DJ Marty ~ Red Garter Saloon at Rick’s Entertainment Complex
Experience an electrifying night with DJ Marty at the Red Garter Saloon, nestled within Rick's Entertainment Complex in Key West. Known for his dynamic mixes…
Free
24 events found.
Events for January 25, 2026
Ongoing
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 light up Durty Harry’s Stage at Rick’s Entertainment Complex. Performing…
Free
DJ Duke ~ Rick’s Bar Upstairs at Rick’s Entertainment Complex
Experience the electrifying beats of DJ Duke at Rick's Bar, located in the vibrant Rick's Entertainment Complex in Key West. Renowned for his dynamic mixes…
Free
Karaoke w/ Jason ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Join Jason for an unforgettable karaoke experience at Rick's Bar, located downstairs at Rick's Entertainment Complex in Key West. Known for his dynamic stage presence…
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
Chris Thomas at Sloppy Joe’s Bar
Catch the captivating Chris Thomas live at Sloppy Joe's Bar, a historic Key West gem since 1937. Known for his dynamic performances, Chris brings an…
Free
John LaMere at Sloppy Joe’s Bar
John LaMere, a staple at Sloppy Joe's Bar since 2011, captivates audiences with his extensive and diverse song list, making every performance unforgettable. Known for…
Free
Gary Hempsey at Schooner Wharf Bar
Gary Hempsey captivates audiences at the Schooner Wharf Bar with his musical talents, delivering an unforgettable performance in Key West's laid-back, open-air setting. Surrounded by…
Free
Tea Dance at La Te Da
Experience a vibrant evening at Tea Dance at La Te Da, featuring the incredible Randy Roberts. Delight in raunchy drag performances and masterful impersonations of…
Free
Trenton Chandler ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Experience the soulful melodies of Trenton Chandler, a talented country musician from Shallowater, Texas, as he takes the stage at Rick's Bar in Key West.…
Free
801 Karaoke – Hosted by Jeff
Join the unforgettable Sunday karaoke at 801 Bourbon Bar, hosted by the charismatic Jeff. Known for his engaging personality, Jeff takes center stage, making each…
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
Mojito at Sloppy Joe’s Bar
Experience the electrifying sounds of Mojito at Sloppy Joe's Bar, where their upbeat Latin rhythms will have you dancing all night long. This historic Key…
Free
Chris Kasper Duo at Schooner Wharf Bar
Enjoy an unforgettable performance by the Chris Kasper Duo at the Schooner Wharf Bar, a beloved waterfront venue in Key West. Known for their captivating…
Free
80s & 90s Trivia Night
Join 80s & 90s Trivia Night at The Retro Room in Old Town, Key West, where an engaging entertainer takes you on a nostalgic journey.…
Free
DJ Marty ~ Red Garter Saloon at Rick’s Entertainment Complex
Experience the electrifying beats of DJ Marty at the Red Garter Saloon, part of Rick's Entertainment Complex in Key West. Known for his dynamic sets…
Free
Jordan Rock at Comedy Key West
Join us at Comedy Key West for an unforgettable night with Jordan Rock, renowned for his roles in Netflix's LOVE and HBO Max's LOVE LIFE.…
$30
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the mesmerizing Magic of Frank Everhart at the iconic Schooner Wharf Bar. Renowned magician Frank Everhart captivates audiences with his spellbinding performances, creating magical…
Free
Bradd Shadduck ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Experience an unforgettable night with Bradd Shadduck at Rick's Bar in Key West's premier entertainment complex. A talented musician, Shadduck captivates audiences with his dynamic…
Free
Homegrown ~ Rick’s Bar Downstairs Stage at Rick’s Entertainment Complex
Experience the electrifying sounds of Homegrown at Rick's Bar Downstairs Stage within Rick's Entertainment Complex. This dynamic band brings their unique energy to the heart…
Free
DURTBAGS ~ Durty Harry’s Stage at Rick’s Entertainment Complex
Join The Durtbags, Key West's premier party rock band, for an electrifying experience at Durty Harry's Stage in Rick's Entertainment Complex. Performing 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 in Rick's Entertainment Complex, Key West. As the powerhouse DJ of the night, Chaka…
Free
Saltwater Saints at Sloppy Joe’s Bar
Experience the dynamic performance of Saltwater Saints at Sloppy Joe's Bar, a legendary Key West venue. Known for their captivating blend of tropical rock and…
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 in Rick's Entertainment Complex, Key West. As a standout entertainer, Jason energizes the crowd…
Free