Rebel Railroad at Hog’s Breath Saloon
Catch Rebel Railroad live at Hog's Breath Saloon, where their electrifying performance adds to the lively vibe of this Key West hotspot. Known for their…
Free
19 events found.
Events for June 28, 2026
Ongoing
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…
Yoga on the Beach – Ft Zachary Taylor
Experience tranquility with Yoga on the Beach at Fort Zachary Taylor in Key West. Despite the lack of a specific entertainer, this serene outdoor session…
$20
Aaron Blumer at Hog’s Breath Saloon
Aaron Blumer captivates audiences at Hog's Breath Saloon with his unique, exploratory spirit. As a musician likened to a tumbleweed, he embraces spontaneity and adventure,…
Free
Jesse James at Schooner Wharf Bar
Catch Jeff Clark at Schooner Wharf Bar, a dynamic artist making waves in the music scene with his compelling soundscapes and engaging visuals. As he…
Free
Farm Open House
Join the Farm Open House at the Monroe County Sheriff's Office Animal Farm in Key West this Sunday from 1-3 PM. Enjoy family-friendly entertainment while…
Tea Dance at La Te Da
Experience the vibrant Tea Dance at La Te Da in Key West, where the spotlight is on the extraordinary performances by drag star Randy Roberts.…
Free
Ross Brown Duo at Hog’s Breath Saloon
Experience the vibrant energy of Ross Brown Duo at Hog's Breath Saloon in Key West. Ross Brown, a versatile musician inspired by kiteboarding, sailing, and…
Free
801 Karaoke – Hosted by Jeff
Join the vibrant atmosphere of 801 Bourbon Bar in Old Town Key West for an unforgettable karaoke night hosted by the charismatic Jeff. Known for…
Free
World Famous 801 Girls- 5pm Show
Experience the charismatic performances of the World Famous 801 Girls during the 5pm show at 801 Bourbon Bar, nestled in Old Town Key West. These…
QMitch Drag Queen Bingo at 22&Co
QMitch captivates audiences at 22&Co in Key West with her vibrant drag queen bingo performances. Known for her dynamic presence and charismatic flair, QMitch transforms…
Free
Sunday Jazz at the Gardens
Sunday Jazz at the Gardens features captivating performances by talented jazz musicians in a lush, tropical setting at The Gardens Hotel in Key West. Enjoy…
Free
Caribe of Key West at El Meson de Pepes on Mallory Square
Experience the vibrant rhythms of Caribe of Key West at El Meson de Pepe's on Mallory Square. This talented band captivates audiences with their energetic…
Sunset Celebration at Mallory Square
Experience the lively Sunset Celebration at Mallory Square, where street performers and entertainers take center stage. Marvel at the famous cat man's astonishing feline tricks…
Free
80s & 90s Trivia Night
Join us for an unforgettable 80s & 90s Trivia Night at The Retro Room in Old Town Key West. Our charismatic entertainer will guide you…
Free
Gary Hempsey at Schooner Wharf Bar
Experience the captivating performance of musician Gary Hempsey at the vibrant Schooner Wharf Bar in Key West's Historic Seaport. With his engaging tunes, Hempsey enhances…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the enchanting magic of Frank Everhart at Schooner Wharf Bar in Key West. Known for his innovative tricks and captivating storytelling, Everhart masterfully blends…
Free
Rebel Railroad at Hog’s Breath Saloon
Rebel Railroad is set to energize Hog's Breath Saloon with their electrifying live performance. Known for their dynamic style and engaging stage presence, this talented…
Free
Karaoke at Bobby’s Monkey Bar
Join the vibrant island atmosphere at Bobby's Monkey Bar for a night of karaoke fun. With talented local performers leading the charge, the lively ambiance…