
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.

Invasive species in the Florida Keys with Dr. Mader
Dr. Mader will discuss the changes in the Florida Keys’ fauna and flora over recent decades, highlighting the impact of invasive species. Notable invaders include the Green iguana, pythons, Lionfish, Cuban tree frogs, Haitian curly-tailed lizards, Myna Birds, and Monk parrots. Invasive plants like Australian Pine and Brazilian Pepper trees also pose significant threats. Each new species, regardless of size, harms the sensitive ecosystem of the Keys.

A Roaring Good Time Speakeasy!
CFK Academy at The College of the Florida Keys, is excited to invite you to A Roaring Good Time, Presented by the CFK Foundation. This year’s 2nd annual event will be hosted at the Tennessee Williams Theatre on Friday, April 18, 2025 6:00-8:30 p.m. We are planning a fun evening with food, cash bar, entertainment, auctions, and much more! Please join us to support our students.

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.

Buckets n' Boards in 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!

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.

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

The Peking Acrobats
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.

MOMIX: Alice
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.

South Florida Symphony Orchestra: Mozart’s Requiem
outh Florida Symphony Orchestra, led by Key West native Maestra Sebrina Alfonso, closes the 2025 Season with an all-Mozart evening. His enigmatic Requiem is one of the most iconic compositions ever. Characterized by its sorrowful yet transcendent melodies, powerful choral passages – performed by dazzling singers and the South Florida Symphony Chorus -- and orchestral depth, the haunting beauty and emotional intensity of his Requiem Mass has captivated listeners for centuries.

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.

An Evening of Dance
The CoffeeMill Young Dance Collective's (CYDC) annual benefit concert at the Tennessee Williams Theatre!

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.

Anne McKee Artists Fund Performance featuring Sam Carlson
Sam Carlson, the acclaimed singer-songwriter, takes the stage for a one-of-a-kind concert. In the first collaboration between Tennessee Williams Theatre and the Anne McKee Artists Fund, witness a performance that's sure to be unforgettable. Experience Carlson's soulful melodies and heartfelt lyrics in a setting that blends the magic of theater and the power of music.

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!

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.

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!

Coral Restoration: Improvise, Adapt, and Overcome
Dr. Spadaro will discuss applying new technology, novel methods and materials, and classic ecological theory to the holistic restoration of Florida’s Coral Reef. In collaboration with multiple nations and institutions, he is working with large native crab that have the potential to facilitate dramatic, large scale coral restoration.

South Florida Symphony Orchestra: Don Juan | Strauss & Berlioz
Celebrate love in all its dramatic, poetic, erotic, scandalous and insatiable forms! Experience the thrilling return of R. Strauss’s swashbuckling escapade Don Juan alongside the South Florida Symphony Orchestra premiere of his touching Four Last Songs. Also featuring the world’s most famous waltz, J. Strauss II’s iconic Blue Danube, and Berlioz’s tumultuous King Lear Overture.

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.

Eric McCormack & Laura Bell Bundy
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.

Puppy Pals, Live! in 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!

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.

Menopause The Musical 2: Cruising Through ‘The Change’®
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!

South Florida Symphony Orchestra: Leonard Bernstein's Candide
South Florida Symphony Orchestra opens the 2025 Key West Season with Leonard Bernstein’s satirical Candide. This semi-staged concert version features the orchestra, a dynamic cast of actor-vocalists, minimal sets and costumes, and a chorus performing together on stage.
Follow Candide on a riotous journey as he searches for "the best of all possible worlds," teeming with humor, unexpected twists, and profound philosophical reflections.

Galapagos Fishes, From the Shore to the Abyss & From Darwin to DNA
Dr. Jack Stein Grove will be drawing from 50 years of research and adventures in the Galapagos Islands, Dr. Grove will discuss the natural history and incredible wildlife of the enchanting archipelago.

Tango in the Dark
“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.

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.

Nutcracker Key West
A sumptuous, artful theatrical experience wrapped as a perfect holiday gift for the Southernmost City – Key West's very own NUTCRACKER!

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.