Monday Night Football at Rick’s Entertainment Complex
Experience Monday Night Football like never before at Rick's Entertainment Complex in Old Town Key West. While the game plays, immerse yourself in electrifying live…
Free
21 events found.
Events for January 21, 2026
Ongoing
HYPER DRIVE ~ Durty Harry’s Stage at Rick’s Entertainment Complex
Experience the electrifying energy of Hyper Drive at Durty Harry's Stage, Rick's Entertainment Complex. Known for their dynamic performances and infectious rock tunes, Hyper Drive…
Free
DJ Duke ~ Rick’s Bar Upstairs at Rick’s Entertainment Complex
Experience the electrifying beats of DJ Duke at Rick's Bar, nestled upstairs at Rick's Entertainment Complex in Old Town Key West. Known for his dynamic…
Free
Karaoke w/ Jorge ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Join Jorge for an unforgettable karaoke night at Rick's Bar, located in Rick's Entertainment Complex, the heart of Old Town Key West. Known for his…
Free
Izzy Zaidman at Sloppy Joe’s Bar
Izzy Zaidman, a talented musician and Key West transplant, captivates audiences at Sloppy Joe's Bar with the soulful sounds of his Steel Resonator guitar. Embracing…
Free
Trenton Chandler ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Experience the soulful performances of Trenton Chandler at Rick's Bar in Key West. A Shallowater, Texas native, Trenton brings his heartfelt country music and songwriting…
Free
Brian Roberts at Sloppy Joe’s Bar
Brian Roberts captivates audiences at Sloppy Joe's Bar with his dynamic live performances, contributing to the vibrant Key West music scene. His compelling musicianship resonates…
Free
Tony Baltimore at Schooner Wharf Bar
Tony Baltimore brings his vibrant musical talent to the Schooner Wharf Bar, infusing the historic Key West venue with his captivating performances. Against the backdrop…
Free
Harley Ray ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Harley Ray captivates audiences at Rick's Bar, located in Key West's vibrant Entertainment Complex. A talented musician, Ray electrifies the stage with his dynamic performances.…
Free
Victoria Leigh at Sloppy Joe’s Bar
Victoria Leigh captivates audiences at Sloppy Joe's Bar with her dynamic performances. A talented singer, guitarist, and loop artist based in the Florida Keys, she…
Free
Jeff Clark at Schooner Wharf Bar
Jeff Clark, a talented musician, captivates audiences at the Schooner Wharf Bar with his exceptional performances. Known for his engaging style, Jeff brings a vibrant…
Free
Ben Harrison at Key West Theater
Experience the dynamic performance of musician Ben Harrison at the Key West Theater's Backstage Listening Room. Known for his captivating stage presence and soulful melodies,…
$
Joe the Show ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Experience the unforgettable performance of Joe the Show at Rick's Bar, nestled in Old Town Key West's bustling Rick's Entertainment Complex. Renowned for his captivating…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the enchanting Magic of Frank Everhart at Schooner Wharf Bar, nestled in Key West's historic seaport. Renowned for his mesmerizing illusions, Frank captivates audiences…
Free
DJ Todd ~ Red Garter Saloon at Rick’s Entertainment Complex
Experience an electrifying night with DJ Todd at the Red Garter Saloon in Rick's Entertainment Complex, Key West's nightlife hotspot. As a master of the…
Free
Rumours Atl at Key West Theater
Rumours Atl, the renowned Fleetwood Mac tribute band, electrifies audiences with their faithful renditions of classic hits. Performing at the historic Key West Theater, an…
$
Comedy Key West Open Mic at Comedy Key West
Join the vibrant Comedy Key West Open Mic, where talented entertainers including comedians, musicians, and poets take the stage for a night of laughs, music,…
Free
LUVBOM ~ Durty Harry’s Stage at Rick’s Entertainment Complex
Experience the electrifying performance of LUVBOM at Durty Harry's Stage within Rick's Entertainment Complex, nestled in Old Town Key West. Known for their dynamic energy…
Free
DJ Duke ~ Rick’s Bar Upstairs at Rick’s Entertainment Complex
DJ Duke electrifies the nightlife at Rick's Entertainment Complex in Key West. Known for his dynamic sets, DJ Duke transforms the dance floor with an…
Free
Saltwater Saints at Sloppy Joe’s Bar
Saltwater Saints take the stage at Sloppy Joe's Bar, infusing the historic venue with their vibrant energy and electrifying performances. Known for captivating audiences with…
Free
Karaoke w/ Jorge ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Join the vibrant nightlife at Rick's Entertainment Complex, where Jorge brings electrifying energy to karaoke nights at Rick's Bar Downstairs. His engaging performance style transforms…
Free