Aaron Blumer at Hog’s Breath Saloon
Experience an unforgettable evening with the talented musician Aaron Blumer at Hog's Breath Saloon in Key West's vibrant Mallory Square District. Known for his captivating…
Free
53 events found.
Events for February 23, 2026
Ongoing
Dan Harvey Duo at Hog’s Breath Saloon
Experience the captivating sounds of the Dan Harvey Duo at Hog's Breath Saloon, Key West. Dan Harvey, a talented musician, brings vibrant live music to…
Free
DJ Marty ~ Red Garter Saloon Stage
Experience the electrifying beats of DJ Marty on the Red Garter Saloon Stage at Rick's Entertainment Complex. As the heart of Key West's nightlife scene,…
Free
DJ Kori ~ Rick’s Bar Upstairs Stage
Experience the electrifying beats of DJ Kori at Rick's Bar Upstairs Stage in Key West's vibrant nightlife scene. DJ Kori crafts an unforgettable musical journey,…
Free
DURTBAGS~ Durty Harry’s Stage
Experience the electrifying energy of The Durtbags, Key West’s ultimate party rock band, at Durty Harry’s Stage. Performing every Thursday through Sunday in the vibrant…
Free
Alex Anthony Band at Hog’s Breath Saloon
Experience the captivating sounds of the Alex Anthony Band at Hog's Breath Saloon, where the talented group brings an electrifying blend of music to 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,…
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 infectious energy and dynamic hosting skills, Jason creates a…
Free
Fishmonster Max- Daily Party Boat Fishing
Join Fishmonster Max for an unforgettable daily party boat fishing adventure in Key West, where entertainment meets the thrill of fishing. Whether it's a family…
$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
Joe The Show at Sloppy Joe’s Bar
Experience the captivating performance of Joe The Show at Sloppy Joe's Bar, Key West's iconic venue. Renowned for his vibrant stage presence and musical talent,…
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
Webb Dillard ~ Rick’s Bar Downstairs Stage
Experience the electrifying performance of Webb Dillard on Rick's Bar Downstairs Stage at Rick's Entertainment Complex in Old Town Key West. As a talented musician,…
Free
Tim Hollohan at Sloppy Joe’s Bar
Tim Hollohan captivates audiences at Sloppy Joe's Bar, an iconic venue in Key West. Originally from Columbia, South Carolina, Tim graces the stage almost daily,…
Free
Jay Klein at Schooner Wharf Bar
Experience a captivating evening with musician Jay Klein at the Schooner Wharf Bar. Nestled in Key West's Seaport, this popular venue combines dockside views with…
Free
Zack Seemiller at Hog’s Breath Saloon
Zack Seemiller brings his captivating musical talent to Hog's Breath Saloon in Key West. Known for his dynamic performances, Seemiller's eclectic setlist transforms the lively…
Free
Rolando Rojas at Sunset Pier
Experience the captivating performances of Rolando Rojas at Sunset Pier. Renowned for his dynamic musical talent, Rojas enchants audiences with his vibrant melodies and charismatic…
Free
Shastina Chiles at Hank’s Hair of the Dog Saloon
Enjoy an electrifying evening with musician Shastina Chiles at Hank's Hair of the Dog Saloon in Key West. Known for her captivating performances, Shastina's music…
Free
Jay Nokes at Tiki House Key West
Experience the captivating performance of Jay Nokes at Tiki House Key West. Renowned for his engaging stage presence and musical talent, Jay delivers an unforgettable…
Free
Derek Dunbar at The Bull & Whistle Bar
Derek Dunbar brings his electrifying presence to The Bull & Whistle Bar, captivating audiences with dynamic performances and exceptional musical talent. His engaging style complements…
Free
Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise
Join an exhilarating aquatic adventure with the Reef Snorkeling, Dolphin Watch Eco Tour & Sunset Cruise. Led by our passionate and expert staff, enjoy thrilling…
$79.95
Just George ~ Rick’s Bar Downstairs Stage
Experience the phenomenal musical talent of Just George at Rick's Bar Downstairs Stage in Key West. Renowned for his captivating performances and dynamic presence, Just…
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 energy of Mark Teague and Rick Fusco at Hog's Breath Saloon in Key West's Mallory Square District. With their dynamic live music…
