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  • Gerd Rube at The Bull & Whistle Bar

    Experience the captivating talent of Gerd Rube at The Bull & Whistle Bar in Key West’s lively Old Town. Known for his engaging performances, Rube…

    Free

  • DJ Duke ~ Rick’s Bar Upstairs Stage

    Experience the electrifying beats of DJ Duke at Rick's Bar Upstairs Stage. Known for his dynamic mixes and infectious energy, DJ Duke creates an unforgettable…

    Free

  • Bone Island Haunted Pub Crawl & Ghost Tour

    Join the Bone Island Haunted Pub Crawl & Ghost Tour for an enthralling evening led by a charismatic entertainer. With captivating narration, journey through America's…

    $29.95

  • HYPER DRIVE ~ Durty Harry’s Stage

    Experience the electrifying energy of HYPER DRIVE at Durty Harry's Stage. This dynamic band delivers an unforgettable live performance, infusing the night with thrilling music…

    Free

  • Josh Kiser at Hank’s Hair of the Dog Saloon

    Country musician Josh Kiser brings his electrifying performance to Hank's Hair of the Dog Saloon, captivating audiences with his soulful sound and high-energy stage presence.…

    Free

  • Electroniconch at General Horseplay

    Experience the electrifying energy of Electroniconch at General Horseplay. This dynamic entertainer brings vibrant live music to the heart of Old Town Key West on…

    Free

  • Mike Stone Band at Hog’s Breath Saloon

    The Mike Stone Band electrifies Hog's Breath Saloon with their dynamic performances, drawing lively crowds into Key West's vibrant nightlife. Renowned for their captivating energy…

    Free

  • Karaoke at Bobby’s Monkey Bar

    Join the vibrant scene at Bobby's Monkey Bar in Old Town Key West for an unforgettable karaoke night. The spirited entertainer keeps the energy high,…

  • Naked Karate Girls at Sloppy Joe’s Bar

    Experience the electrifying energy of the Naked Karate Girls, the ultimate party band hailing from Cincinnati. Known as The Best Band in the Galaxy, their…

    Free

  • 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