pooches show everyone who is really boss!

Star from the hit TV show Will & Grace, Eric McCormack, and Tony nominated actress, Laura Bell Bundy, come to the Tennessee Williams Theatre! Together, they bring their magnetic chemistry from Broadway’s The Cottage to the stage, promising a night of unforgettable entertainment that spans Broadway hits, cinematic charm, and chart-topping tunes.

An extravagant celebration of the iconic music of Broad­way and more, The Four Phantoms brings together four Phantoms from the Tony Award-winning The Phan­tom of the Opera for an unforgettable evening of entertain­ment.

Irie Monte returns to the Cabaret Theatre with her string quartet. Prepare to be enchanted as she graces the stage once again and immerse yourself in a captivating evening of music as Irie and her talented string quartet create a mesmerizing soundscape. Don't miss this extraordinary performance!

With a cast consisting of both stars from Broadway's greatest rock musicals, as well as incredible Rock & Roll singers, Neil Berg shares the often unknown stories from the fifty-year history of the music that changed the world forever!

Prague Conservatory of Music trained guitarist, Martina Bevis, returns to the Tennessee Williams Theatre. Join her along with her special guests, Marriane Nolan and Lynn-Marie Smith, to experience music from an artist who has mastered her instrument.

Seamlessly blending illusion, acrobatics, magic, and whimsy, MOMIX sends audiences flying down the rabbit hole in Moses Pendleton’s newest creation, ALICE, inspired by Lewis Carroll’s classic Alice in Wonderland.

THE PEKING ACROBATS® have redefined audience perceptions of Chinese acrobatics. They perform daring maneuvers atop a precarious pagoda of chairs and display their technical prowess at such arts as trick-cycling, precision tumbling, juggling, somersaulting, and gymnastics.

Get ready for an epic live show with Free Fallin, The Tom Petty Concert Experience!

Under the baton of Joe Dallas Jr, the band remains a truly "local" organization consisting of professional and semi-professional musicians from the Lower Keys and primarily Key West.

Buckets N Boards is a hilarious and high-energy show chock-full of amazing percussion, ridiculous songs, spectacular tap dancing, inventive instrumentation and an incredible variety of musical talents!

RING–A-DING-DING! THE BEST RAT PACK SHOW RE-TURNS! Frank Sinatra, Dean Martin and Sammy Davis, Jr. return to stages all across America as the famous and infamous Rat Pack is resurrected by our three critically acclaimed entertainers. Sinatra, Martin and Davis were the kings of Las Vegas Swing and they formed The Rat Pack as their own nightly on-stage party. Relive those amazing nights with our international star performers.