Monday Night Football at Rick’s Entertainment Complex
Experience the excitement of Monday Night Football at Rick's Entertainment Complex in Old Town Key West. While the big game plays, local rock bands and…
Free
22 events found.
Events for January 14, 2026
Ongoing
Monday Night Football at Rick’s Entertainment Complex
Join the electric atmosphere of Monday Night Football at Rick's Entertainment Complex in Old Town Key West, where the real star is the talented live…
Free
HYPER DRIVE ~ Durty Harry’s Stage at Rick’s Entertainment Complex
Experience an electrifying night with Hyper Drive, the sensational band taking center stage at Durty Harry's inside Rick's Entertainment Complex. Known for their dynamic performances,…
Free
DJ Duke ~ Rick’s Bar Upstairs at Rick’s Entertainment Complex
Experience an electrifying night with DJ Duke at Rick's Entertainment Complex, the pulsating heart of Key West nightlife. Known for his dynamic mixes and infectious…
Free
Karaoke w/ Jorge ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Join Jorge for an unforgettable night of karaoke at Rick's Bar, located in the vibrant Rick's Entertainment Complex. Renowned for engaging the crowd with his…
Free
Karaoke w/ Jorge ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Join Jorge for an unforgettable karaoke night at Rick's Bar, part of the iconic Rick's Entertainment Complex in Key West. Renowned for his engaging performances…
Free
Izzy Zaidman at Sloppy Joe’s Bar
Experience the soulful tunes of Izzy Zaidman and his Steel Resonator guitar at Sloppy Joe's Bar in Key West. Since moving in 2021, Izzy has…
Free
Trenton Chandler ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Experience the electrifying performance of Trenton Chandler at Rick's Bar, located in Key West's vibrant Entertainment Complex. Hailing from Shallowater, Texas, Trenton captivates audiences with…
Free
Brian Roberts at Sloppy Joe’s Bar
Brian Roberts brings his vibrant energy and exceptional musical talent to Sloppy Joe's Bar, a historic Key West venue. Known for captivating performances that blend…
Free
Tony Baltimore at Schooner Wharf Bar
Tony Baltimore brings his vibrant musical talent to Schooner Wharf Bar, a beloved Key West venue celebrated for its open-air, waterfront charm. With captivating performances,…
Free
Harley Ray ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Experience the electrifying performance of Harley Ray at Rick's Bar, nestled in Key West's vibrant entertainment hub. Known for his captivating musical talent, Harley Ray…
Free
Victoria Leigh at Sloppy Joe’s Bar
Victoria Leigh, a talented Florida Keys singer, guitarist, and loop artist, electrifies audiences with her dynamic performances at Sloppy Joe's Bar. Known for her captivating…
Free
Jeff Clark at Schooner Wharf Bar
Jeff Clark, a talented musician, brings his electrifying performances to the Schooner Wharf Bar, a Key West haven known for its vibrant atmosphere. With his…
Free
Joe the Show ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Experience the unforgettable talent of Joe the Show at Rick's Bar, nestled within Key West's renowned Rick's Entertainment Complex. This gifted musician captivates audiences with…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the enchanting Magic of Frank Everhart at Schooner Wharf Bar in Key West's Seaport. Frank Everhart captivates audiences with mesmerizing magic and unforgettable performances…
Free
DJ Todd ~ Red Garter Saloon at Rick’s Entertainment Complex
Experience the electrifying beats of DJ Todd at the Red Garter Saloon in Rick's Entertainment Complex, Key West's nightlife hub. Known for his dynamic energy…
Free
The Expanding Man at Key West Theater
Experience the dynamic sounds of The Expanding Man at the historic Key West Theater. This band offers an exhilarating performance that captivates audiences with their…
$
Hard G Comedy W/ Robyn and Jason Gilleran at Comedy Key West
Join us for Hard G Comedy at Comedy Key West, featuring the dynamic duo Robyn and Jason Gilleran. Detroit-based comedian Robyn Gilleran captivates audiences with…
$7
LUVBOM ~ Durty Harry’s Stage at Rick’s Entertainment Complex
Experience the electrifying energy of LUVBOM at Durty Harry's Stage in Rick's Entertainment Complex. Nestled in the heart of Old Town Key West, LUVBOM captivates…
Free
DJ Duke ~ Rick’s Bar Upstairs at Rick’s Entertainment Complex
Experience DJ Duke's electrifying beats at Rick's Bar, located upstairs at Rick's Entertainment Complex. Renowned for his captivating sets, DJ Duke transforms the night into…
Free
Super Nash Bros at Sloppy Joe’s Bar
Experience an unforgettable night with the Super Nash Bros at Sloppy Joe's Bar, Key West's historic landmark since 1937. Renowned for their electrifying performances and…
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 the vibrant Rick's Entertainment Complex, Key West. As a charismatic entertainer, Jorge captivates…
Free