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
25 events found.
Events for January 23, 2026
Ongoing
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
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
Yoga on the Beach – Ft Zachary Taylor
Join a unique yoga experience with renowned instructors at Yoga on the Beach at Fort Zachary Taylor. Set against the backdrop of Key West’s historic…
$20
Rolando Rojas at Sloppy Joe’s Bar
Experience the electrifying performance of Rolando Rojas at Sloppy Joe's Bar, a historic Key West gem. Renowned for his mesmerizing guitar skills and magnetic stage…
Free
Wynn Tayor ~ Rick’s Bar Downstairs Stage at Rick’s Entertainment Complex
Experience the captivating performance of Wynn Taylor on the Downstairs Stage at Rick's Bar within Rick's Entertainment Complex. Renowned for his exceptional musical talent, Wynn…
Free
Tim Hollohan at Sloppy Joe’s Bar
Experience the vibrant energy of Tim Hollohan at Sloppy Joe's Bar, a historic Key West venue. Originally from Columbia, South Carolina, Tim captivates audiences with…
Free
Tony Baltimore at Schooner Wharf Bar
Experience the captivating sounds of musician Tony Baltimore at the iconic Schooner Wharf Bar in Key West. With stunning dockside views and a laid-back atmosphere,…
Free
Burgers & Buffett Tunes at Comedy Key West
At Comedy Key West's Burgers & Buffett Tunes, acclaimed musician Caleb Hogan channels Jimmy Buffett in an unforgettable tribute. This engaging lunchtime show masterfully blends…
$28
Joe the Show ~ Rick’s Bar Downstairs Stage at Rick’s Entertainment Complex
Experience the electrifying performance of Joe the Show at Rick's Bar Downstairs Stage in Key West's renowned Rick's Entertainment Complex. Known for his captivating stage…
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
Hemingway in a Funny Way at Comedy Key West
Join comedian James Scott Patterson at Comedy Key West for Hemingway in a Funny Way, an uproarious tribute to the legendary writer. With his witty…
$28
Pete & Larry Sloppy 2nds at Sloppy Joe’s Bar
Experience unforgettable nights with the dynamic duo Pete & Larry, known as Sloppy 2nds, at the iconic Sloppy Joe's Bar. Their blend of humor and…
Free
DALLAS REMINGTON ~ Durty Harry’s Stage at Rick’s Entertainment Complex
Dallas Remington takes center stage at Rick's Entertainment Complex, captivating the audience with her dynamic musical prowess. Known for her engaging performances, Dallas blends soulful…
Free
Gulfstream Band at Schooner Wharf Bar
Experience the captivating sounds of the Gulfstream Band at the iconic Schooner Wharf Bar in Key West. This talented group of musicians energizes the waterfront…
Free
Joe the Show ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Experience the electrifying presence of Joe the Show at Rick's Bar in Key West's premier entertainment hub. Known for his captivating performances and magnetic energy,…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the mesmerizing Magic of Frank Everhart at the legendary Schooner Wharf Bar. Renowned magician Frank Everhart captivates audiences with his enchanting performances, weaving wonder…
Free
DJ Marty ~ Red Garter Saloon at Rick’s Entertainment Complex
DJ Marty takes the stage at the Red Garter Saloon, delivering an electrifying experience at Rick's Entertainment Complex. Known for his dynamic sets and infectious…
Free
Jordan Rock at Comedy Key West
Join us at Comedy Key West for a night of laughter with Jordan Rock, renowned for his roles in Netflix's LOVE and HBO Max's LOVE…
$30
The Young Dubliners at Key West Theater
Experience the electrifying energy of The Young Dubliners at Key West Theater, where their dynamic Celtic rock melodies will ignite the stage. Known for their…
$
DURTBAGS~ Durty Harry’s Stage at Rick’s Entertainment Complex
Experience the electrifying energy of The Durtbags, Key West's ultimate party rock band, as they take the stage every Thursday through Sunday at Durty Harry's…
Free
DJ Chaka ~ Rick’s Bar Upstairs at Rick’s Entertainment Complex
Experience an unforgettable night at Rick's Bar Upstairs with DJ Chaka, the pulsating heart of Rick's Entertainment Complex. Known for his electrifying sets, DJ Chaka…
Free
Saltwater Saints at Sloppy Joe’s Bar
Experience the captivating performance of the Saltwater Saints at Sloppy Joe's Bar, a historic Key West landmark renowned for its vibrant ambiance. The Saltwater Saints…
Free
Karaoke w/ Jason ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Join Jason for an exhilarating night of karaoke at Rick's Bar, located in Rick's Entertainment Complex, the heartbeat of Key West nightlife. Jason's infectious energy…
Free