Shelby Kemp Band at Hog’s Breath Saloon
Experience the electrifying Shelby Kemp Band at Hog's Breath Saloon, known for their vibrant fusion of rock, blues, and soul. Frontman Shelby Kemp leads with…
Free
25 events found.
Events for May 1, 2026
Ongoing
Karaoke with Foss at RockHouse Live
Join Foss for an unforgettable karaoke night at RockHouse Live Key West, where his charisma and engaging presence light up the stage. Experience a lively…
Free
Karaoke at Bobby’s Monkey Bar
Experience the vibrant energy of Karaoke at Bobby's Monkey Bar, where the star is the charismatic karaoke host who engages the lively crowd. Located in…
Nick Walker & The Rum Runners at Tiki House Key West
Nick Walker, a renowned UK street artist and muralist, brings his vibrant energy to Tiki House Key West. Known for his captivating contemporary art, Walker…
Free
The Audio Files at Sloppy Joe’s Bar
Experience an unforgettable evening with The Audio Files at Sloppy Joe's Bar, Key West. This dynamic platform delivers an immersive auditory journey, seamlessly blending captivating…
Free
Riptide Riot at Irish Kevin’s Bar
Experience the electrifying performance of Riptide Riot, a dynamic power duo captivating audiences at Irish Kevin's Bar in Key West. With Jim Simonian on drums…
Free
Yoga on the Beach – Smather’s Beach
Join us for Yoga on the Beach at Smathers Beach in Key West, where our captivating instructor leads rejuvenating sessions set against palm-lined shores and…
$20
Yoga on the Beach – Ft Zachary Taylor
Join Yoga on the Beach at Fort Zachary Taylor in Key West, where the serene surroundings enhance your practice. With a focus on relaxation and…
$20
Story Time at the Key West Library
Experience enchanting tales at Story Time at the Key West Library, where a captivating storyteller brings each narrative to life. Nestled in the historic Old…
Free
Jeff Harris at Irish Kevin’s Bar
Jeff Harris, performing at Irish Kevin’s Bar, is a dynamic American artist who captivates audiences with his unique blend of music and comedy. Known for…
Free
A Pirate Looks Back: Jimmy Buffett Tribute Show at Comedy Key West
Caleb Hogan shines in A Pirate Looks Back: Jimmy Buffett Tribute Show at Comedy Key West, embodying the legendary artist with charisma and authenticity. His…
$28
Mylo O’Maolain at Irish Kevin’s Bar
Experience the captivating performance of Mylo O’Maolain at Irish Kevin’s Bar, a lively venue known for its vibrant atmosphere and engaging entertainment. With his dynamic…
Free
World Famous 801 Girls- 5pm Show
The World Famous 801 Girls deliver an unforgettable drag experience in their 5pm show at 801 Bourbon Bar, Key West. Renowned for their vibrant performances…
Sunset Celebration at Mallory Square
The Sunset Celebration at Mallory Square in Key West is a lively spectacle where talented entertainers captivate audiences as the sun dips below the horizon.…
Free
Caribe of Key West at El Meson de Pepes on Mallory Square
Caribe of Key West enchants audiences at El Meson de Pepes on Mallory Square with captivating live music that echoes the rich Cuban-Conch heritage of…
Key West Songwriters Event – Soundcheck Set at Green Parrot Bar
Join the vibrant atmosphere at the Key West Songwriters Event - Soundcheck Set at Green Parrot Bar. Immerse yourself in captivating performances by talented songwriters…
Free
Cash Bingo at William Weech American Legion Post 168
Join the excitement at William Weech American Legion Post 168 with Cash Bingo, an exhilarating online bingo experience. Cash Bingo offers a vibrant interface and…
Free
Full Moon Lighted Bike Ride
Experience the captivating Full Moon Lighted Bike Ride starting at the serene White Street Pier in Key West. This event promises an enchanting evening under…
NY Pauly at Irish Kevin’s Bar
NY Pauly is a legendary performer at Irish Kevin's Bar in Old Town Key West. Renowned for his captivating and vibrant shows, he effortlessly blends…
Free
Doug Benson at Comedy Key West
Join renowned comedian Doug Benson at Comedy Key West for an unforgettable night of laughter. Known for his laid-back, witty humor and popular podcasts like…
$35
Karaoke at Two Friends Patio
Experience lively karaoke nights at Two Friends Patio, a Key West favorite since 1967. The enchanting open-air setting comes alive with charismatic entertainers, making each…
Free
Doug Benson at Comedy Key West
Experience the comedic brilliance of Doug Benson at Comedy Key West. Celebrated for his laid-back humor and cannabis-themed comedy, Benson is a master of entertainment…
$35
Karaoke at Bobby’s Monkey Bar
Join the lively atmosphere at Bobby's Monkey Bar for an unforgettable Karaoke night. The highlight of the evening is the charismatic entertainer who engages the…
Key West Songwriters HD Radio Late Night Hand at Green Parrot Bar
Experience the vibrant atmosphere of the Green Parrot Bar with the Key West Songwriters HD Radio Late Night Hand event. Enjoy live performances in this…
Free
Riptide Riot at Irish Kevin’s Bar
Riptide Riot, a dynamic power duo from Key West, electrifies audiences at Irish Kevin's Bar. With Jim Simonian on drums and vocals and Tim Bradach…
Free