Summer with the Symphony Chamber Music Featuring Piano Trios by Farrenc & Pejačević
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.
Clouds Over the Sunshine Inn
Summer Fringe presents Ben Harrison’s musical rom-com, CLOUDS OVER THE SUNSHINE INN. Will corporate greed get its just desserts when it stands in the way of true love? How sweet it is!
43rd Anniversary of the Headdress Ball 2026
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.
When Worlds Collide, a reading
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.
The Ladies in the Orange Grove, a reading
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 .
Dancapalooza: Be Our Guest
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.
CoffeeMill Dance Studio: DanceWorks 23!
The CoffeeMill Dance Studio Celebrates 43 years of dance in Key West and proudly presents their annual Spring Dance Concert at the Tennessee Williams Theatre featuring a dance adaptation of Aladdin & The Legend Of The Lamp PLUS a fusion of many different dance styles including Ballet, Modern, Contemporary, Jazz, HipHop, Tap, Aerial Arts, Bellydance & Special Guest Artists!
Threads of Love: A Mother’s Legacy through Dance
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.
Key West Playwrights Festival
Join us for an engaging evening of original short plays at Williams Hall, showcasing fresh voices and new works from a diverse group of playwrights. This intimate festival highlights the power of live performance, where compelling storytelling and imaginative perspectives take center stage. Each piece offers a unique glimpse into the creativity of today’s writers, brought to life in a setting that invites audiences to connect closely with the work.
One Night of Queen
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!
Long Live Lambada!
Dust off your dancing shoes and get ready for a theatrical heatwave because the “Forbidden Dance” is making a scorching comeback! From April 28 to April 30, 2026, the Tennessee Williams Theatre transforms into a pulse-pounding portal to Brazil as the Key West International Dance Company presents the high-octane spectacle, Long Live Lambada! This isn’t your typical night at the ballet; it’s a "crazy, sexy," and wildly immersive celebration with world-class choreography.
The Shark is Broken
Written by Ian Shaw and Joseph Nixon
The Hit of the Edinburgh Fringe 2019
Three actors. One small boat. Alcohol flows. Egos clash. A cinematic shoot that will make history -- assuming someone can figure out how to fix that blasted shark. This 'bitingly funny' play is the true story of behind the scenes of the movie JAWS. Starring: Trey Forsyth, Mathias Maloff, and Ray West.
Tickets: $45-$65 (does not include fees)
"Endless Summer" Fundraiser with Howard Livingston & friends
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.
Mike Wiley
MIKE WILEY, back by popular demand!! Two DIFFERENT shows, one incredible performer. Reception with food and cash bar starts at 6pm before each show.
Suggested Donation at the Door!
Puppy Pals, Live!
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!
Anne McKee Artists Fund Performance featuring Belle Jampol
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.
And Tell Sad Stories of the Death of Queens
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
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.
Jazz at Lincoln Center presents Great American Crooners
Soak in the sounds of the velvety melodies and smoky rhythms of quintessential crooners such as Frank Sinatra, Tony Bennett, and Bobby Darin when the golden age of jazz returns with Great American Crooners!
Crimes of the Heart
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)
Carr-Petrova Duo
Described as "ravishing" (Strad), "enlightened" (BBC), "explosive" (Virginia Gazette), and "irresistibly elegant" (Diario de Leon), violist Molly Carr and pianist Anna Petrova are rapidly compiling a remarkable list of accolades in recognition of their fiery musical expression, refined artistry, and relentless entrepreneurial dedication to social initiatives.
South Florida Symphony Orchestra: Dvořák’s Eighth & Sibelius’ Violin Concerto
Sibelius’s soul-searching Violin Concerto, featuring the expressive brilliance of guest artist Siwoo Kim, and Dvořák’s Bohemian-folk inspired Symphony No. 8 highlights music’s ability to connect to worlds unknown. One looks inward, tracing shadows and emotion; the other bursts outward in celebration of nature, life, and song. Opening the South Florida Symphony Orchestra program – led by Key West native Maestra Sebrina Alfonso -- is Schubert’s Overture in D major, a playful wink to Rossini’s Viennese operas.
Tennessee Rising: The Dawn of Tennessee Williams
Brought to you in partnership with the Key West Art & Historical Society and presented as part of the Tennessee Williams Key West Festival.
