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
20 events found.
Events for January 22, 2026
Ongoing
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
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
Victoria Leigh at Sloppy Joe’s Bar
Victoria Leigh, a dynamic Florida Keys-based artist, captivates audiences at Sloppy Joe's Bar with her high-energy shows. Known for her skillful fusion of reggae, pop,…
Free
Jeff Clark at Sloppy Joe’s Bar
Jeff Clark electrifies Sloppy Joe's Bar with his captivating performances, filling the historic Key West landmark with spirited energy. Renowned for his dynamic music, Clark…
Free
Ross Brown at Schooner Wharf Bar
Ross Brown, a captivating musician, brings his dynamic talent to the stage at Schooner Wharf Bar. Known for his engaging performances, Ross creates an unforgettable…
Free
Burgers & Buffett Tunes at Comedy Key West
Experience the vibrant homage to Jimmy Buffett’s legacy at Comedy Key West with “Burgers & Buffett Tunes.” Acclaimed musician Caleb Hogan captures the spirit of…
$28
Jeff Harris ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Experience the captivating performance of Jeff Harris at Rick's Bar, nestled within Rick's Entertainment Complex in Old Town Key West. Renowned for his musical prowess,…
Free
Sunset Celebration at Mallory Square
The Sunset Celebration at Mallory Square in Key West is a must-see event. Renowned street performers captivate audiences with their vibrant talents, creating an unforgettable…
Free
Pete & Larry Sloppy 2nds at Sloppy Joe’s Bar
At the iconic Sloppy Joe's Bar in Key West, Pete & Larry, known as Sloppy 2nds, deliver unforgettable performances filled with side-splitting laughter and spirited…
Free
Waynard Scheller at Schooner Wharf Bar
Waynard Scheller captivates audiences at the Schooner Wharf Bar with his dynamic musical performances. Known for his engaging presence, Scheller infuses vibrant energy into the…
Free
Andrew B. ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Experience the captivating sounds of Andrew B., a talented musician known for his engaging performances, at Rick's Bar in Key West's largest entertainment complex. Nestled…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the enchanting Magic of Frank Everhart at Schooner Wharf Bar, where his spellbinding performances captivate audiences in a relaxed, open-air setting. Known for his…
Free
DJ Todd ~ Red Garter Saloon at Rick’s Entertainment Complex
Join DJ Todd at the Red Garter Saloon, part of Rick's Entertainment Complex in Key West. Experience an electrifying night with DJ Todd's infectious beats…
Free
Jordan Rock at Comedy Key West
Join us at Comedy Key West for a night of laughter with Jordan Rock, celebrated for his roles in Netflix's LOVE and HBO Max's LOVE…
$30
KRANK SINATRA~ Durty Harry’s Stage at Rick’s Entertainment Complex
Experience an electrifying night with Krank Sinatra, a dynamic band known for their high-energy performances, at Durty Harry's Stage in Rick's Entertainment Complex, Key West's…
Free
DJ Duke ~ Rick’s Bar Upstairs at Rick’s Entertainment Complex
Experience an electrifying night at Rick's Entertainment Complex with DJ Duke, the pulse of Key West's nightlife. Known for his dynamic sets and unparalleled mixing…
Free
Saltwater Saints at Sloppy Joe’s Bar
Saltwater Saints captivate audiences at Sloppy Joe's Bar in Key West, infusing the iconic venue with their vibrant energy. Known for their eclectic sound and…
Free
Karaoke w/ Davis ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Experience a memorable night of music and fun with Davis at Rick's Bar in Key West's iconic Entertainment Complex. Known for his engaging karaoke sessions,…
Free