Part of the new Family Fun Series, which is designed to bring engaging and exciting performances for audiences of all ages to the Key West community. This series features a diverse lineup of shows, carefully selected to entertain and inspire families. Featuring colorful large-scale spectacles, quirky comedy, and audience interaction, the Yuck Show is a joyful, visual celebration of science enjoyed by audiences of all ages.

This unforgettable evening of creativity, glamour, and entertainment will once again be hosted by legendary Key West entertainer Randy Roberts, with music by WEOW’s RudeGirl. Guests will experience an extraordinary showcase as twelve to fifteen contestants unveil their stunning Headdress creations, judged from the shoulders up, all competing for the coveted $5,000 grand prize. The evening will also feature performances by some of Key West’s most celebrated local talent, making this a true highlight of Fantasy Fest. Guests can enjoy full bar service, specialty wines, and the convenience of preordered food delivered directly to their tables.

This fresh, fabulous new drag show is hosted by winner of Best in Drag at the 2026 Bubba Awards in Key West, Beatrix Dixie. HUSH MONEY dives headfirst into a deliciously naughty world of fame, fortune and temptation. 

Expect brand-new material, iconic drag classics, killer looks, comedy, glamour, and unforgettable performances from some of the best drag talent Key West has to offer. One minute you’ll be laughing, the next you’ll be gagging—and you may leave knowing a few things you probably weren’t supposed to hear.

This fresh, fabulous new drag show is hosted by winner of Best in Drag at the 2026 Bubba Awards in Key West, Beatrix Dixie. HUSH MONEY dives headfirst into a deliciously naughty world of fame, fortune and temptation. 

Expect brand-new material, iconic drag classics, killer looks, comedy, glamour, and unforgettable performances from some of the best drag talent Key West has to offer. One minute you’ll be laughing, the next you’ll be gagging—and you may leave knowing a few things you probably weren’t supposed to hear.

This fresh, fabulous new drag show is hosted by winner of Best in Drag at the 2026 Bubba Awards in Key West, Beatrix Dixie. HUSH MONEY dives headfirst into a deliciously naughty world of fame, fortune and temptation. 

Expect brand-new material, iconic drag classics, killer looks, comedy, glamour, and unforgettable performances from some of the best drag talent Key West has to offer. One minute you’ll be laughing, the next you’ll be gagging—and you may leave knowing a few things you probably weren’t supposed to hear.

This fresh, fabulous new drag show is hosted by winner of Best in Drag at the 2026 Bubba Awards in Key West, Beatrix Dixie. HUSH MONEY dives headfirst into a deliciously naughty world of fame, fortune and temptation. 

Expect brand-new material, iconic drag classics, killer looks, comedy, glamour, and unforgettable performances from some of the best drag talent Key West has to offer. One minute you’ll be laughing, the next you’ll be gagging—and you may leave knowing a few things you probably weren’t supposed to hear.

South Florida Symphony’s popular chamber music series comes to Key West, bringing cool sounds to a sultry summer afternoon with an intimate, candlelit concert. Farrenc’s and Pejačević’s piano trios sparkle with undeniable charm -- as piano, violin, and cello mingle in a playful exchange of musical ingenuity. (Huifang Chen, violin; Claudio Jaffe, cello; and Catherine Lan, piano)

Enjoy a special post-concert meet-and-greet reception with the musicians, featuring a refreshing champagne spritzer and sweet treats — all part of the experience.

Summer Fringe presents a reading of short Key West plays by Chris Moore. We featured Chris’s first play, END OF THE ROAD, during Summer Fringe 2024 and produced a fully staged production of his PERSONAL EFFECTS earlier this season. Now we’re presenting a reading of his latest stories that take a fresh and quirky look at our island home.

Summer Fringe presents a reading of The Ladies in the Orange Grove by David Schmitt. Sibling rivalry is taken to the extreme in this family saga of wealth and betrayal. Written by David Schmitt who moved to Marathon at age five. He graduated San Pablo school, Marathon High, and the University of Miami, then studied in New York. He has written and workshopped 24 full length plays and 800 one acts . 

