Sunset Celebration at Mallory Square
At the Sunset Celebration at Mallory Square, be captivated by a vibrant display of live street performances, including the renowned cat man and skillful jugglers.…
Free
7 events found.
Events for May 30, 2026
Caribe of Key West at El Meson de Pepes on Mallory Square
Experience an unforgettable evening at El Meson de Pepes on Mallory Square with Caribe of Key West. This talented entertainer captivates audiences with lively performances…
Trae Pierce & The T-Stones at Green Parrot Bar
Trae Pierce & The T-Stones, fronted by four-time Grammy winner Trae Pierce, delivers electrifying performances that captivate audiences globally. Known for their dynamic stage presence,…
Free
Karaoke at Two Friends Patio
Experience lively karaoke nights at Two Friends Patio, a staple in Key West since 1967. Nestled near Mallory Square, this vibrant venue boasts top-notch entertainers…
Free
Trae Pierce & The T-Stones at Green Parrot Bar
Experience an unforgettable night with Trae Pierce & The T-Stones at the iconic Green Parrot Bar. Led by four-time Grammy Award winner Trae Pierce, this…
Free
Karaoke at Bobby’s Monkey Bar
Join the vibrant nightlife at Bobby's Monkey Bar for unforgettable karaoke sessions hosted by dynamic entertainers who know how to engage the crowd. Set in…
Trae Pierce & The T-Stones at Green Parrot Bar
Join Trae Pierce & The T-Stones at the Green Parrot Bar for an unforgettable night. Led by four-time Grammy winner Trae Pierce, this dynamic band…
Free