• 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! […]

  • 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 […]

  • The Music of ABBA

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

    A fun colorful family show, all the way from Sweden! With hits like Mamma Mia, Waterloo, Fernando and Dancing Queen, ABBA, Sweden’s biggest music export group ever, made their way […]

    The Starters – By Laura Winters

    The Studios of Key West 533 Eaton St, Key West, FL, United States

    The Starters By Laura Winters Directed by Ashley Brooke Monroe Fri Jan 30 & Sat Jan 31, 8pm At 35 years old, Matt Shears is one of the oldest right […]

  • The Patrons – By Nick Gandiello

    The Studios of Key West 533 Eaton St, Key West, FL, United States

    The Patrons By Nick Gandiello Directed by Aaron Rossini Fri Feb 13 & Sat Feb 14, 8pm In 1963, Head Librarian Mrs. Quarter is training Rhonda to serve the community […]

  • Once

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

    Mar 4, 2026 - Mar 21, 2026 Winner of eight Tony Awards, including Best Musical, Once tells the story of a disillusioned Dublin street musician whose music — and life […]

    Mom’s Best Friend – By Dan McCabe

    The Studios of Key West 533 Eaton St, Key West, FL, United States

    Mom’s Best Friend      By Dan McCabe Directed by Kate Whoriskey Fri Mar 20 & Sat Mar 21, 8pm June and her adult daughter, Christine, talk on the phone […]

  • My Maria – By Andrew Russell

    The Studios of Key West 533 Eaton St, Key West, FL, United States

    My Maria By Andrew Russell  Directed by Morgan Green Fri Apr 3 & Sat Apr 4, 8pm A bold and highly theatrical play set in a fictional southern Midwest town, […]