7 events found.
Week of Events
Tequila Time Machine at General Horseplay
Experience the electrifying sounds of Tequila Time Machine at General Horseplay in Key West. This dynamic band delivers an unforgettable night of music, perfectly complementing…
Free
Monday, February 9, 2026
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February 9, 2026 -Sunset Celebration at Mallory Square
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February 9, 2026 -Caribe of Key West at El Meson de Pepes on Mallory Square
Sunset Celebration at Mallory Square
The Sunset Celebration at Mallory Square in Key West is a must-see event. Renowned street performers captivate audiences with their vibrant talents, creating an unforgettable…
Free
Caribe of Key West at El Meson de Pepes on Mallory Square
Caribe of Key West delivers an electrifying performance at El Meson de Pepe on Mallory Square, infusing the vibrant atmosphere with lively music. As you…
Tuesday, February 10, 2026
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February 10, 2026 -Ambitious Morning Runners
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February 10, 2026 -Sunset Celebration at Mallory Square
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February 10, 2026 -Caribe of Key West at El Meson de Pepes on Mallory Square
Ambitious Morning Runners
Join the Ambitious Morning Runners at White Street Pier in Key West for an invigorating start to your day. While there isn't a specific entertainer,…
Free
Sunset Celebration at Mallory Square
The Sunset Celebration at Mallory Square in Key West is a must-see event. Renowned street performers captivate audiences with their vibrant talents, creating an unforgettable…
Free
Caribe of Key West at El Meson de Pepes on Mallory Square
Caribe of Key West delivers an electrifying performance at El Meson de Pepe on Mallory Square, infusing the vibrant atmosphere with lively music. As you…
Wednesday, February 11, 2026
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February 11, 2026 -Sunset Celebration at Mallory Square
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February 11, 2026 -Caribe of Key West at El Meson de Pepes on Mallory Square
Sunset Celebration at Mallory Square
The Sunset Celebration at Mallory Square in Key West is a must-see event. Renowned street performers captivate audiences with their vibrant talents, creating an unforgettable…
Free
Caribe of Key West at El Meson de Pepes on Mallory Square
Caribe of Key West delivers an electrifying performance at El Meson de Pepe on Mallory Square, infusing the vibrant atmosphere with lively music. As you…
Thursday, February 12, 2026
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February 12, 2026 -Ambitious Morning Runners
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February 12, 2026 -Sunset Celebration at Mallory Square
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February 12, 2026 -Caribe of Key West at El Meson de Pepes on Mallory Square
Ambitious Morning Runners
Join the Ambitious Morning Runners at White Street Pier in Key West for an invigorating start to your day. While there isn't a specific entertainer,…
Free
Sunset Celebration at Mallory Square
The Sunset Celebration at Mallory Square in Key West is a must-see event. Renowned street performers captivate audiences with their vibrant talents, creating an unforgettable…
Free
Caribe of Key West at El Meson de Pepes on Mallory Square
Caribe of Key West delivers an electrifying performance at El Meson de Pepe on Mallory Square, infusing the vibrant atmosphere with lively music. As you…
Friday, February 13, 2026
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February 13, 2026 -Jessie Cotton Stone at The Bull & Whistle Bar
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February 13, 2026 -Sunset Celebration at Mallory Square
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February 13, 2026 -Caribe of Key West at El Meson de Pepes on Mallory Square
Jessie Cotton Stone at The Bull & Whistle Bar
Experience the electrifying performance of Jessie Cotton Stone at The Bull & Whistle Bar in Key West. Known for his soulful melodies and dynamic stage…
Free
Sunset Celebration at Mallory Square
The Sunset Celebration at Mallory Square in Key West is a must-see event. Renowned street performers captivate audiences with their vibrant talents, creating an unforgettable…
Free
Caribe of Key West at El Meson de Pepes on Mallory Square
Caribe of Key West delivers an electrifying performance at El Meson de Pepe on Mallory Square, infusing the vibrant atmosphere with lively music. As you…
Saturday, February 14, 2026
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February 14, 2026 -Marjorie Lee at Hank’s Hair of the Dog Saloon
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February 14, 2026 -Sunset Celebration at Mallory Square
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February 14, 2026 -Caribe of Key West at El Meson de Pepes on Mallory Square
Marjorie Lee at Hank’s Hair of the Dog Saloon
Marjorie Lee enchants audiences at Hank's Hair of the Dog Saloon with her captivating musical performances. Known for her soulful voice and dynamic stage presence,…
Free
Sunset Celebration at Mallory Square
The Sunset Celebration at Mallory Square in Key West is a must-see event. Renowned street performers captivate audiences with their vibrant talents, creating an unforgettable…
Free
Caribe of Key West at El Meson de Pepes on Mallory Square
Caribe of Key West delivers an electrifying performance at El Meson de Pepe on Mallory Square, infusing the vibrant atmosphere with lively music. As you…
Sunday, February 15, 2026
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February 15, 2026 -Chris Thomas at Sloppy Joe’s Bar
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February 15, 2026 -Tea Dance at La Te Da
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February 15, 2026 -Sunset Celebration at Mallory Square
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February 15, 2026 -Caribe of Key West at El Meson de Pepes on Mallory Square
Chris Thomas at Sloppy Joe’s Bar
Renowned musician Chris Thomas electrifies audiences at Sloppy Joe's Bar, a historic Key West landmark. Known for his captivating performances, Thomas brings a dynamic blend…
Free
Tea Dance at La Te Da
Experience a vibrant evening at Tea Dance at La Te Da, featuring the incredible Randy Roberts. Delight in raunchy drag performances and masterful impersonations of…
Free
Sunset Celebration at Mallory Square
The Sunset Celebration at Mallory Square in Key West is a must-see event. Renowned street performers captivate audiences with their vibrant talents, creating an unforgettable…
Free
Caribe of Key West at El Meson de Pepes on Mallory Square
Caribe of Key West delivers an electrifying performance at El Meson de Pepe on Mallory Square, infusing the vibrant atmosphere with lively music. As you…