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  • Colin Quinn at Key West Theater

    Join comedian Colin Quinn at the Key West Theater for an unforgettable night of humor and wit. Known for his sharp, insightful comedy, Quinn effortlessly…

    $

  • The Original Key West Pub Crawl

    Join The Original Key West Pub Crawl for a lively 2.5-hour adventure spotlighted by entertaining guides who infuse humor and energy into the experience. Enjoy…

    $39.95

  • Karaoke at Two Friends Patio

    Experience unforgettable evenings at Two Friends Patio with lively karaoke sessions hosted by charismatic entertainers. Sing your heart out on the open-air patio, soaking in…

    Free

  • Elle Haley ~ Rick’s Bar Downstairs Stage

    Experience the captivating talents of musician Elle Haley at Rick's Bar Downstairs Stage, located in the vibrant Rick's Entertainment Complex in Old Town Key West.…

    Free

  • DJ Duke ~ Rick’s Bar Upstairs Stage

    Experience an electrifying night with DJ Duke at Rick's Bar Upstairs Stage. Known for his dynamic mixes and infectious beats, DJ Duke transforms the largest…

    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

  • Mike Stone Band at Hog’s Breath Saloon

    The Mike Stone Band electrifies Hog's Breath Saloon with their dynamic performances, creating an unforgettable experience in the heart of Key West. Known for their…

    Free

  • Mike Stone Band at Hog’s Breath Saloon

    The Mike Stone Band electrifies Hog's Breath Saloon with their dynamic performances, creating an unforgettable experience in the heart of Key West. Known for their…

    Free

  • Andrew Gordon Band at The Bull & Whistle Bar

    Experience the captivating sounds of the Andrew Gordon Band at The Bull & Whistle Bar in Key West. Andrew Gordon, a talented musician, brings his…

    Free

  • DURTBAGS ~ Durty Harry’s Stage

    Experience an electrifying night with The Durtbags, Key West's ultimate party rock band, performing live at Durty Harry’s Stage. Located in Rick's Entertainment Complex, their…

    Free

  • Tequila Time Machine at General Horseplay

    Tequila Time Machine electrifies General Horseplay in the heart of Old Town Key West with their lively performances. This talented band transforms the vibrant cocktail…

    Free