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  • Jon Hollywood at Tiki House Key West

    Tiki House Key West 203 Duval Street, Key West, Florida, United States

    Experience the charismatic presence of Jon Hollywood at Tiki House Key West. Known for his captivating storytelling and dynamic personality, Jon enchants audiences with his…

    Free

  • Oren Polak at Irish Kevin’s Bar

    Irish Kevin’s Bar 211 Duval Street, Key West, Florida, United States

    Oren Polak captivates audiences at Irish Kevin's Bar with his versatile music and charismatic stage presence. Known for delivering Music for Everyone, Everywhere, his performances…

    Free

  • Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise

    Sunset Watersports - 201 Williams St 201 William Street, Key West, Florida, United States

    Join Sunset Watersports in Key West's Historic Seaport for an unforgettable adventure. Although details about the entertainer are sparse, the experienced staff ensures a thrilling…

    $79.95

  • Just George at Rick’s Bar Downstairs Stage

    Rick's Entertainment Complex 202 Duval Street, Key West, Florida, United States

    Experience the enchanting acoustic performances of Just George at Rick's Bar Downstairs Stage in Key West. This talented musician brings his soulful tunes to life,…

    Free

  • Cliff Cody at Mac’s Place

    Mac's Place 1605 N Roosevelt Blvd, Key West, Florida, United States

    Experience the soulful sounds of Cliff Cody at Mac's Place, where the Texas-born, Key West-based indie country artist captivates with his powerful voice and heartfelt…

    Free

  • Glass Bottom Boat Cruise – Key West’s Window to the Sea

    Fury Key West- Departure Point 2 0 Duval St, Key West, Florida, United States

    Join us for the Glass Bottom Boat Cruise in Key West, a unique journey showcasing the magical underwater world. Delight in live entertainment that enhances…

    $69.95

  • Telephone Tag at Hog’s Breath Saloon

    Hog's Breath Saloon 400 Front St, Key West, Florida, United States

    Immerse yourself in the playful antics of Telephone Tag at Hog's Breath Saloon, where missed calls and voicemails transform into a lively communication challenge. As…

    Free

  • World Famous 801 Girls- 5pm Show

    801 Bourbon Bar 801 Duval Street, Key West, Florida, United States

    Experience the unparalleled charisma of the World Famous 801 Girls at their 5pm show. These dynamic drag queens captivate audiences with their dazzling performances and…

  • Glow Hours on Hugh’s View

    The Studios of Key West 533 Eaton Street, Key West, Florida, United States

    Glow Hours on Hugh's View at The Studios of Key West promises an enchanting evening with live music at its heart. Overlooking the vibrant cityscape…

  • Scott Morlock at Hank’s Hair of the Dog Saloon

    Hank's Hair of the Dog Saloon 409 Caroline Street, Key West, Florida, United States

    Scott Morlock, a talented musician known for his captivating performances, takes the stage at Hank's Hair of the Dog Saloon in Key West's Old Town.…

    Free

  • Tony Roberts at Rams Head Southernmost

    Rams Head Southernmost 804 Whitehead Street, Key West, Florida, United States

    Experience the charismatic Tony Roberts at Rams Head Southernmost. Known for his versatile talent in film, television, and theater, Tony captivates audiences with his distinctive…

    Free

  • Caribe of Key West at El Meson de Pepes on Mallory Square

    El Meson De Pepes Restaurant and Bar 410 Wall Street, Key West, Florida, United States

    Experience the vibrant sounds of Caribe of Key West at El Meson de Pepes on Mallory Square. This talented entertainer infuses lively Cuban rhythms into…