DJ Marty ~ Red Garter Saloon Stage
Experience the electrifying beats of DJ Marty at the Red Garter Saloon Stage in Rick's Entertainment Complex. Known for his dynamic mixes and vibrant energy,…
Free
41 events found.
entertainment
Events for February 15, 2026
Ongoing
Zach Lovering at General Horseplay
Zach Lovering captivates audiences at General Horseplay, infusing the lively cocktail bar with his dynamic musical performances. Known for his engaging presence and vibrant sound,…
Free
DJ Chaka ~ Rick’s Bar Upstairs Stage
Experience the electrifying beats of DJ Chaka at Rick's Bar Upstairs Stage in Key West. Known for his dynamic soundscapes and vibrant mixes, DJ Chaka…
Free
Chase Shepard Band at The Bull & Whistle Bar
Experience the electrifying Chase Shepard Band live at The Bull & Whistle Bar, Key West’s iconic nightlife spot. Dive into a night of energetic performances,…
Free
DURTBAGS ~ Durty Harry’s Stage
Experience the ultimate Key West nightlife with The Durtbags, the island’s premier party rock band, lighting up Durty Harry's Stage at Rick's Entertainment Complex. Catch…
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,…
Mike Stack & D-Lew at General Horseplay
Join Mike Stack & D-Lew at General Horseplay in Old Town Key West for an unforgettable night of live music. Known for their energizing performances…
Free
Jack and Jim at Irish Kevin’s Bar
Experience the electrifying duo Jack and Jim at Irish Kevin’s Bar in Key West. Known for their dynamic performances, they engage audiences with lively music…
Free
Cachete at Tiki House Key West
Experience the vibrant rhythms of Cachete at Tiki House Key West. This talented entertainer brings an infectious energy and captivating performance style that will leave…
Free
Karaoke w/ Jason ~ Rick’s Bar Downstairs Stage
Join Jason for an unforgettable karaoke night at Rick's Bar on the Downstairs Stage. As a charismatic entertainer, Jason brings energy and excitement, transforming the…
Free
Chris Thomas at Sloppy Joe’s Bar
Renowned musician Chris Thomas electrifies audiences at Sloppy Joe's Bar, a historic Key West landmark. Known for his captivating performances, Thomas brings a dynamic blend…
Free
Bradd Shadduck at Irish Kevin’s Bar
Experience the dynamic energy of musician Bradd Shadduck at Irish Kevin’s Bar in the heart of Key West's Old Town. Known for his engaging performances…
Free
Harley Ray ~ Rick’s Downstairs Stage
Experience the electrifying performance of musician Harley Ray at Rick's Downstairs Stage in Old Town Key West. Known for his dynamic sound and captivating presence,…
Free
John LaMere at Sloppy Joe’s Bar
John LaMere has captivated audiences at Sloppy Joe's Bar since 2011, with his dynamic performances and extensive song list. A weekly fixture on the iconic…
Free
Mylo O’maolain at Schooner Wharf Bar
Experience the captivating sounds of Mylo O'Maolain at Schooner Wharf Bar, a lively open-air venue in Key West. Known for his dynamic performances, Mylo enchants…
Free
Aaron Blumer at Hog’s Breath Saloon
Experience an unforgettable evening with musician Aaron Blumer at Hog's Breath Saloon, located in Key West's bustling Mallory Square District. Known for his captivating performances,…
Free
Sheldon Benton at Sunset Pier
Sheldon Benton captivates audiences at Sunset Pier, Key West, with his dynamic live performances. Known for his engaging stage presence and versatile repertoire, Benton adds…
Free
The Reverend TJ at Tiki House Key West
Join The Reverend TJ for an unforgettable evening at Tiki House Key West. Known for his dynamic performances and engaging stage presence, The Reverend TJ…
Free
David Warren at The Bull & Whistle Bar
David Warren brings his dynamic musical talents to The Bull & Whistle Bar, a vibrant nightlife spot in Key West’s Old Town. Known for his…
Free
Jeff Harris at Irish Kevin’s Bar
Experience the dynamic performance of Jeff Harris at Irish Kevin’s Bar in Key West. Known for his engaging live music, Jeff captivates audiences with his…
