ALLEGRO! Series featuring the South Florida Symphony String Quartet
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.
A Jazz Christmas with John Simon & Friends
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.
Christine Mild: A Little Bit Country, A Little Bit Rock n' Roll
Christine Mild returns with a new knockoutshow featuring the women who sing Country AND Rock n Roll.
Paradise Big Band: Holiday I
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.
A Blonde, Brunette, & Some Duets
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.
Vail Johnson: BASSically Incorrect
BASSically Incorrect is Vails' one- man show encompassing 4 decades of 'round the world touring and recording with artists from Herbie Hancock to Kenny G, Stevie Nicks to Whitney Houston and so on......Stories about them and music done in Vail's unique style make for a fun and entertaining event.
The Four Phantoms in Concert
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.
A Quartet Plays
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!
Bobby in the Lobby
Bobby Nesbitt returns to the TWT Cabaret in his acclaimed series Bobby in the Lobby with a celebration of Irving Berlin, the godfather of the Great American Songbook. This is the 20th anniversary of Bobby’s show, and a return to the show that started it all. With over 2000 published songs to his credit, no one had more hits than Irving Berlin. From Cheek to Cheek to White Christmas, from Puttin’ On the Ritz to the score of Annie Get Your Gun, this will be another song packed evening in the Cabaret.
Neil Berg's 50 Years of Rock n' Roll, Part 5
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!
Martina Bevis in Concert
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.
Joy in the Cabaret
Joy Hawkins debuts in the Tennessee Williams Cabaret Theatre with stories and songs from her life. Joy is a multifaceted talent who has made significant contributions to both stage and screen. Her career spans over four decades, showcasing her versatility as an actress, director, and entertainer.
Free Fallin': The Tom Petty Concert Experience
Get ready for an epic live show with Free Fallin, The Tom Petty Concert Experience!
Paradise Big Band: Holiday II
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
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!
The Rat Pack: One More Time!
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.
Stomp
Matchboxes, brooms, garbage cans, Zippo lighters, and more fill the stage with energizing beats at STOMP: the inventive and invigorating stage show that’s dance, music, and theatrical performance blended together in one electrifying rhythm.
Fire and Ice Fantasy Prom
Fire and Ice Fantasy Prom featuring a special live performance featuring Antigone Rising and local DJ Rude Girl hosted by the American Legion. Dress to impress at our inaugural Fire and Ice Ball! This queer prom promises to be nostalgic and unforgettable. Dance the night away to the electrifying beats of DJ Rude Girl and the powerful live performances of our special guests, Antigone Rising!
Jimmy Buffett Tribute Concert & Cheeseburger Beach Battle
Just A Few Friends Key West Favorite Son Celebration, and Southernmost Beach Resort presents national touring tribute band, “Buffett’s Margaritaville - Legendary Tribute to Jimmy Buffett” will perform LIVE on the beach while you try some of the best cheeseburgers Key West has to offer. Vote for your favorite to crown the best burger in Key West.
Super Secret Weapon
Super Secret Weapon! is an all original ‘Art Rock’ band from Key West that features the musical compositions of award winning artist Tim Marshall Curtis. Lead vocals by TRINITY, a second generation Conch, is well known for receiving either tears or standing ovations whenever she takes the stage. Rounding out the cast is multi-media artist, Francis McGrath, on bass; and thespian Ross Pipkin on percussion.