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
26 events found.
Events for January 29, 2026
Ongoing
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
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
daytime event to test 17
Do not fear mistakes. There are none.
$25
Ambitious Morning Runners
Join the Ambitious Morning Runners at White Street Pier in Key West for an invigorating start to your day. While there isn't a specific entertainer,…
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
Izzy Zaidman at Sloppy Joe’s Bar
Izzy Zaidman, a dynamic musician, captivates audiences at Sloppy Joe's Bar with his soulful American Roots sound. Since relocating to Key West in 2021, his…
Free
Sid The Bayou Kid at Sloppy Joe’s Bar
Experience the captivating sounds of Sid The Bayou Kid as he brings his swampy, soulful tunes to Sloppy Joe's Bar in Key West. With over…
Free
Ross Brown at Schooner Wharf Bar
Ross Brown, a talented musician, captivates audiences with his lively performances at Schooner Wharf Bar in Key West. With the picturesque backdrop of the seaport,…
Free
Burgers & Buffett Tunes at Comedy Key West
Experience the musical magic of Jimmy Buffett at Comedy Key West with Caleb Hogan's one-of-a-kind tribute show, Burgers & Buffett Tunes. Hogan captivates audiences by…
$28
Jeff Harris ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Join talented musician Jeff Harris at Rick's Bar, nestled within Rick's Entertainment Complex in Key West. Experience his captivating live performances in Florida's largest club…
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
Pete & Larry Sloppy 2nds at Sloppy Joe’s Bar
Join Pete & Larry, the dynamic duo known as Sloppy 2nds, at the iconic Sloppy Joe’s Bar for an unforgettable night. With infectious humor and…
Free
Nick Brownwell at Schooner Wharf Bar
Nick Brownwell lights up Schooner Wharf Bar with his captivating performances, blending vibrant rhythms and soulful melodies in Key West's iconic open-air venue. As a…
Free
Scott Kirby With Lew London at Key West Theater
Experience the captivating performance of Scott Kirby, a talented and renowned musician, at the iconic Key West Theater. Known for his engaging stage presence and…
$
Catch The Mania Trivia at Brady’s Pub
Join us at Brady's Pub for Catch The Mania Trivia, hosted by an enigmatic entertainer who promises a night of fun and excitement. Dive into…
Free
Andy’s Cabana Open Mic No Mic Night
At Andy's Cabana Open Mic No Mic Night, the real star is the performer who captivates the audience with raw, acoustic talent. In the heart…
Free
Andrew B. ~ Rick’s Bar Downstairs at Rick’s Entertainment Complex
Join musician Andrew B. at Rick's Bar Downstairs in Rick's Entertainment Complex for a captivating night of live music. Known for his dynamic performances, Andrew…
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 performances, Frank Everhart brings enchantment to…
Free
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
Jim Florentine at Comedy Key West
Join us at Comedy Key West for a night of laughter with the legendary Jim Florentine. With a career spanning nearly 25 years, Florentine is…
$33
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
Juliano Brothers at Sloppy Joe’s Bar
The Juliano Brothers, a dynamic trio, light up Sloppy Joe's Bar with their exuberant performances, promising to elevate your mood with lively music. From 10:00pm…
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