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

Darcy Cooke: “Jazz, Cabaret, & Cocktails”
Darcy Cooke presents an intimate evening of 2 parts jazz favorites from the Great American Songbook along with 1 part well-loved cabaret tunes. Called a “swinging jazz singer…displaying versatility and a beautiful voice” by jazz journalist, Scott Yanow, Darcy’s “warm and inviting voice” exudes a depth of emotion that draws in and thrills her audiences.

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 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!

Key West Historic Days: WOMEN GET THINGS DONE
Camille Toler & Friends will perform on the front porch. Appetizers from our Key West Woman's Club newly revised cookbook will be prepared for you by Key West Cooking School.

Life, Love, and Key West
Celebrating the art form of "JAZZ" (the musical mirror), through song, dance and film. We go on a musical journey into what's happening now. The good the bad and the funny.

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.

Love, The Journey, Acceptance
Join Keys Choral Arts, the Keys premier community chorus, for their spring concert presentation. The chorus presents "Love, The Journey, Acceptance", a beautifully constructed concert under the direction of Timothy Peterson, accompanied by Lou Ann Steely.

Life, Love, and Key West
Celebrating the art form of "JAZZ" (the musical mirror), through song, dance and film. We go on a musical journey into what's happening now. The good the bad and the funny.

Life, Love, and Key West
Celebrating the art form of "JAZZ" (the musical mirror), through song, dance and film. We go on a musical journey into what's happening now. The good the bad and the funny.

Electric Blue Yonder + B.B. Palmer – Live at the Little House
We’re headed back to one of our favorite spots—the world-famous Standard Deluxe—for a special night inside the Little House! The evening kicks off with a set by the one and only B.B. Palmer, with Electric Blue Yonder as his backing band, followed by a full headline set from us to keep the party rolling. To make the night even sweeter... It’s B.B.’s Birthday! Let’s celebrate the man with music, love, and a whole lotta good energy.

Anders Osborne
Be our guest on the evening of April 23 at 7:30 pm as we welcome back renowned singer, songwriter and virtuoso guitarist Anders Osborne to the storied Monkey Hut at Little Palm Island. This intimate and exclusive performance is only available to a limited number of guests.

Life, Love, and Key West
Celebrating the art form of "JAZZ" (the musical mirror), through song, dance and film. We go on a musical journey into what's happening now. The good the bad and the funny.

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.

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.

Memories of Coffee
From Johnny Neebo’s Starlight Club, to the Bamboo Room, to the Hukilua, Coffee Butler entertained Key West since 1952. This special performance Memories of Coffee will include the amazing vocals of the King of Key West Soul - Robert Albury, Clayton Lopez and Mina Lopez-Martin, a young new voice of Claire Caplan. They will revive the classic soul sound of the Temptations, Smokey Robinson, and Aretha Franklin along with originals by Coffee Butler. Music Director Larry Baeder will lead the talented Soul of Key West Band.

Catherine Lan and Tao Lin (Duo Beaux Arts)
International competition winning ensemble Duo Beaux Arts was formed in 2008 by world renowned husband and wife concert pianists and recording artists Catherine Lan and Tao Lin. Known for their adrenalized performances, this dynamic Duo has performed across Europe, the US, and China, to critical and audience acclaim.

Les Greene & the Swayzees Concert & Pool Party
Get ready for an afternoon of sun-soaked fun and soulful music for a great cause! Join us for the Les Greene & the Swayzees Concert & Pool Party, a benefit event supporting the victims of the California wildfires.

Life, Love, and Key West
Celebrating the art form of "JAZZ" (the musical mirror), through song, dance and film. We go on a musical journey into what's happening now. The good the bad and the funny.

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.

Poulenc Trio
A pioneering oboe, bassoon, and piano ensemble, The Poulenc Trio has garnered international recognition over its 20-year history. With performances in 47 U.S. states and at prestigious music festivals around the world, including the Ravello Festival in Italy, the San Miguel de Allende Festival in Mexico, and the White Nights Festival in Russia, they have firmly established themselves as one of the most active and sought-after touring piano-wind ensembles in the country.

An Ode to Dennis Pharmacy Brunch featuring Carmen Rodriguez and James King
Take a trip down memory lane with a special brunch honoring the beloved Dennis Pharmacy. Enjoy a menu inspired by its iconic comfort food, accompanied by the soulful sounds of conch singer Carmen Rodriguez and pianist James King.