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…
Glow Hours on Hugh’s View
Experience captivating performances at Glow Hours on Hugh's View, perched atop the vibrant Studios of Key West. Set against the stunning backdrop of Key West's…
Jay Bangles at Tiki House Key West
Experience the captivating sounds of musician Jay Bangles at Tiki House Key West. Known for his dynamic performances and infectious energy, Jay delivers an unforgettable…
Free
Scott Morlock at Hank’s Hair of the Dog Saloon
Scott Morlock electrifies Hank's Hair of the Dog Saloon with his dynamic musical talent. A must-see performer, Scott keeps the vibrant Key West nightlife alive…
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…
The 4 Amigos at Sunset Pier
Experience an unforgettable evening with The 4 Amigos at Sunset Pier, where their lively tunes and infectious energy create a captivating atmosphere. Set against the…
Free
Preacher Pete Presents at Sloppy Joe’s Bar
Join the legendary Preacher Pete at Sloppy Joe's Bar, where his enchanting musical prowess creates an unforgettable experience. Known for his captivating performances, Pete, alongside…
Free
Martini Monday at Virgilios
Experience Martini Monday at Virgilio's, where the talented musician Jay Klein captivates the crowd with his live performances. Set in Key West's premier martini bar,…
Free
Joe The Show at Schooner Wharf Bar
Experience the vibrant tunes of Joe The Show at Schooner Wharf Bar, Key West's iconic seaport venue. Known for captivating performances that resonate with both…
Free
Joe The Show at Schooner Wharf Bar
Experience the vibrant tunes of Joe The Show at Schooner Wharf Bar, Key West's iconic seaport venue. Known for captivating performances that resonate with both…
Free
Charity Bingo at The Green Parrot
Experience Charity Bingo at The Green Parrot, where the main attraction is the vibrant live music that electrifies this historic Key West bar. With its…
Free
Charles Miller ~ Rick’s Bar Downstairs Stage
Experience the captivating performance of musician Charles Miller on the Downstairs Stage at Rick's Bar, nestled in the vibrant heart of Old Town Key West.…
Free
DJ Marty ~ Red Garter Saloon Stage
DJ Marty electrifies the Red Garter Saloon Stage at Rick's Entertainment Complex. Known for his dynamic mixes and infectious energy, he turns any night into…
Free
Jay Bangles at Tiki House Key West
Experience the vibrant sounds of musician Jay Bangles at Tiki House Key West. Known for his dynamic performances, Jay captivates audiences with his unique style…
Free
Gerd Rube at The Bull & Whistle Bar
Experience the captivating talent of Gerd Rube at The Bull & Whistle Bar in Key West’s lively Old Town. Known for his engaging performances, Rube…
Free
DJ Duke ~ Rick’s Bar Upstairs Stage
Experience the electrifying beats of DJ Duke at Rick's Bar Upstairs Stage. Known for his dynamic mixes and infectious energy, DJ Duke creates an unforgettable…
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
HYPER DRIVE ~ Durty Harry’s Stage
Experience the electrifying energy of HYPER DRIVE at Durty Harry's Stage. This dynamic band delivers an unforgettable live performance, infusing the night with thrilling music…
Free
Josh Kiser at Hank’s Hair of the Dog Saloon
Country musician Josh Kiser brings his electrifying performance to Hank's Hair of the Dog Saloon, captivating audiences with his soulful sound and high-energy stage presence.…
Free
Electroniconch at General Horseplay
Experience the electrifying energy of Electroniconch at General Horseplay. This dynamic entertainer brings vibrant live music to the heart of Old Town Key West on…
Free
Mike Stone Band at Hog’s Breath Saloon
The Mike Stone Band electrifies Hog's Breath Saloon with their dynamic performances, drawing lively crowds into Key West's vibrant nightlife. Renowned for their captivating energy…
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,…
Naked Karate Girls at Sloppy Joe’s Bar
Experience the electrifying energy of the Naked Karate Girls, the ultimate party band hailing from Cincinnati. Known as The Best Band in the Galaxy, their…
Free
Karaoke w/ Chris ~ Rick’s Bar Downstairs Stage
Join Karaoke w/ Chris at Rick's Bar Downstairs Stage in Old Town Key West for an unforgettable evening. Chris, a dynamic performer, energizes the stage,…
Free