Aaron Blumer at Hog’s Breath Saloon
Experience an unforgettable evening with musician Aaron Blumer at Hog's Breath Saloon, located in Key West's bustling Mallory Square District. Known for his captivating performances,…
Free
60 events found.
Events for February 16, 2026
Ongoing
Sheldon Benton at Hog’s Breath Saloon
Sheldon Benton captivates audiences at Hog's Breath Saloon with his electrifying live performances. Known for his dynamic sound, Sheldon infuses the lively Key West atmosphere…
Free
DJ Marty ~ Red Garter Saloon Stage
Experience an electrifying night with DJ Marty at the Red Garter Saloon Stage, located within Rick's Entertainment Complex in Key West. Known for his dynamic…
Free
DJ Kori ~ Rick’s Bar Upstairs Stage
Experience an electrifying night with DJ Kori on the Upstairs Stage at Rick's Bar. Known for her dynamic mixes and captivating beats, DJ Kori transforms…
Free
DURTBAGS~ Durty Harry’s Stage
Experience the electrifying energy of The Durtbags, Key West's premier party and rock band, at Durty Harry's Stage. Performing every Thursday through Sunday, The Durtbags…
Free
Tim Williams Band at Hog’s Breath Saloon
Catch the electrifying Tim Williams Band at Hog's Breath Saloon, where their dynamic performances and infectious energy create an unforgettable musical experience. Set in 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,…
Mylo O’Maolain at Irish Kevin’s Bar
Experience the vibrant energy of Mylo O'Maolain at Irish Kevin’s Bar. A captivating musician known for engaging performances, Mylo combines lively tunes with audience interaction,…
Free
Karaoke w/ Jason ~ Rick’s Bar Downstairs Stage
Join Jason for an unforgettable karaoke experience at Rick's Bar Downstairs Stage. As the heart and soul of the night, Jason brings infectious energy that…
Free
Daytime event to test 40, Fireside
Do not fear mistakes. There are none.
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
Joe The Show at Sloppy Joe’s Bar
Experience the captivating performance of Joe The Show at Sloppy Joe's Bar, a Key West landmark since 1937. With his electrifying music and engaging presence,…
Free
Bradd Shadduck at Irish Kevin’s Bar
Experience the captivating Bradd Shadduck at Irish Kevin’s Bar, where his dynamic performances enchant audiences in the lively heart of Key West. With engaging live…
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
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
Glass Bottom Boat – 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 captivating performance of musician Webb Dillard on the Rick's Bar Downstairs Stage. Known for his enthralling melodies and dynamic presence, Webb brings a…
Free
Tim Hollohan at Sloppy Joe’s Bar
Tim Hollohan captivates audiences at Sloppy Joe's Bar in Key West with his engaging stage presence and lively performances. Originally from Columbia, South Carolina, Tim…
Free
Jay Klein at Schooner Wharf Bar
Experience the captivating tunes of musician Jay Klein at Schooner Wharf Bar in Key West. Known for his engaging performances, Jay brings vibrant live music…
Free
Zack Seemiller at Hog’s Breath Saloon
Experience the dynamic sounds of Zack Seemiller at Hog's Breath Saloon, where his captivating performance adds an electrifying vibe to the lively Key West venue.…
Free
Rolando Rojas at Sunset Pier
Experience the captivating melodies of Rolando Rojas at Sunset Pier, where the musician's enchanting tunes harmonize perfectly with the breathtaking Key West sunset. Nestled at…
Free
Mic Smith at Hank’s Hair of the Dog Saloon
Mic Smith captivates audiences at Hank's Hair of the Dog Saloon in Key West with his electrifying live performances. Known for his dynamic vocal range…
Free
Glass Bottom Boat – 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
Kenny P at Tiki House Key West
Join the charismatic Kenny P for an unforgettable performance at Tiki House Key West. Known for his engaging stage presence and dynamic musical talent, Kenny…
Free
Andrew Gordon at The Bull & Whistle Bar
Experience the captivating sounds of Andrew Gordon at The Bull & Whistle Bar in Key West. Known for his engaging performances, Andrew brings vibrant energy…
Free
Jeff Harris at Irish Kevin’s Bar
Experience the dynamic performance of Jeff Harris at Irish Kevin’s Bar, where his lively music captivates the audience. Enjoy his engaging show that involves crowd…