Life, Love, and Key West
Celebrating the art form of "JAZZ" (the musical mirror), through song, dance and film. We go on a musical journey into what's happening now. The good the bad and the funny.

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.

Life, Love, and Key West
Celebrating the art form of "JAZZ" (the musical mirror), through song, dance and film. We go on a musical journey into what's happening now. The good the bad and the funny.

An Evening of Sea Songs with Vira Slywotzky
Join contralto Vira Slywotzky and pianist David Sytkowski for An Evening of Sea Songs. From Puccini to Sondheim, this concert/cabaret is a musical celebration of life above, below and beside the waves.

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.

Avery Gagliano
Avery Gagliano, pianist, is Impromptu’s 2025 “Rising Star”. Having made her debut at Carnegie Hall at the age of just 20, 22-year-old, Gagliano is an artist with ‘distinctive young talent’. Avery came to international acclaim as the First Prize and Best Concerto Prize winner at the 2020 National Chopin Piano Competition, and as the only American semifinalist at the 18th International Chopin Competition in 2021.

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!

Life, Love, and Key West
Celebrating the art form of "JAZZ" (the musical mirror), through song, dance and film. We go on a musical journey into what's happening now. The good the bad and the funny.

MicroPARTY Live Show
Join Electric Blue Yonder in partnership with Bravo Children’s Theatre and Southernmost Youth Orchestra for an interactive live experience that celebrates creativity and a love of learning. This unique performance invites young explorers and their families to embark on a whimsical journey through a universe of unlimited imagination.

MicroPARTY Live Show
Join Electric Blue Yonder in partnership with Bravo Children’s Theatre and Southernmost Youth Orchestra for an interactive live experience that celebrates creativity and a love of learning. This unique performance invites young explorers and their families to embark on a whimsical journey through a universe of unlimited imagination.

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.

MicroPARTY Live Show
Join Electric Blue Yonder in partnership with Bravo Children’s Theatre and Southernmost Youth Orchestra for an interactive live experience that celebrates creativity and a love of learning. This unique performance invites young explorers and their families to embark on a whimsical journey through a universe of unlimited imagination.

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.

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.

Dover Quartet
Named one of the greatest string quartets of the last 100 years by BBC Music Magazine, the two-time Grammy nominated Dover Quartet is one of the world’s most in-demand chamber ensembles. The quartet is the Ensemble in Residence at the Curtis Institute of Music and holds additional residencies at Northwestern University and the Walton Arts Center’s Artosphere festival.

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.

ROOTS ON THE ROCK REGGAE FESTIVAL & VENDOR VILLAGE MARKETPLACE
Vendor Village Marketplace to take place at the Duval Street Pocket Park, where Duval meets the Atlantic 2/8/25 from 12 noon – 6pm, featuring local artisans, crafts, candles, art, jewelry & more. FREE!
Saturday, 2/8 we’ll have 4 LIVE reggae bands on the beach, with a DJ to get the party started!
Party starts at 3pm. Bring your beach chair, your flip flops and your sunscreen and be ready to be Irie, Mon!

Libby Swings Mercer: A Celebration of Lyricist Johnny Mercer
Vocalist Libby York, who the New York Times calls "a jazz singer of cool composure and artful subtlety" presents an evening of timeless classic songs by the great Johnny Mercer. York's been praised as a storyteller "... spotlights her membership in a generation of jazz singers...including Sandy Stewart, Mary Stallings and Carol Sloane...who could wrap themselves around a lyric and, with a deep dive, tell a powerful story." NYC Jazz Record. Her latest album "DreamLand" (Origin Records) was among Downbeat Magazine's best of the Year. www.libbyyork.com

Backyard Music with Debra & Patrick
It’s our annual BACKYARD MUSIC FUNDRAISER. The most laid-back fun you can have raising funds for the Fringe. Included in your ticket price is food, drink, and an evening with Fringe Friends while groovin’ to the eclectic sounds of Key West favorites Debra and Patrick. Let Jim Hall and Billy Cartledge welcome you to their lovely backyard then get up and dance to music that will take you from soul to jazz to pop and more! Please consider low heel attire for this evening.

Simone Porter
Violinist Simone Porter has been recognized as an emerging artist of impassioned energy, interpretive integrity, and vibrant communication. In the past few years, she has debuted with the New York Philharmonic, the Philadelphia Orchestra, and the Los Angeles Philharmonic. Born in 1996, Simone made her professional solo debut at age 10 with the Seattle Symphony and her international debut with the Royal Philharmonic Orchestra in London at age 13.