• The Angel Next Door

    Waterfront Playhouse 407 Wall Street, Key West, FL, United States

    This wonderfully funny script captures the sheer joy, sophistication, and wit of 1940’s screwball comedies. This will be a Florida Premiere and only the fourth production of this recently published new farce.  Brace yourself for what a critic called “a perfect storm of comedic chaos, irresistible charm, and rapid-fire banter”- Paul Slade Smith’s “The Angel […]

  • A Blonde, Brunette, & Some Duets

    Tennessee Williams Theatre 5901 College Road, Key West, FL, United States

    FEBRUARY 8, 2025 Eric McCormack and Laura Bell Bundy! 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.

    The Four Phantoms in Concert

    Tennessee Williams Theatre 5901 College Road, Key West, FL, United States

    FEBRUARY 12, 2025 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. The Four Phantoms features an extraordinary quar­tet of performers, including Brent Barrett, John Cudia, Franc D’Ambrosio, and Ciarán Sheehan, under the musical direction of Ryan […]

    La Cage Aux Folles

    Waterfront Playhouse 407 Wall Street, Key West, FL, United States

    We are proud to present a classic of American Musical Theatre. The original production of this show ran for more than four years and over 1700 performances. It won six Tony Awards including Best Musical, Best Score, and Best Book. But more than that, it’s an important story about family, tolerance, love, and understanding- The Waterfront […]

  • The Peking Acrobats

    Tennessee Williams Theatre 5901 College Road, Key West, FL, United States

    March 23rd, 2025 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. They push the limits of human ability, defying gravity with amazing displays of contortion, flexibility, and […]

    Free Fallin, The Tom Petty Concert Experience!

    Tennessee Williams Theatre 5901 College Road, Key West, FL, United States

    March 29th, 2025 Get ready for an epic live show with Free Fallin, The Tom Petty Concert Experience! Enjoy this vibrant musical journey remembering the one and only, Tom Petty!  Watch as these highly skilled musicians perform his iconic hits. Perfect for those who’ve grown up to classics like ‘American Girl’, ‘Free Fallin’ and ‘Mary […]

  • Wait Until Dark

    Waterfront Playhouse 407 Wall Street, Key West, FL, United States

    Wait Until Dark The final show of the season is, according to the New York Post, “A first rate shocker… The suspense drama we’ve long awaited eagerly… A classic”. Written in 1966 by Frederick Knott and then adapted by Jeffrey Hatcher in 2013, this is the story of a blind woman in Greenwich Village in […]

    The Rat Pack: One More Time!

    Tennessee Williams Theatre 5901 College Road, Key West, FL, United States

    April 5th, 2025 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. Relive those amazing nights with our international star performers. This show is the real deal. You’ll […]

  • STOMP!

    Tennessee Williams Theatre 5901 College Road, Key West, FL, United States

    May 23rd - 24th, 2025 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.

  • The Rocky Horror Show

    Waterfront Playhouse 407 Wall Street, Key West, FL, United States

    Oct 15, 2025 - Oct 24, 2025 Celebrate the 50th Anniversary of “The Rocky Horror Picture Show” and the 5th Anniversary of this Fantasy Fest favorite at the Waterfront Playhouse! Richard O’Brien’s outrageous cult classic returns for an encore run filled with thrills, chills, and wild audience participation. Costumes encouraged!

  • Some Enchanted Evening

    Dec 4, 2025 - Dec 20, 2025 A stunning revue of Rodgers & Hammerstein’s most treasured songs, this elegant theatrical presentation brings five performers into a world of timeless music — from backstage intimacy to full-stage splendor. A heartfelt tribute to the golden age of Broadway.