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
Just George ~ Rick’s Bar Downstairs Stage
Experience the captivating sounds of Just George at Rick's Bar Downstairs Stage. This talented musician enchants audiences with his dynamic performances, creating an unforgettable atmosphere.…
Free
Glass Bottom Boat – 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
Dan Harvey Duo at Hog’s Breath Saloon
Experience the vibrant sounds of the Dan Harvey Duo at Hog's Breath Saloon in Key West's Mallory Square District. Renowned for their electrifying live performances,…
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 vibrant sounds of Jay Bangles at Tiki House Key West. Known for his infectious energy and captivating performances, this talented musician brings a…
Free
Scott Morlock at Hank’s Hair of the Dog Saloon
Scott Morlock captivates audiences at Hank's Hair of the Dog Saloon in Key West with his dynamic musical performances. Known for his engaging presence and…
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 the exhilarating performance of The 4 Amigos at Sunset Pier, where Duval Street meets the Gulf of Mexico. This vibrant band fills the air…
Free
Preacher Pete Presents at Sloppy Joe’s Bar
Experience the captivating performance of Key West legend Preacher Pete at Sloppy Joe's Bar. Known for his mesmerizing musical talent, Pete creates magical moments alongside…
Free
NY Pauly at Irish Kevin’s Bar
Catch NY Pauly at Irish Kevin’s Bar in Key West's vibrant Old Town for an unforgettable musical experience. Known for his energetic performances and engaging…
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 Joe The Show at Schooner Wharf Bar, where his dynamic performances captivate audiences with a lively mix of music. Set in Key West’s historic…
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 sounds of Charlie Miller at Rick's Bar Downstairs Stage in Key West. As a talented musician, Charlie brings a unique blend of…
Free
DJ Marty ~ Red Garter Saloon Stage
Experience the electrifying beats of DJ Marty at the Red Garter Saloon Stage within Rick's Entertainment Complex. Renowned for his dynamic mixes and infectious energy,…
Free
Jay Bangles at Tiki House Key West
Experience the vibrant rhythms of Jay Bangles at Tiki House Key West. Known for captivating performances and infectious energy, Jay weaves a musical tapestry that…
Free
Gerd Rube at The Bull & Whistle Bar
Experience the captivating performance of musician Gerd Rube at The Bull & Whistle Bar, a staple of Key West’s nightlife scene. Renowned for his dynamic…
Free
DJ Duke ~ Rick’s Bar Upstairs Stage
Experience an unforgettable night with DJ Duke at the Upstairs Stage of Rick's Bar in Key West. Known for his electrifying beats and dynamic style,…
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 performance of Hyper Drive at Durty Harry's Stage in Rick's Entertainment Complex. As the dynamic band takes the spotlight, immerse yourself in…
Free
Josh Kiser at Hank’s Hair of the Dog Saloon
Experience the vibrant sounds of Josh Kiser at Hank's Hair of the Dog Saloon in Key West. An exceptional musician, Kiser captivates audiences with his…
Free
Electroniconch at General Horseplay
Electroniconch brings electrifying energy to General Horseplay, captivating audiences with their dynamic performances. In the heart of Old Town Key West on Duval Street, this…
Free
Alex Anthony Band at Hog’s Breath Saloon
Experience the electrifying performance of the Alex Anthony Band at Hog's Breath Saloon. Known for their captivating stage presence and musical prowess, the band brings…
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
LaurLea & Tripp Fabulous bring their vibrant party rock vibes from Philadelphia to the iconic Sloppy Joe's Bar. With an energetic performance from 10:00 pm…
Free
Mylo O’Maolain at Irish Kevin’s Bar
Mylo O'Maolain lights up Irish Kevin's Bar in Key West with his captivating musical talents. Known for engaging performances that invite audience participation, Mylo creates…
Free
Karaoke w/ Chris ~ Rick’s Bar Downstairs Stage
Join Chris for a lively karaoke night at Rick's Bar Downstairs Stage. Renowned for energizing performances, Chris turns every song into an unforgettable experience. Enjoy…
Free