Free
Trenton Chandler ~ Rick’s Bar Downstairs Stage
Catch Trenton Chandler, a talented country musician and songwriter from Shallowater, Texas, live on the Rick's Bar Downstairs Stage. Influenced by legends like Elvis and…
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
World Famous 801 Girls- 5pm Show
The World Famous 801 Girls captivate audiences with their dazzling performances at the lively 801 Bourbon Bar in Old Town Key West. Known for their…
QMitch Drag Queen Bingo at 22&Co
Experience an unforgettable night with QMitch Drag Queen Bingo at 22&Co in Old Town Key West. Renowned for dazzling performances and unmatched charisma, QMitch transforms…
Free
Sunday Jazz at the Gardens
Experience the soulful melodies of Sunday Jazz at the Gardens, where talented musicians serenade guests in the enchanting ambiance of The Gardens Hotel. Amidst lush…
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
The Robert Albury Band at Sunset Pier
Experience the vibrant energy of The Robert Albury Band at Sunset Pier, where soulful melodies complement the stunning Key West sunset. As charismatic performers, they…
Free
Oren Polak at Irish Kevin’s Bar
Oren Polak brings an electrifying energy to Irish Kevin's Bar, a vibrant hotspot in Key West's Old Town known for its nonstop entertainment. As a…
Free
Meghan Barter at Schooner Wharf Bar
Meghan Barter, a captivating musician, brings her vibrant energy and soulful tunes to the Schooner Wharf Bar in Key West's historic seaport. Her performances at…
Free
DJ Marty ~ Red Garter Saloon Stage
Experience an electrifying night with DJ Marty at the Red Garter Saloon Stage, located within Rick's Entertainment Complex in Key West. Known for his dynamic…
Free
Elle Haley at Tiki House Key West
Join the captivating Elle Haley at Tiki House Key West for an unforgettable musical experience. Known for her soulful voice and dynamic performance, Elle brings…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the mesmerizing Magic of Frank Everhart at the Schooner Wharf Bar in Key West. Known for his captivating illusions and engaging personality, Everhart brings…
Free
Aaron Hudgins ~ Rick’s Bar Downstairs Stage
Experience the captivating sounds of Aaron Hudgins at Rick's Bar Downstairs Stage, nestled in Key West's vibrant nightlife hub. Hudgins, a skilled musician, delivers an…
Free
Sandra Lee at The Bull & Whistle Bar
Experience the captivating sounds of musician Sandra Lee at The Bull & Whistle Bar. Nestled in Key West's vibrant Old Town, her soulful performances breathe…
Free
DJ Kori ~ Rick’s Bar Upstairs Stage
Experience an electrifying night with DJ Kori on the Upstairs Stage at Rick's Bar. Known for her dynamic mixes and captivating beats, DJ Kori transforms…
Free
DURTBAGS~ Durty Harry’s Stage
Experience the electrifying energy of The Durtbags, Key West's premier party and rock band, at Durty Harry's Stage. Performing every Thursday through Sunday, The Durtbags…
Free
Tim Williams Band at Hog’s Breath Saloon
Catch the electrifying Tim Williams Band at Hog's Breath Saloon, where their dynamic performances and infectious energy create an unforgettable musical experience. Set in Key…
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,…
LaurLea & Tripp Fabulous at Sloppy Joe’s Bar
Catch LaurLea & Tripp Fabulous, a dynamic party rock band from Philadelphia, lighting up the stage at Sloppy Joe's Bar with high-energy performances from 10:00…
Free
Mylo O’Maolain at Irish Kevin’s Bar
Experience the vibrant energy of Mylo O'Maolain at Irish Kevin’s Bar. A captivating musician known for engaging performances, Mylo combines lively tunes with audience interaction,…
Free
Karaoke w/ Jason ~ Rick’s Bar Downstairs Stage
Join Jason for an unforgettable karaoke experience at Rick's Bar Downstairs Stage. As the heart and soul of the night, Jason brings infectious energy that…
Free