
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.

Mamma Mia!
ABBA's hits tell the hilarious story of a young woman's search for her birth father. This sunny and funny tale unfolds on a Greek island paradise.

Key West Characters: More True Stories
We are partnering with Williams Hall to bring you 'More True Stories' of Key West. We'll bring back our favorites and introduce you to new (true) Key West Characters.

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.

Tennessee’s Men, a reading in two acts
This reading of two short plays written by Tennessee Williams is presented in partnership with the Fringe Theater, Key West Arts & Historical Society and Williams Hall as part of the annual month-long Tennessee William Festival. Directed by Wende Shoer with readers Wayne Dapser, Jim Argoudelis, Merle Dimbath, Jim Speake, Wayne LaRue Smith, Nancy 3 Hoffman, Alana Thurston, Samantha Laskey, and Thomas Masat.

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.

Growing Up Conch Presented by La Cucaracha Chronicles
Hosted by local legends Tony 'Fat' Yaniz and Richie Gomez This special evening brings together a lineup of Key West locals sharing what it was like to grow up in the Conch Republic. Each storyteller represents a different decade, offering a firsthand look at how the island has changed—and what has stayed the same. Produced by Tony 'Fat”Yaniz, Rebecca Balcer and Richie Gomez.

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.

Parallel Lives
Parallel Lives is a sharp, comedic play by Kathy Najimy and Mo Gaffney that explores the lives of two women through a series of connected sketches. With a mix of witty dialogue and physical comedy, it takes on everything from relationships to gender norms.

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

No Closet Space: The History of Gay Key West
Step into the magic of Gay Key West with No Closet Space: The History of Gay Key West. This documentary captures how the gay community transformed the island into a vibrant, joyful sanctuary. Experience the unforgettable stories, humor, and nostalgia that shaped this era. Join us for this Work-in-Progress screening at Williams Hall.

Coffee House Concert Series
Coffee ☕️, Desserts 🍪 and Music🎵 featuring Irish Kevin and a special guest from Ireland.

Ian Maksin: "Beyond Neoclassical"
Immerse yourself in the deep, soothing and healing vibrations of the cello with world acclaimed cellist, composer, and multilingual vocalist Ian Maksin! In this concert, he will perform original instrumental music written throughout the years and recorded on several releases: Zaria, Sempre, Alchemist, Amor Renatus, as well as several songs from his collection in 37 languages.

Key West Film Festival: A Wine, Cheese, and Cinema Experience
Join Chef Martha and Daniel for a unique wine and food tasting experience to set the stage for this evening’s film. Enjoy a curated selection of aged cheeses from France and the U.S., expertly paired with wines that naturally complement their flavors.
This year's featured film, Shelf Life, takes viewers on a global journey to explore an unusual question: What can aging cheese teach us about the human experience of growing old?

72 Hour Film Challenge!
The 72 Hour Film Challenge is back! Come support our brave local filmmakers who had just 72 hours - that's right, only three days and nights - to turn their wild ideas into cinematic “masterpieces".

Fall Showcase
Join us for the KWHS Drama Club's Fall Showcase Fundraiser: Through the Decades! We’re thrilled to present two evenings filled with unforgettable performances of singing, dancing, skits, poetry, live music, and more. Experience a journey through time as our talented performers take you through the iconic styles and sounds of each decade.