Wednesday Filet Day at Mary Ellen’s
Every Wednesday at Mary Ellen's Bar in Old Town Key West, enjoy Filet Day alongside live entertainment that electrifies the neighborhood atmosphere. While savoring comfort…
38 events found.
Events for February 12, 2026
Ongoing
DJ Todd ~ Red Garter Saloon Stage
Renowned DJ Todd electrifies the crowd at the Red Garter Saloon Stage within Rick's Entertainment Complex, Key West's nightlife centerpiece. His dynamic mixes and infectious…
Free
DJ Duke ~ Rick’s Bar Upstairs Stage
Experience the electrifying beats of DJ Duke at Rick's Bar Upstairs Stage, located in the vibrant heart of Old Town Key West. Known for his…
Free
CRANK SINATRA~ Durty Harry’s Stage
Experience the electrifying performance of Krank Sinatra at Durty Harry's Stage in Rick's Entertainment Complex. Known for their dynamic stage presence, the band delivers an…
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/ Davis ~ Rick’s Bar Downstairs Stage
Join Davis for an unforgettable karaoke night at Rick's Bar Downstairs Stage in Key West. Known for his engaging and lively performances, Davis invites you…
Free
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
Daytime event to test 29, Stage B
Do not fear mistakes. There are none.
$25
Daytime event to test 32, Stage A
Do not fear mistakes. There are none.
$25
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
Prime of Life Yoga with Monica Haskell
Join Monica Haskell for Prime of Life Yoga, a rejuvenating experience amidst the serene beauty of the Key West Tropical Forest & Botanical Garden. Known…
$20
Izzy Zaidman at Sloppy Joe’s Bar
Experience the captivating sounds of Izzy Zaidman at Sloppy Joe's Bar, where his Steel Resonator guitar brings American Roots music to life. Since his move…
Free
Trenton Chandler ~ Rick’s DownStairs Stage
Experience the electrifying performance of Trenton Chandler at Rick's DownStairs Stage in Key West. A passionate country musician and songwriter from Shallowater, Texas, Trenton draws…
Free
Wolf Love at Sloppy Joe’s Bar
Experience the captivating performance of Wolf Love at the historic Sloppy Joe's Bar in Key West. As part of Put-In-Bay Days, Wolf Love fills the…
Free
Sid The Bayou Kid at Sloppy Joe’s Bar
Sid The Bayou Kid, a charismatic musician from Thibodaux, LA, captivates audiences with his swamp-infused sound. With over 30 years of experience, Sid brings his…
Free
Ross Brown at Schooner Wharf Bar
Experience the captivating live performance of musician Ross Brown at the iconic Schooner Wharf Bar in Key West's Seaport. Enjoy his soulful melodies in a…
Free
Truman Waterfront Farmers Market
Enjoy the vibrant atmosphere at Truman Waterfront Farmers Market, where local entertainers set the mood with captivating performances. Every Thursday from 2 to 7 pm,…
Free
Jeff Harris ~ Rick’s Bar Downstairs Stage
Experience the captivating sounds of musician Jeff Harris as he takes the stage at Rick's Bar Downstairs, nestled in Key West's vibrant Old Town. Known…
Free
Daytime event to test 37, Stage C
Do not fear mistakes. There are none.
$25
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…
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
Caribe of Key West at El Meson de Pepes on Mallory Square
Caribe of Key West delivers an electrifying performance at El Meson de Pepe on Mallory Square, infusing the vibrant atmosphere with lively music. As you…
Pete & Larry Sloppy 2nds at Sloppy Joe’s Bar
Catch the dynamic duo Pete & Larry, better known as Sloppy 2nds, at the iconic Sloppy Joe's Bar. With their infectious humor and lively performances,…
Free
Filming Sit with Kit Podcast Episodes
Join charismatic host Kit in filming Sit with Kit podcast episodes at Angelina's Pizzeria in Key West. Known for its vibrant energy and engaging conversations,…
Free
Bria Ansara at Berlin’s Cocktail Bar
Immerse yourself in an unforgettable evening with Bria Ansara at Berlin's Cocktail Bar. Nestled in Key West's A&B Lobster House, this hidden gem offers a…
Free
Nick Brownell at Schooner Wharf Bar
Nick Brownell enchants audiences at Schooner Wharf Bar with his captivating musical performances. Nestled in Key West's historic seaport, this open-air venue is the perfect…
Free
Scott Kirby With Mike Michaels at Key West Theater
Scott Kirby, renowned for his captivating performances, takes center stage at the historic Key West Theater. A masterful musician with a deep connection to his…
$
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
Joe the Show ~ Rick’s Bar Downstairs Stage
Experience the electrifying performance of Joe the Show at Rick's Bar Downstairs Stage. Known for his dynamic presence and captivating musical talent, Joe brings an…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the enchanting Magic of Frank Everhart at Schooner Wharf Bar. Renowned for his captivating performances, Frank seamlessly blends illusion and charm, leaving audiences spellbound.…
Free
DJ Marty ~ Red Garter Saloon Stage
Experience the electrifying beats of DJ Marty live on the Red Garter Saloon Stage at Rick's Entertainment Complex in Old Town Key West. Renowned for…
Free
DJ Chaka ~ Rick’s Bar Upstairs Stage
Experience the electrifying beats of DJ Chaka at Rick's Bar Upstairs Stage. Known for his dynamic mixes and infectious energy, DJ Chaka transforms the largest…
Free
DURTBAGS~ Durty Harry’s Stage
Experience the electrifying energy of Key West’s ultimate party band, The Durtbags, at Durty Harry's Stage. Rocking the heart of Rick's Entertainment Complex, their dynamic…
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,…
LaurLea & Tripp Fabulous at Sloppy Joe’s Bar
Join LaurLea & Tripp Fabulous at Sloppy Joe's Bar for an unforgettable night of party rock hits from Philadelphia! Performing live from 10:00pm-2:00am, this energetic…
Free
Karaoke w/ Jason ~ Rick’s Bar Downstairs Stage
Join Jason for an unforgettable night of karaoke at Rick's Bar Downstairs Stage. Known for his lively energy and engaging presence, Jason turns the stage…
Free