Step into the magic of Dancapalooza: Be Our Guest, Island Groove Dance Studio’s 2026 annual showcase. Inspired by timeless wonder, storytelling, and the joy of performance, this year’s production will transport audiences into a world of imagination through music, movement, and unforgettable stage moments. With performances by youth and adult dancers from across the Middle and Lower Keys, the showcase will feature a dynamic mix of Hip Hop, Ballet, Tap, Jazz, Lyrical, Acro Dance, and more. Be Our Guest is a celebration of creativity, confidence, and community, and a chance for local dancers to share their passion and hard work on stage in a truly special way.

This year’s performance is a special tribute to the life of Mrs. Annie. More than just Mrs. Lynly’s mother, she was a "dance mom" to every student who walked through our doors. This Mother’s Day, we honor her legacy through movement, featuring dancers as young as two years old. Join us for a beautiful showcase of talent across ballet, tap, jazz, hip hop, and lyrical dance.

One Night of Queen is a spectacular live concert that perfectly recreates the look, sound, pomp and showmanship of the greatest rock band of all time: Queen.
Gary Mullen & The Works bring the spirit and passion of rock icon Freddie Mercury to life on stage. As Brian May, original member of Queen, states, "(Gary Mullen has) more than a likeness." Hailed as the world's premiere Queen tribute band, they have received rave reviews from audiences worldwide. Fans of Queen will revel in this note-for-note experience of mega-hits like "Bohemian Rhapsody," "We Are the Champions," "Killer Queen" and many more. They will rock you and are guaranteed to blow your mind—the show does go on!

In the words of a classic Howard Livingston song, “There’s still a lot of magic in Key West.” That magic will be on full display Saturday, April 11, when Howard and his Mile Marker 24 Band take audiences on a lively musical journey around the island city and the entire Florida Keys. The two-hour concert will showcase the band’s trop-rock melodies that capture the essence of saltwater days and rum-kissed nights — paired with visuals and stories to immerse listeners in a multi-sensory Keys experience.

Very special guests, surprises and Howard’s 1952 Johnson outboard motor “margarita machine” will add to the fun. The evening benefits the nonprofit Care Camps Foundation, funding special summer camps where kids diagnosed with cancer can find hope and happy times.

The Puppy Pals Comedic Stunt Dog Show is a hilarious presentation for the whole family and the dog lover in all of us, the spectacle stars mostly rescued dogs. From shelters to showbiz, these pooches perform spectacular stunts and breathtaking feats. This is not only a show but a family fun experience. In every performance, we invite the audience to take part in the show and maybe even step up on the stage.

FREE for kids!

Influenced by soul, jazz, and folk, Belle brings a unique blend of musical flavors to her performances. Her vibrant energy lights up Key West's musical landscape as she entertains crowds. Don't miss the opportunity to experience Belle's captivating performance, filled with soulful melodies and heartfelt lyrics.

Little-known short plays by Tennessee Williams that boldly explore sexuality, identity, and longing. Presented in partnership with the Tennessee Williams Festival at Williams Hall. Directed by Dominic Paolillo. Cast: Kitty Clements, Cassidy Timms, Aramis Ikatu, Phillip Cole, Todd Glenn, Jim Speake, Trey Forsyth, Diane May, Chris Massicotte, Kathy Russ, Mariah Woessner, Davis Stack, Barbara Mundy.

Houston Ballet II (HBII) is the second company of Houston Ballet, America’s fifth largest ballet company. Comprised of a stellar array of ballet students from around the world, HBII members perform a diverse range of dance works such as excerpts from the great classics including The Sleeping Beauty, Swan Lake, and The Nutcracker to contemporary works by Houston Ballet Artistic Director, Stanton Welch AM.

Beth Henley’s beloved Pulitzer Prize winning script. Three eccentric sisters. A forgotten birthday, a failed career, an attempted murder. Funny. Messy. Filled with southern comfort. Featuring Martha Hooten-Hattingh, Sarah-Hunter Wald, Abigail Emerson, Samantha Laskey, Dan Dempsey, and Dominic Paolillo.

Tickets: $45-$65 (does not include fees)