Eric Aardema at Hog’s Breath Saloon
Experience the captivating performance of Eric Aardema at Hog's Breath Saloon in Key West. Known for his dynamic musical talent, Eric delivers an unforgettable live…
Free
57 events found.
Events for February 25, 2026
Ongoing
Mark Teague & Rick Fusco at Hog’s Breath Saloon
Experience the captivating sounds of Mark Teague and Rick Fusco at Hog's Breath Saloon, Key West. With their engaging performances, these talented musicians bring vibrant…
Free
DJ Todd ~ Red Garter Saloon Stage
Experience an unforgettable night with DJ Todd at the Red Garter Saloon Stage, part of Rick's Entertainment Complex in Key West. DJ Todd captivates audiences…
Free
DJ Duke ~ Rick’s Bar Upstairs Stage
Experience an electrifying night with DJ Duke on the Upstairs Stage at Rick's Bar, Key West's largest club. Known for his dynamic sets and unmatched…
Free
The Questionables Punk Rock at General Horseplay
Get ready for an electrifying night with The Questionables, a dynamic punk rock band bringing high-energy performances to General Horseplay in Key West. Known for…
Free
LUVBOM ~ Durty Harry’s Stage
Experience the electrifying performance of LUVBOM at Durty Harry's Stage in Rick's Entertainment Complex, Key West. Known for their dynamic live shows and magnetic presence,…
Free
Mike Stone Band at Hog’s Breath Saloon
The Mike Stone Band electrifies the stage at Hog's Breath Saloon in Key West, infusing the vibrant dive bar with an infectious energy. Their captivating…
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/ Jorge ~ Rick’s Bar Downstairs Stage
Join DJ Jorge for an unforgettable evening of karaoke at Rick's Bar Downstairs Stage. Known for his energetic hosting and diverse music selection, Jorge creates…
Free
Fishmonster Max- Daily Party Boat Fishing
Fishmonster Max offers a thrilling daily party boat fishing experience in Key West, perfect for families and groups. With its stable twin hulls, the boat…
$85.00
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
Aqua Yoga at Southernmost Beach Resort
Join an invigorating Aqua Yoga session at Southernmost Beach Resort, led by our expert instructor, who brings energy and tranquility to this unique waterside experience.…
$20
Aqua Yoga at Southernmost Beach Resort
Join an invigorating Aqua Yoga session at Southernmost Beach Resort, led by our expert instructor, who brings energy and tranquility to this unique waterside experience.…
$20
Izzy Zaidman at Sloppy Joe’s Bar
Izzy Zaidman, a talented musician who relocated to Key West in 2021, captivates audiences at Sloppy Joe's Bar with his Steel Resonator guitar. Bringing the…
Free
Distillery Tour – Key West Legal Rum Distillery
Experience an engaging distillery tour at Key West Legal Rum Distillery, featuring a skillful entertainer who brings the history and craft of rum making to…
Free
Mojito Class by Key West Legal Rum Distillery – Min 4 people
There is a minimum of 4 people. Please contact mojitoclass@gmail.com to schedule. Please put how many people and date in the subject line. Join Key…
$75.00
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Experience the captivating Glass Bottom Boat tour in Key West, where our knowledgeable captain and crew offer an engaging eco-tour. Enjoy unparalleled views of North…
$69.95
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…
Michael Corleto ~ Rick’s Bar Downstairs Stage
Experience the dynamic performance of Michael Corleto at Rick's Bar Downstairs Stage, located in Key West's premier entertainment hub. Renowned for his captivating stage presence…
Free
Brian Roberts at Sloppy Joe’s Bar
Experience the captivating performances of Brian Roberts at Sloppy Joe's Bar, a renowned Key West landmark. Known for his dynamic presence and musical prowess, Roberts…
Free
Tony Baltimore at Schooner Wharf Bar
Tony Baltimore captivates audiences at Schooner Wharf Bar with his dynamic musical performances. Nestled in Key West's historic seaport, this open-air gem provides picturesque dockside…
Free
Tony Baltimore at Schooner Wharf Bar
Tony Baltimore captivates audiences at Schooner Wharf Bar with his dynamic musical performances. Nestled in Key West's historic seaport, this open-air gem provides picturesque dockside…
Free
Andy Mauerman at Hog’s Breath Saloon
Experience the vibrant sounds of musician Andy Mauerman at Hog's Breath Saloon. Mauerman captivates audiences with his energetic performances, making each visit unforgettable. Enjoy his…
Free
Claire Finley at Sunset Pier
Claire Finley enchants Sunset Pier with her captivating live music, creating a vibrant atmosphere against the stunning backdrop of Key West's famous sunsets. Her soulful…
Free
Shastina Chiles at Hank’s Hair of the Dog Saloon
Shastina Chiles, a talented musician, brings her vibrant energy and soulful tunes to Hank's Hair of the Dog Saloon in Key West. Known for captivating…
Free
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Experience the magic of Key West's marine life aboard the Glass Bottom Boat. While our knowledgeable captain and crew guide you on an informative eco-tour,…
$69.95
Mic Smith at Tiki House Key West
Mic Smith brings his captivating musical performance to Tiki House Key West, enchanting audiences with his dynamic stage presence and exceptional talent. Known for his…
Free
Mac Calhoun at The Bull & Whistle Bar
Mac Calhoun captivates audiences at The Bull & Whistle Bar with his dynamic musical performances. Nestled on Key West's vibrant Duval Street, this lively venue…
Free
Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise
Join us for a vibrant aquatic adventure in Key West with our Reef Snorkeling, Dolphin Watch Eco Tour, and Sunset Cruise. Our passionate and friendly…
$79.95
Harley Ray ~ Rick’s Bar Downstairs Stage
Experience the electrifying performance of Harley Ray at Rick's Bar Downstairs Stage. Known for captivating audiences with a unique musical style, Harley Ray delivers an…
Free
Glass Bottom Boat Cruise – Key West’s Window to the Sea
Experience an unforgettable journey with Glass Bottom Boat - Key West's Window to the Sea. With an engaging and knowledgeable captain and crew, embark on…
$69.95
Mark Teague & Rick Fusco at Hog’s Breath Saloon
Experience the vibrant sounds of Mark Teague and Rick Fusco at Hog's Breath Saloon in Key West. Known for their captivating performances, these talented musicians…
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…
Jay Bangles at Tiki House Key West
Experience the captivating sounds of musician Jay Bangles at Tiki House Key West. Known for his vibrant performances, Jay blends various musical styles to create…
Free
Kari Wolf and Gigi at Hank’s Hair of the Dog Saloon
Kari Wolf captivates audiences with soulful melodies and dynamic performances at Hank's Hair of the Dog Saloon. Known for her engaging stage presence, Kari enchants…
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
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…
Jerica Rockabilly Quartet at Sunset Pier
Experience the electrifying sounds of the Jerica Rockabilly Quartet at Sunset Pier. This dynamic band brings a fresh twist to classic rockabilly tunes, captivating audiences…
Free
Victoria Leigh at Sloppy Joe’s Bar
Victoria Leigh, a dynamic Florida Keys–based musician, captivates audiences at Sloppy Joe's Bar with her energetic performances and inventive mashups. As a singer, guitarist, and…
Free
Jeff Clark at Schooner Wharf Bar
Jeff Clark enchants audiences at Schooner Wharf Bar with his captivating musical performances. Against the backdrop of Key West's stunning seaport, his skillful tunes create…
Free
Scott Kirby With Dave Edmisten at Key West Theater
Experience the captivating performance of Scott Kirby at the Key West Theater's Back Stage Listening Room. Renowned for his musical prowess, Kirby delivers an unforgettable…
$
Andrew B. ~ Rick’s Bar Downstairs Stage
Andrew B., a captivating musician, takes center stage at Rick's Bar Downstairs in Key West's largest entertainment venue. Known for his dynamic performances, Andrew B.…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the enchanting Magic of Frank Everhart at the iconic Schooner Wharf Bar in Key West. Frank Everhart captivates audiences with mesmerizing illusions and charming…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the enchanting Magic of Frank Everhart at Schooner Wharf Bar in Key West's Seaport. A master magician, Everhart captivates audiences with mesmerizing illusions and…
Free
DJ Todd ~ Red Garter Saloon Stage
Experience an electrifying night with DJ Todd at the Red Garter Saloon Stage. Known for his dynamic mixes and energetic performances, DJ Todd transforms the…
Free
Jay Bangles at Tiki House Key West
Experience the mesmerizing sounds of Jay Bangles at Tiki House Key West. This talented musician captivates audiences with his unique style and dynamic performances. Enjoy…
Free
Dmtb at Key West Theater
Experience the dynamic performance of Dmtb at the Key West Theater, a beautifully restored historic venue. Known for their captivating acoustic sets and engaging stage…
$
Kristen McNamara at The Bull & Whistle Bar
Experience the enchanting performance of Kristen McNamara at The Bull & Whistle Bar. Known for her captivating voice and dynamic stage presence, Kristen enthralls audiences…
Free
DJ Duke ~ Rick’s Bar Upstairs Stage
Experience an unforgettable night with DJ Duke at Rick's Bar Upstairs Stage. Nestled in the vibrant atmosphere of Key West's largest club, DJ Duke electrifies…
Free
Marshall Morlock Band at General Horseplay
Experience an unforgettable night with the Marshall Morlock Band at General Horseplay. Known for their dynamic performances, this talented band brings a unique energy to…
Free
Bone Island Haunted Pub Crawl & Ghost Tour
Join the Bone Island Haunted Pub Crawl & Ghost Tour for an enthralling evening led by a charismatic entertainer. With captivating narration, journey through America's…
$29.95
CRANK SINATRA~ Durty Harry’s Stage
Experience the electrifying performance of Krank Sinatra at Durty Harry's Stage in Rick's Entertainment Complex. This high-energy band delivers an unforgettable show, blending captivating rock…
Free
Pierce August at Hank’s Hair of the Dog Saloon
Experience the captivating performances of Pierce August at Hank's Hair of the Dog Saloon in vibrant Key West. With electrifying live music, Pierce August transforms…
Free
Mike Stone Band at Hog’s Breath Saloon
The Mike Stone Band brings electrifying live music to the vibrant Hog's Breath Saloon in Key West. Known for their dynamic performances, the band creates…
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,…
New Normal at Sloppy Joe’s Bar
Experience the electrifying sounds of New Normal at Sloppy Joe's Bar, a historic Key West landmark on Duval Street. From 10:00 pm to 2:00 am,…
Free
Karaoke w/ Davis ~ Rick’s Bar Downstairs Stage
Join Davis for an unforgettable evening of karaoke at Rick's Bar Downstairs Stage, located in the heart of Old Town Key West. Known for his…
Free