• A Pirate Looks Back: Jimmy Buffett Tribute Show at Comedy Key West

    Comedy Key West 218 Whitehead Street #5, Key West, Florida, United States

    At A Pirate Looks Back: Jimmy Buffett Tribute Show, acclaimed performer Caleb Hogan captures the essence of legendary musician Jimmy Buffett. With his vibrant portrayal…

    $28
  • Shanty Hounds at Two Friends Patio Restaurant

    Two Friends Patio Restaurant 512 Front Street, Key West, Florida, United States

    Shanty Hounds, the dynamic acoustic duo of Dani Hoy and Key West Chris Rehm, brings infectious joy to Two Friends Patio Restaurant. Known for their…

    Free
  • Truman Waterfront Farmers Market

    Truman Waterfront Park 21 E Quay Rd, Key West, Florida, United States

    At Truman Waterfront Farmers Market in Key West, enjoy lively performances at the amphitheater amidst a vibrant community setting. While vibrant stalls offer local produce…

    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

    Experience the mesmerizing Glass Bottom Boat Cruise in Key West, featuring a captivating entertainer who brings the marine wonders to life. Depart from Fury Key…

    $69.95
  • Jefff Clark at Tiki House Key West

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

    Experience the captivating sounds of Jefff Clark at Tiki House Key West. A budding music artist, Jefff showcases his evolving talent with engaging visuals and…

    Free
  • Just George at The Alamo Key West

    The Alamo Key West 4 Charles Street, Key West, Florida, United States

    Experience the soulful tunes of Just George at The Alamo in Key West, where he brings his heartfelt acoustic performances to life. This passionate local…

    Free
  • Irish Kevin at Irish Kevin’s Bar

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

    Irish Kevin, a charismatic and humorous entertainer, captivates audiences at Irish Kevin's Bar in Key West. Known for his laid-back charm and engaging performances, he…

    Free
  • Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise

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

    Experience the ultimate aquatic adventure with Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise at Sunset Watersports, Key West. Guided by skilled entertainers, explore…

    $79.95
  • Jeff Harris at Rick’s Bar Downstairs

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

    Enjoy an unforgettable evening with Jeff Harris at Rick's Bar Downstairs in Key West. A singer, songwriter, comedian, and author, Jeff captivates audiences with his…

    Free
  • Collette Campbell at Mac’s Place

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

    Collette Campbell, a gifted singer-songwriter from Long Island, brings her NYC musical theatre flair to Key West's Mac's Place. Leading her band, CC and The…

    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

    Embark on the Glass Bottom Boat Cruise from Key West with a stellar entertainer elevating the journey. Enjoy captivating commentary and lively performances as you…

    $69.95
  • Telephone Tag at Hog’s Breath Saloon

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

    Experience the lively tunes of Telephone Tag at Hog's Breath Saloon. Known for their unique twist on playful communication, the entertainer brings a fun, engaging…

    Free