Monday Night Football at Rick’s Entertainment Complex
Join the excitement of Monday Night Football at Rick's Entertainment Complex in Old Town Key West. Amidst the vibrant nightlife, experience electrifying performances by talented…
Free
19 events found.
entertainment
Events for January 28, 2026
Ongoing
DJ Marty ~ Red Garter Saloon at Rick’s Entertainment Complex
Immerse yourself in an unforgettable night with DJ Marty at the Red Garter Saloon in Rick's Entertainment Complex. Known for crafting electrifying playlists that keep…
Free
HYPER DRIVE ~ Durty Harry’s Stage at Rick’s Entertainment Complex
Experience the electrifying energy of Hyper Drive at Durty Harry's Stage in Rick's Entertainment Complex, Key West's nightlife epicenter. Known for their dynamic performances, this…
Free
DJ Duke ~ Rick’s Bar Upstairs at Rick’s Entertainment Complex
Experience an electrifying night with DJ Duke at Rick's Bar, located upstairs at Key West's iconic Rick's Entertainment Complex. Renowned for his dynamic sets and…
Free
Karaoke w/ Jorge ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Join Jorge for an unforgettable karaoke night at Rick's Bar, located in the heart of Old Town Key West. Renowned for his charismatic stage presence…
Free
Izzy Zaidman at Sloppy Joe’s Bar
Izzy Zaidman, a passionate musician with his Steel Resonator guitar, fills Sloppy Joe's Bar with the rich sounds of American Roots music. Since moving to…
Free
Brian Roberts at Sloppy Joe’s Bar
Experience the captivating melodies of Brian Roberts at Sloppy Joe's Bar, a historic Key West landmark. Renowned for its vibrant atmosphere, the bar comes alive…
Free
Tony Baltimore at Schooner Wharf Bar
Experience the captivating talent of musician Tony Baltimore at the iconic Schooner Wharf Bar. Nestled in Key West's vibrant seaport, Tony's live performances resonate through…
Free
Harley Ray ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Experience the electrifying performance of musician Harley Ray at Rick's Bar, located in the heart of Old Town Key West's vibrant nightlife scene. Known for…
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
Victoria Leigh at Sloppy Joe’s Bar
Victoria Leigh captivates audiences at Sloppy Joe's Bar with her dynamic performances and inventive mashups. A Florida Keys–based singer, guitarist, and loop artist, she infuses…
Free
Jeff Clark at Schooner Wharf Bar
Jeff Clark sets the scene at Schooner Wharf Bar with his captivating musical performances. As a talented musician, he enchants audiences with his rhythmic melodies…
Free
Alice Howe & Freebo at Key West Theater
Experience the captivating sounds of Alice Howe & Freebo at the historic Key West Theater. Known for her soulful voice and evocative songwriting, Alice Howe,…
$
Joe the Show ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Experience the electrifying performance of Joe the Show at Rick's Bar, nestled in the heart of Old Town Key West. Known for his captivating stage…
Free
DJ Todd ~ Red Garter Saloon at Rick’s Entertainment Complex
Experience an unforgettable night with DJ Todd at the Red Garter Saloon, located within Rick's Entertainment Complex in Key West. Known for his electrifying sets…
Free
LUVBOM ~ Durty Harry’s Stage at Rick’s Entertainment Complex
LUVBOM will electrify Durty Harry's Stage at Rick's Entertainment Complex, located in lively Old Town Key West. As the heart of Key West nightlife, Rick's…
Free
DJ Duke ~ Rick’s Bar Upstairs at Rick’s Entertainment Complex
Experience an electrifying night with DJ Duke at Rick's Bar, located upstairs in Rick's Entertainment Complex. DJ Duke brings the beats to life in Key…
Free
Juliano Brothers at Sloppy Joe’s Bar
The Juliano Brothers, a dynamic trio from West Deptford, NJ, are set to electrify Sloppy Joe's Bar with their vibrant live performance. Known for their…
Free
Karaoke w/ Jorge ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Join Jorge for an unforgettable karaoke experience at Rick's Bar, located in Rick's Entertainment Complex in Old Town Key West. As the heart and soul…
Free