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  • DURTBAGS ~ Durty Harry’s Stage

    Experience the ultimate Key West nightlife with The Durtbags, the island’s premier party rock band, lighting up Durty Harry's Stage at Rick's Entertainment Complex. Catch…

    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,…

  • LaurLea & Tripp Fabulous at Sloppy Joe’s Bar

    Experience the electrifying performance of LaurLea & Tripp Fabulous at Sloppy Joe's Bar in Key West. This Philadelphia-based party rock band takes the stage from…

    Free

  • Mike Stack & D-Lew at General Horseplay

    Join Mike Stack & D-Lew at General Horseplay in Old Town Key West for an unforgettable night of live music. Known for their energizing performances…

    Free

  • Jack and Jim at Irish Kevin’s Bar

    Experience the electrifying duo Jack and Jim at Irish Kevin’s Bar in Key West. Known for their dynamic performances, they engage audiences with lively music…

    Free

  • Cachete at Tiki House Key West

    Experience the vibrant rhythms of Cachete at Tiki House Key West. This talented entertainer brings an infectious energy and captivating performance style that will leave…

    Free

  • Karaoke w/ Jason ~ Rick’s Bar Downstairs Stage

    Join Jason for an unforgettable karaoke night at Rick's Bar on the Downstairs Stage. As a charismatic entertainer, Jason brings energy and excitement, transforming the…

    Free

  • Fishmonster Max- Daily Party Boat Fishing

    Join Fishmonster Max for an unforgettable daily party boat fishing adventure in Key West, where entertainment meets the thrill of fishing. Whether it's a family…

    $85.00

  • Yoga on the Beach – Ft Zachary Taylor

    Join a unique yoga experience with renowned instructors at Yoga on the Beach at Fort Zachary Taylor. Set against the backdrop of Key West’s historic…

    $20

  • 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

  • Bradd Shadduck at Irish Kevin’s Bar

    Experience the dynamic energy of musician Bradd Shadduck at Irish Kevin’s Bar in the heart of Key West's Old Town. Known for his engaging performances…

    Free