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With the premieres of three one-act operas performed over a single evening, Single Occupancies proves that opera is just as powerful, funny, emotional and relevant as ever.

Johnny Carson and Jack Webb. Dick Van Dyke and Mary Tyler Moore. Monty Python, Carol Burnett, Lucille Ball, and more! Your favorite Key West creatives celebrate the giants of comedy by recreating their most famous sketches. Join us for a night of belly laughs… punctuated by a few awkward chuckles.

Carrie Newcomer is a singer-songwriter, poet and author at the intersection of folk, Americana and progressive spirituality. She’s described as a “prairie mystic” by the Boston Globe and one who asks “all the right questions” by Rolling Stone.

For thirty-plus years, Johnsmith has shared his music across America and abroad. With faded jeans, blue eyes, and an infectious smile, audiences get the sense of a man who simply loves life, his family and friends, and sharing songs and stories.

In Nilo Cruz’s Pulitzer Prize winning script, Juan Julian is hired to read to cigar factory workers as they hand roll cigars in Ybor City in the early 1900s. He introduces the cigar workers to Tolstoy’s Anna Karenina, sparking romance and its inherent madness. Anna celebrates the cultural history of Cuban immigrants, and an era of sultry tropical nights shrouded in cigar smoke.

The Summer Stage hit returns, in season, for a fourth round of dueling monologues! Can the same words have two meanings? Twice Told Tales provides a fresh twist on a theatrical staple. Each monologue is presented by one director, but two actors, giving two wildly different takes on the material.

One of our most popular annual events, the Studio Tours return to Old Town this season with a carefully curated collection of creative work spaces. Spend the afternoon peeking into the homes and studios of some of the island’s most fascinating artists.

Tom Rush’s shows are filled with the rib-aching laughter of terrific storytelling, the sweet melancholy of ballads and the passion of gritty blues. Although he’s known for his live performances, Rush’s albums are also legendary; The Circle Game, according to Rolling Stone, ushered in the singer/songwriter era.

Witness the evolution of a script by one of Key West’s singular talents. Writer/Director Mike Marrero, whose provocative comedy Alligator Alley premiered at The Studios last year, presents a public table reading of his latest script, and then a lightly produced show a week later.

Following an apocalyptic event in 2022, Tony-nominated Broadway star Bryce Pinkham finds himself stranded, coming to terms with his fate and the fate of humanity. Bryce passes the time attempting to perform the entirety of Singin in the Rain, determined to ‘make em laugh’ all the way to the end. 

Described as “one of the best acoustic pickers on the scene today,” Morin plays with a deft finger style and melodic vocals that veer from elation to gritty world-weariness. Morin’s inimitable style is often characterized as acoustic Native Americana, blending qualities of blues, bluegrass, jazz, jam, reggae, and dance.

Unless Matzy Moses successfully navigates the corruption and gang warfare of 1930’s New York City, she will lose everything. Based on the life and times of the playwright’s mother, audiences call The Pickpocket’s Daughter, “A first class thriller with loads of laughs.”