DJ Marty ~ Red Garter Saloon Stage
Experience the electrifying beats of DJ Marty on the Red Garter Saloon Stage at Rick's Entertainment Complex in Key West. Known for his high-energy sets,…
Free
32 events found.
entertainment
Events for February 20, 2026
Ongoing
Hot Girl Bummer at General Horseplay
Join the excitement at General Horseplay with Hot Girl Bummer, an electrifying entertainer known for her dynamic performances and infectious energy. Located in vibrant Old…
Free
DJ Chaka ~ Rick’s Bar Upstairs Stage
Experience an electrifying night with DJ Chaka on the Rick's Bar Upstairs Stage. Known for spinning an eclectic mix of tunes that keep the crowd…
Free
DURTBAGS~ Durty Harry’s Stage
Experience the electrifying energy of The Durtbags, Key West’s premier party rock band, at Durty Harry's Stage. Every Thursday through Sunday, they deliver unforgettable live…
Free
Alex Anthony Band at Hog’s Breath Saloon
Experience the electrifying Alex Anthony Band live at Hog's Breath Saloon, Key West. Known for their dynamic performances and captivating energy, Alex Anthony leads a…
Free
Karaoke with Foss at RockHouse Live
Experience an unforgettable night of entertainment with Foss at RockHouse Live in Key West. Known for electrifying performances, Foss brings charisma and energy to the…
Free
Karaoke at Bobby’s Monkey Bar
Join the vibrant scene at Bobby's Monkey Bar in Old Town Key West for an unforgettable karaoke night. The spirited entertainer keeps the energy high,…
Karaoke w/ Jason ~ Rick’s Bar Downstairs Stage
Join Jason for an unforgettable karaoke experience at Rick's Bar on the Downstairs Stage. Known for his engaging presence and charismatic hosting style, Jason turns…
Free
Rolando Rojas at Sloppy Joe’s Bar
Experience the electrifying performance of Rolando Rojas at Sloppy Joe's Bar, where his charismatic stage presence and exceptional guitar skills captivate audiences. As a leading…
Free
Mike Stack & D-Lew at Tiki House Key West
Experience an unforgettable night at Tiki House Key West with the dynamic duo, Mike Stack & D-Lew. Their electrifying performance blends captivating melodies and energizing…
Free
Wynn Tayor ~ Rick’s Bar Downstairs Stage
Catch the captivating Wynn Taylor performing live at Rick's Bar Downstairs Stage. Known for his energetic and soulful performances, Wynn brings a dynamic blend of…
Free
Tim Hollohan at Sloppy Joe’s Bar
Tim Hollohan, a talented musician originally from Columbia, South Carolina, captivates audiences at Sloppy Joe's Bar in Key West. Known for his engaging stage presence,…
Free
Tony Baltimore at Schooner Wharf Bar
Tony Baltimore brings his vibrant musical talent to the Schooner Wharf Bar, infusing the historic Key West venue with captivating live performances. In a laid-back,…
Free
Elle Haley at Hog’s Breath Saloon
Experience the captivating performance of musician Elle Haley at Hog's Breath Saloon, a vibrant venue in Key West's Mallory Square District. Elle fills the dive…
Free
Jockey Jord at Sunset Pier
Experience an unforgettable evening with Jockey Jord at Sunset Pier. This talented musician captivates audiences with lively tunes against the stunning backdrop of Key West's…
Free
Jessie Cotton Stone at The Bull & Whistle Bar
Experience the captivating sounds of Jessie Cotton Stone at The Bull & Whistle Bar, a vibrant venue in Key West's Old Town. Known for engaging…
Free
Joe the Show ~ Rick’s Bar Downstairs Stage
Experience an electrifying performance by Joe the Show at Rick's Bar Downstairs Stage. Known for his dynamic presence and musical prowess, Joe captivates audiences with…
Free
Dan Harvey Duo at Hog’s Breath Saloon
Experience the electrifying performance of the Dan Harvey Duo at Hog's Breath Saloon in Key West. Known for their captivating tunes and vibrant energy, the…
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
JOE THE SHOW ~ Durty Harry’s Stage
Experience the electrifying performance of Joe The Show at Durty Harry's Stage in Key West's iconic Rick's Entertainment Complex. Known for his dynamic musical talent…
Free
Scallywagz Band at Schooner Wharf Bar
Experience the vibrant sounds of the Scallywagz Band at the Schooner Wharf Bar in Key West. Known for their lively performances, the band brings an…
Free
Gerd Rube at Tiki House Key West
Experience the captivating sounds of Gerd Rube at Tiki House Key West. Renowned for his dynamic performances and eclectic music style, Gerd Rube brings a…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the enchanting Magic of Frank Everhart at the Schooner Wharf Bar in Key West. Known for captivating performances, Everhart's illusions and sleight-of-hand tricks mesmerize…
Free
DJ Marty ~ Red Garter Saloon Stage
Experience the electrifying vibes of DJ Marty at the Red Garter Saloon Stage in Rick's Entertainment Complex. Known for his dynamic mixes and infectious energy,…
Free
Elle Haley ~ Rick’s Bar Downstairs Stage
Experience the captivating performance of musician Elle Haley on the Downstairs Stage at Rick's Bar. Known for her dynamic presence and soulful sound, Elle creates…
Free
David Warren Band at The Bull & Whistle Bar
Experience the electrifying performance of the David Warren Band at The Bull & Whistle Bar in Key West. Renowned for their dynamic stage presence and…
Free
DURTBAGS ~ Durty Harry’s Stage
Catch Key West's ultimate party experience with The Durtbags at Durty Harry's Stage! This electrifying rock band performs live every Thursday through Sunday at Rick’s…
Free
Tequila Time Machine at General Horseplay
Experience the electrifying energy of Tequila Time Machine at General Horseplay, where this captivating band transports you through musical eras with their dynamic performances. Nestled…
Free
Karaoke at Bobby’s Monkey Bar
Join the vibrant scene at Bobby's Monkey Bar in Old Town Key West for an unforgettable karaoke night. The spirited entertainer keeps the energy high,…
Naked Karate Girls at Sloppy Joe’s Bar
Experience the electrifying energy of the Naked Karate Girls, the ultimate party band hailing from Cincinnati. Known as The Best Band in the Galaxy, their…
Free
Trumastr at Tiki House Key West
Experience the captivating performance of Trumastr at Tiki House Key West! Known for his dynamic presence and exceptional musical talent, Trumastr creates an unforgettable atmosphere…
Free
Karaoke w/ Jason ~ Rick’s Bar Downstairs Stage
Join Jason for an unforgettable karaoke night at Rick's Bar Downstairs Stage. Known for his infectious energy and captivating charisma, Jason transforms the evening into…
Free