DJ Todd ~ Red Garter Saloon at Rick’s Entertainment Complex
Experience an electrifying night with DJ Todd at the Red Garter Saloon, part of Rick's Entertainment Complex in Key West. Known for his dynamic sets…
Free
26 events found.
Events for January 30, 2026
Ongoing
KRANK SINATRA~ Durty Harry’s Stage at Rick’s Entertainment Complex
Experience the electrifying performance of Krank Sinatra at Durty Harry's Stage, Rick's Entertainment Complex. Known for their dynamic stage presence and powerful sound, Krank Sinatra…
Free
DJ Duke ~ Rick’s Bar Upstairs at Rick’s Entertainment Complex
Experience an unforgettable night with DJ Duke at Rick's Bar, located upstairs at Rick's Entertainment Complex in Old Town Key West. Known for his vibrant…
Free
Karaoke w/ Davis ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Join Davis for an unforgettable karaoke experience at Rick's Bar, nestled in the vibrant Rick's Entertainment Complex in Old Town Key West. Known for his…
Free
daytime event to test 18
Do not fear mistakes. There are none.
$25
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 Rolando Rojas at Sloppy Joe's Bar, where his unparalleled guitar skills and captivating stage presence redefine charisma and talent. As a top…
Free
Wynn Tayor ~ Rick’s Bar Downstairs Stage at Rick’s Entertainment Complex
Experience the captivating performance of musician Wynn Taylor at Rick's Bar Downstairs Stage in Rick's Entertainment Complex. Known for his electrifying presence and musical prowess,…
Free
Tim Hollohan at Sloppy Joe’s Bar
At Sloppy Joe's Bar, Tim Hollohan captivates audiences with his vibrant stage presence and interactive performances. Originally from Columbia, South Carolina, Tim's dynamic musical talents…
Free
Tony Baltimore at Schooner Wharf Bar
At the historic Schooner Wharf Bar in Key West, experience the captivating sounds of musician Tony Baltimore. Known for his engaging performances, Tony brings a…
Free
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 premier entertainment complex. Known for his dynamic musical talent,…
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, where he hilariously explores the zanier side of Ernest Hemingway's…
$28
Pete & Larry Sloppy 2nds at Sloppy Joe’s Bar
Experience the uproarious antics of Pete & Larry Sloppy 2nds at Sloppy Joe's Bar, where this dynamic duo delivers nights filled with laughter and music.…
Free
DALLAS REMINGTON ~ Durty Harry’s Stage at Rick’s Entertainment Complex
Experience Dallas Remington live at Durty Harry's Stage in Rick's Entertainment Complex, Key West's iconic nightlife venue. Known for her captivating performances, Dallas brings a…
Free
Jeff Clark Band at Schooner Wharf Bar
Experience the electrifying sounds of the Jeff Clark Band at the Schooner Wharf Bar, Key West's beloved open-air venue. Known for his captivating performances, Jeff…
Free
The Janzen Boys at Key West Theater
Experience the captivating sounds of The Janzen Boys at the Key West Theater's Back Stage Listening Room. Renowned for their acoustic brilliance, The Janzen Boys…
$
Joe the Show ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Enjoy an unforgettable night with Joe the Show at Rick's Bar, part of Key West's largest entertainment complex. Known for electrifying performances, Joe The Show…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the mesmerizing Magic of Frank Everhart at Schooner Wharf Bar. Renowned for his captivating illusions and charismatic performance, Frank Everhart enchants audiences in this…
Free
DJ Marty ~ Red Garter Saloon at Rick’s Entertainment Complex
Join DJ Marty at the Red Garter Saloon in Rick's Entertainment Complex, Key West's vibrant nightlife hub. Known for electrifying beats and dynamic mixes, DJ…
Free
Jim Florentine at Comedy Key West
Join us at Comedy Key West for a night of laughter with Jim Florentine, a comedic powerhouse renowned for his 25-year career across multiple media…
$33
DURTBAGS~ Durty Harry’s Stage at Rick’s Entertainment Complex
Experience the exhilarating energy of The Durtbags, Key West’s premier party rock band, at Durty Harry’s Stage in Rick's Entertainment Complex. Playing live every Thursday…
Free
DJ Chaka ~ Rick’s Bar Upstairs at Rick’s Entertainment Complex
Experience the electrifying beats of DJ Chaka at Rick's Bar Upstairs, located in Key West's renowned Rick's Entertainment Complex. Known for his dynamic mixes and…
Free
Juliano Brothers at Sloppy Joe’s Bar
Join the Juliano Brothers, a vibrant trio from West Deptford, NJ, at Sloppy Joe's Bar, Key West. Known for infectious energy and uplifting tunes, they…
Free
Karaoke w/ Jason ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Join Jason for an unforgettable karaoke night at Rick's Bar, located downstairs at Rick's Entertainment Complex in Key West. Jason's charismatic hosting and dynamic energy…
Free