Events

A woman in a confident pose against a colorful graffiti wall, wearing bold makeup and a black outfit, with bright pink lipstick and a direct gaze.

January 1, 1970 - January 1, 1970

Tantra & The Key Rhyme Collective in Concert

Back by popular demand: Tantra returns with conscious hip-hop, poetry, and powerful storytelling from her upcoming album Initiation.

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January 1, 1970 - January 1, 1970

2026 Artist Studio Tours

Discover the hidden studios and creative energy of a midtown neighborhood on this self-guided tour! Step inside studios tucked behind palms and quiet streets, meet the artists, and see where the work really happens. Along the way, you’ll find a diverse mix of painting, ceramics, mixed media, and more—plus a few surprises you might not expect.

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January 1, 1970 - January 1, 1970

Arts & Eats 2026

Arts & Eats brings together inspired performances, flavorful pairings, and the unmistakable magic of gathering with friends for truly unique and fun experiences. Whether it’s your first or a tradition you look forward to every year, this season promises evenings worth savoring.

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Portrait of performer Max von Essen wearing a black tuxedo and bow tie, standing on a softly lit city street with blurred lights in the background.

January 1, 1970 - January 1, 1970

Max von Essen

Tony-nominated Broadway star Max von Essen brings his golden tenor and timeless showmanship to the Spotlight Cabaret for a night of music and charm.

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Portrait of Darcy Cooke smiling warmly against a dark background. She wears a one-shoulder olive green top and large gold hoop earrings, her blonde hair softly framing her face.

January 1, 1970 - January 1, 1970

Darcy Cooke: Songs & Stories of the Silver Screen

Step into Hollywood’s golden age with singer Darcy Cooke as she revisits the music that made the movies shine.

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Watercolor artwork featuring vibrant, abstract brushstrokes in blues, greens, and pinks with figures suggested among the colors. Overlaid text reads “The Music Room – Celebrating 45 Years of Music Education!” promoting a youth classical concert.

January 1, 1970 - January 1, 1970

The Music Room Youth Classical Concert

Talented young musicians from The Music Room take center stage in this inspiring evening of classical performance. Directed by Robin Kaplan, the concert showcases the next generation of performers.

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A smiling man and woman pose together against a sleek dark background. The man wears a simple black shirt, and the woman wears a sparkling black sequined jacket over a satin top, with red hair and bright lipstick. The warm, elegant portrait conveys a sense of glamour and partnership.

January 1, 1970 - January 1, 1970

Randy Roberts and Donna McKechnie

Broadway legend Donna McKechnie, Tony® Award winner for A Chorus Line, joins master entertainer Randy Roberts for an evening of music, stories, and legacy of Broadway’s golden era for a night of pure theatrical joy.

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A man lounges on a wooden church pew placed in the middle of a rural road, playing a banjo. He gazes thoughtfully into the distance, blending a sense of history, music, and storytelling in a quiet, reflective setting surrounded by greenery.

January 1, 1970 - January 1, 1970

Performances by Mike Wiley

Acclaimed actor and playwright Mike Wiley returns to Key West with two new one-man performances honoring pivotal figures in Black history.

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Portrait of May Phang, pianist, with short black hair, wearing a black spaghetti strap top, looking directly at the camera with a neutral expression.

January 1, 1970 - January 1, 1970

Music Rendezvous with May Phang, PEAR

Pianist May Phang invites audiences on a luminous musical journey across cultures and centuries. Expect an intimate, thought-provoking evening of color, expression, and connection through music.

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Journalist Roxana Saberi poses for a professional headshot wearing a royal blue top and a delicate necklace, smiling softly against a light gradient background.

January 1, 1970 - January 1, 1970

Between Two Palms with Roxana Saberi

Roxana Saberi is an award-winning journalist, author, and former CBS News correspondent. Saberi, whose reporting spans global conflict zones and major human rights stories, will speak about the courage, clarity, and ethical responsibility.

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