Events

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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A performer wearing a tropical-print shirt and black beret sings and plays the piano on stage with arms outstretched in front of a red curtain.

January 1, 1970 - January 1, 1970

Zoë Lewis in Concert

With songs, stories, and multimedia magic, Lewis blends humor, heart, and high energy into a joyful reflection on memory, belonging, and the art of living fully.

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Illustration of a woman with wide green eyes and dark hair holding a phone tightly, looking anxious or shocked, against a purple gradient background.

January 1, 1970 - January 1, 1970

First Look: Mom’s Best Friend

When June’s adult daughter—once her best friend—suddenly cuts ties, a woman is forced to confront the truth about herself and her life.

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ive members of the band Cortadito stand outdoors in suits by the water at sunset, posing together with historic stone architecture behind them.

January 1, 1970 - January 1, 1970

Cortadito in Concert

Hailing from Miami, Cortadito revives the soulful rhythms of Son Cubano—the sound that inspired the Buena Vista Social Club.

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Oil painting by Joanne Sloan depicting a tranquil seascape in soft blues, purples, and aquamarine tones. Billowing clouds fill the sky above calm turquoise water, with a faint silhouette of a distant lighthouse on the horizon. Created for the Anne McKee Art Auction.

January 1, 1970 - January 1, 1970

Anne McKee Artists Fund Fine Arts Auction

Come celebrate vintage Key West in our tropical piano bar featuring entertainment by Bobby Nesbitt and artworks by 40 local artists featured in the live auction.

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Ricky Skaggs and Sharon White smile warmly outdoors, each holding their instruments — Skaggs with his mandolin, White with her guitar. Sunlight filters through the trees behind them, capturing the warmth, harmony, and enduring partnership that define their decades-long musical and personal journey.

January 1, 1970 - January 1, 1970

Ricky Skaggs and Sharon White in Concert

Bluegrass legends Ricky Skaggs and Sharon White unite for an unforgettable night of harmony, heart, and timeless tradition.

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Ukulele virtuoso Jake Shimabukuro stands against a vivid red wall, strumming his instrument with a relaxed smile. Dressed in a black leather jacket and dark shirt, he radiates calm confidence and creative energy, embodying the boundary-breaking spirit that has made him one of the world’s most celebrated ukulele players.

January 1, 1970 - January 1, 1970

Jake Shimabukuro in Concert

Ukulele virtuoso Shimabukuro pushes musical boundaries with dazzling skill, heart, and fearless creativity.

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Musician and artist Jon Langford stands before a brick wall decorated with his own artwork, holding an acoustic guitar mid-strum. His serious expression contrasts with the vivid, folk-inspired imagery behind him, capturing the creative fusion of punk energy and Americana roots that defines his work.

January 1, 1970 - January 1, 1970

Jon Langford in Concert

Punk pioneer and visual artist Langford blends country, folk, and rebellion in a fearless, genre-bending performance.

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The Hugh’s View rooftop sign glows against a colorful sunset sky with pink clouds.

TUESDAYS, 6-8PM/EVENT

Glow Hours on Hugh’s View

Our Hugh’s View roof terrace offers the best views in town, and an ideal spot to catch the sunset and a drink with friends. The bar is open, admission is free, and everyone looks great in the golden twilight.

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