Prepare for an intimate theatrical experience with Jacob Storms’ internationally acclaimed solo play, TENNESSEE RISING: The Dawn of Tennessee Williams (originally directed for the stage by Alan Cumming).
This powerful biographical work sheds much-needed light on the unexplored, formative years of Thomas Lanier Williams on his journey to becoming the iconic playwright Tennessee Williams. Written and performed by United Solo Award winner Jacob Storms, TENNESSEE RISING offers a poignant look at the influences and events that shaped America’s greatest dramatist — and created his most iconic character: himself.
The Doo Wop Project
Featuring stars from the Broadway shows Jersey Boys, Motown, Beautiful and Hairspray, Doo Wop Project is inspired by inner city African American vocal groups like The Flamingos, The Five Satins, The Miracles and later The Four Seasons, along with all the original groups that created the sound of Doo Wop.
Bobby in the Lobby
No songwriter ever composed more hits for the Broadway musical than Richard Rodgers. Starting in the mid 1920s his collaboration with the brilliant Lorenz Hart and continuing with his record-breaking partnership with Oscar Hammerstein, Richard Rodgers was the defining voice of 20th Century Broadway. Join Bobby Nesbitt along with Susan Powell and Richard White as they celebrate this timeless music. Act One comprises the songs of Rodgers and Hart including “Manhattan”, “Bewitched”, “Where or When”, “My Funny Valentine” and many more.
Conch Fest: Red Eye Gravy Brunch
Step into Old Key West with a special brunch by Chef Martha Hubbard celebrating iconic conch comfort food and classic Southern flavors with a thoughtfully prepared three-course menu.
*Please Note: Due to unforeseen circumstances, Wilhelmina Lopez-Martin will no longer be able to perform at the brunch.
Illusionist Rick Thomas
Step into the Extraordinary as Rick Thomas takes you on a journey never to be forgotten…a journey within his Mansion of Dreams! Prepare to be captivated by the mesmerizing world of one of the greatest illusionists on the planet. People of all ages will experience amazing and magical things as they witness the beauty and mysteries behind the Mansion’s magnificent walls. Contained within the production are the most intriguing, innovative and mind-blowing grand illusions in the world.
George Li
Pianist George Li, is Impromptu’s 2026 “Rising Star”. Praised by the Washington Post for combining “staggering technical prowess, a sense of command and depth of expression,” he possesses an effortless grace, poised authority, and brilliant virtuosity far beyond his years.
BLACK HISTORY MONTH!
Presentations by:
Key West Cultural Center & Veterans Museum
Frederick Douglas Black Educators Museum
Junkanoos & Bahama Village Music Program
Dinner by: Havana Island Cafe
Music by: SOUL CITY DysFUNKshunals (7:00-10:00 pm)
FREE!
Neil Berg's 50 Years of Rock n' Roll, Part 6
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!
South Florida Symphony Orchestra: Rimsky-Korsakov’s Capriccio espagnol, with Mozart, Simon & Joachim
The familiar meets the new in this South Florida Symphony Orchestra standout program, featuring the anticipated Florida premiere of GRAMMY nominee Nathalie Joachim’s Had to Be, an intimate exploration of memory and identity, performed by rising cellist Seth Parker Woods. Also making its SFSO premiere is Carlos Simon’s Four Black American Dances, a vibrant work filled with cultural reverence. Completing the program led by Key West native, Maestra Sebrina Alfonso, Mozart’s “Haffner” symphony bursts with celebratory energy and elegant precision, while the crowd-pleasing Capriccio espagnol by Rimsky-Korsakov sparkles with irresistible Spanish rhythms.
Letters from Max
This poignant and deeply intimate play premiered off-broadway in 2023 at Signature Theater in NYC. Witty and deeply human. It explores the emerging friendship of a professor and her student Max. Their love of words bind them in a wide and voracious conversation that eventually tests poetry's capacity to put to words the ineffable. Based on a true story. An Outer Critics Circle Nominee. Featuring Wende Shoer and Thomas Masat.
Tickets: $45-$65 (does not include fees)
Horszowski Trio
Giving performances that are “lithe, persuasive” (The New York Times), “eloquent and enthralling” (The Boston Globe), and described as “the most compelling American group to come on the scene” (The New Yorker), the Horszowski Trio has quickly become a vital force in the international chamber music world since their formation in 2011.