Spotlight Cabaret logo featuring a stylized portrait of curator Randy Roberts, with golden rays radiating behind him and glowing text that reads “Spotlight Cabaret curated by Randy Roberts” on a black background.

Where Broadway’s brilliance meets Key West charm.

Get ready for a brand-new entertainment experience! Spotlight Cabaret, personally curated by Key West’s own showbiz icon Randy Roberts, brings together four dazzling evenings of live music and storytelling. Known for his flair, wit, and impeccable taste, Randy has assembled an extraordinary lineup featuring some of the brightest stars from Broadway and beyond.

THE 2026 LINEUP

Portrait of cabaret performer Christine Andreas smiling brightly and holding a bouquet of red roses close to her face against a black background.

Christine Andreas (and Martin Silvestri)

Tue Jan 13, 8pm

Tony Award nominee Christine Andreas and Grammy-nominated composer Martin Silvestri bring elegance and emotion to each song. Andreas’ luminous voice pairs with Silvestri’s artistry in an unforgettable evening of cabaret, romance, and musical mastery.

Side-by-side portrait of Billy Stritch in a navy suit and Gabrielle Stravelli wearing a statement necklace and smiling warmly against a dark plum background.

Billy Stritch and Gabrielle Stravelli

Mon Feb 16, 8pm

A world-class duo joins forces for “Mel and Ella Swing!”—a joyous tribute to Mel Tormé and Ella Fitzgerald. Pianist-singer Billy Stritch and jazz vocalist Gabrielle Stravelli light up the stage with effortless charm, impeccable phrasing, and dazzling chemistry in an evening that celebrates swing’s golden age.

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.

Max von Essen

Mon Mar 2, 8pm

A Tony, Drama Desk, and Grammy nominee, Broadway leading man Max von Essen recently completed a celebrated two-year run as Billy Flynn in Broadway’s record-breaking production of Chicago. He’s best known for his acclaimed role as Henri Baurel in An American in Paris, hailed by The New York Times as “a hard-earned, breakthrough performance of great sensitivity and charm.”

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.

Randy Roberts and Donna McKechnie

Mon Mar 30, 8pm

Two showstoppers share one unforgettable stage. Broadway legend Donna McKechnie, Tony® Award winner for A Chorus Line, joins master entertainer Randy Roberts for an evening of song, dance, and sparkle. Together they celebrate the music, stories, and legacy of Broadway’s golden era for a night of pure theatrical joy.

Curated by Randy Roberts
Series made possible with support from Kendall Collier and Dee Ann Hansel, Ray and Jim Luther-Pfeil, and the Debbie Davidoff and Earle Mauldin Charitable Foundation

plus Frances McKenzie, Harrell Odom and Barry Cook, and Blake Hunter and Murphy Davis, Neal Ruchman and Melissa Jean McDaniel