Martini Monday at Virgilios
Join us at Martini Monday at Virgilios in Old Town Key West for an unforgettable evening. As you savor exquisite martinis and Italian cuisine, enjoy…
Free
16 events found.
Events for May 5, 2026
Ongoing
Karaoke at Bobby’s Monkey Bar
Karaoke at Bobby's Monkey Bar features an energetic and charismatic host who brings the crowd to life every night. Nestled in Key West's Old Town,…
Mylo O’Maolain at Irish Kevin’s Bar
Mylo O’Maolain captivates audiences at Irish Kevin’s Bar with his dynamic performances and engaging stage presence. Known for his energetic and interactive shows, Mylo keeps…
Free
Ambitious Morning Runners
Join the Ambitious Morning Runners at White Street Pier in Key West, where spectacular sunrise views set the stage for an invigorating experience. Although the…
Free
Yoga on the Beach – Ft Zachary Taylor
Join Yoga on the Beach at Fort Zachary Taylor State Park in Key West, where the serene surroundings enhance your experience. Practice yoga amidst the…
$20
Prime of Life Yoga with Monica Haskell
Join Monica Haskell for Prime of Life Yoga, an invigorating experience set amidst the serene beauty of Key West Tropical Forest & Botanical Garden. Monica,…
$20
Bradd Shadduck at Irish Kevin’s Bar
At Irish Kevin's Bar, Bradd Shadduck delivers an electrifying performance that captivates audiences with his dynamic musical talents. Located in the bustling heart of Old…
Free
Irish Kevin at Irish Kevin’s Bar
Irish Kevin is the heart and soul of Irish Kevin's Bar in Key West. Known for his laid-back charm and great sense of humor, he…
Free
World Famous 801 Girls- 5pm Show
The World Famous 801 Girls deliver an electrifying performance at the 5pm show, showcasing their talent through captivating drag acts. Hosted at the vibrant 801…
Glow Hours on Hugh’s View
Join us at Glow Hours on Hugh's View at The Studios of Key West, featuring an enchanting performance by a captivating entertainer. Enjoy a blend…
Sunset Celebration at Mallory Square
At Mallory Square's Sunset Celebration, the main highlight is the captivating entertainment. Guests are treated to mesmerizing performances by talented jugglers and the renowned cat…
Free
Caribe of Key West at El Meson de Pepes on Mallory Square
Experience the vibrant energy of Caribe of Key West at El Meson de Pepes on Mallory Square. This talented entertainer captivates audiences with lively performances,…
NY Pauly at Irish Kevin’s Bar
NY Pauly is a legendary performer at Irish Kevin's Bar in Key West, Florida. Renowned for his captivating shows, he expertly blends music and entertainment,…
Free
Comedy Key West Open Mic at Comedy Key West
Join Comedy Key West's Open Mic Night for an engaging evening where comedians and other performers shine. This event offers a dynamic platform for both…
Free
Karaoke at Bobby’s Monkey Bar
Experience a vibrant night at Bobby's Monkey Bar in Key West's Old Town, where the island atmosphere comes alive with dynamic karaoke hosted by charismatic…
Simonian Wolf at Irish Kevin’s Bar
Simonian Wolf captivates audiences at Irish Kevin's Bar with their dynamic performance and charismatic presence. Known for their innovative approach and creative flair, they seamlessly…
Free