Shelby Kemp Band at Hog’s Breath Saloon
The Shelby Kemp Band delivers an electrifying performance at Hog's Breath Saloon, captivating audiences with their dynamic fusion of rock, blues, and soul. Frontman Shelby…
Free
46 events found.
Events for April 29, 2026
Ongoing
Karaoke at Bobby’s Monkey Bar
Join the vibrant atmosphere at Bobby's Monkey Bar in Key West for an unforgettable evening of karaoke. Enjoy captivating performances by talented entertainers as they…
Simonian Wolf at Irish Kevin’s Bar
Simonian Wolf captivates audiences at Irish Kevin's Bar with their charismatic presence and innovative performances. Known for their unique blend of talents, they inspire and…
Free
The Audio Files at Sloppy Joe’s Bar
The Audio Files captivate audiences at Sloppy Joe's Bar with their innovative and dynamic auditory experiences. They blend storytelling, interviews, and meditative music into an…
Free
Yoga on the Beach – Ft Zachary Taylor
Join celebrated instructor Sarah Martinez for Yoga on the Beach at Fort Zachary Taylor State Park in Key West. Experience a rejuvenating session surrounded by…
$20
Aqua Yoga at Southernmost Beach Resort
Experience tranquility and rejuvenation with Aqua Yoga at Southernmost Beach Resort. Set amidst lush gardens and ocean views, this session offers a unique blend of…
$20
Chris at Two Friends Patio Restaurant
Experience the vibrant performance of Chris at Two Friends Patio Restaurant in Key West. Known for its lively atmosphere, this venue offers more than just…
Free
Tom Curtis Jr at Sloppy Joe’s Bar
Catch the dynamic performance of Tom Curtis Jr at Sloppy Joe's Bar, a Key West staple since 1933. Known for its vibrant atmosphere, the bar…
Free
Barrett Thomas at Rams Head Southernmost
Barrett Thomas is a dynamic live musician and talented looper from Key West, FL, known for his innovative performances. Using skillful layering, he creates captivating…
Free
Oren Polak at Irish Kevin’s Bar
Oren Polak captivates audiences at Irish Kevin's Bar with his versatile music and charismatic stage presence. Known for delivering Music for Everyone, Everywhere, his performances…
Free
Wednesday Filet Day at Mary Ellen’s
Every Wednesday, Mary Ellen's in Old Town Key West hosts Filet Day, featuring an exciting lineup of entertainers to enhance your dining experience. Enjoy the…
Free
Andy Mauerman at Hog’s Breath Saloon
Andy Mauerman captivates audiences at Hog's Breath Saloon with his soulful performances, emphasizing the value of experiences over material possessions. As a passionate musician and…
Free
John LaMere at Sloppy Joe’s Bar
John LaMere captivates audiences at Sloppy Joe's Bar with his heartfelt guitar strumming and soulful singing. A devoted family man, John brings his passion for…
Free
Tony Baltimore at Schooner Wharf Bar
Experience the musical artistry of Tony Baltimore at Schooner Wharf Bar in Key West. This talented singer/songwriter blends alternative roots-rock with captivating originality. Raised by…
Free
Celtic Conch – Key West Songwriter Festival
Experience the vibrant energy of Nashville Recording Artist Kirstie Kraus at the Celtic Conch during the Key West Songwriter Festival. Known for her unique blend…
Free
Sharese Nicole at Tiki House Key West
Experience the soulful sounds of Sharese Nicole, a talented singer/songwriter with roots in Mississippi and Key West, performing at Tiki House Key West. Known for…
Free
Bradd Shadduck at Irish Kevin’s Bar
Bradd Shadduck energizes the crowd at Irish Kevin’s Bar with his dynamic performances and engaging stage presence. As a talented musician, he brings the vibrant…
Free
CW Colt at Two Friends Patio Restaurant
Experience the captivating tunes of CW Colt at Two Friends Patio Restaurant, a renowned Key West destination. CW Colt enchants audiences with his dynamic performances,…
Free
Brooks Herring at Mac’s Place
Brooks Herring brings his dynamic musical talents to the lively atmosphere of Mac's Place, a waterfront sports bar in Key West. Known for captivating performances,…
Free
Jess Meuse at Key West Songwriters Festival
Jess Meuse captivates audiences at the Key West Songwriters Festival with her soulful voice and magnetic stage presence. Known for her heartfelt lyrics and powerful…
Free
Mike Stone Duo at Hog’s Breath Saloon
Experience the electrifying energy of the Mike Stone Duo at Hog's Breath Saloon, where Mike Stone's exceptional talent as a guitarist and singer captivates audiences.…
Free
World Famous 801 Girls- 5pm Show
Experience the dazzling World Famous 801 Girls at the 5pm show, where these talented drag queens mesmerize audiences with their sensational performances. Located at 801…
Jay Bangles at Tiki House Key West
Experience the vibrant energy of Jay Bangles at Tiki House Key West. As co-owner and talented musician, Jay captivates audiences with his lively performances, bringing…
Free
John Sausser at Rams Head Southernmost
Experience the captivating performance of John Sausser at Rams Head Southernmost. Known for his dynamic stage presence and musical prowess, John entertains audiences with a…
Free
Sunset Celebration at Mallory Square
At the Sunset Celebration at Mallory Square, entertainment steals the show with a dynamic lineup of street performers and the legendary cat man captivating audiences.…
Free
Caribe of Key West at El Meson de Pepes on Mallory Square
Experience the enchanting entertainment at El Meson de Pepe's on Mallory Square, featuring the dynamic Caribe of Key West. This vibrant performance, set against the…
Doug South Band at Green Parrot Bar
Doug South Band brings an electrifying energy to the Green Parrot Bar, captivating audiences with their dynamic performances. Known for their unique sound and engaging…
Free
Mojito at Sloppy Joe’s Bar
Experience the electrifying energy of Mojito, a standout band performing at Sloppy Joe's Bar in Key West. Known for their engaging live performances, Mojito complements…
Free
Happy Dog at The Alamo Key West
Experience the captivating sounds of Happy Dog Band at The Alamo Key West. This improvisational jam band revives the spirit of the psychedelic era, inviting…
Free
Jeffrey Steele & The Brummies
Jeffrey Steele & The Brummies bring dynamic live performances to Sunset Pier, creating an unforgettable experience with their engaging music and captivating stage presence. Renowned…
Free
Irish Kevin at Irish Kevin’s Bar
Irish Kevin, the charismatic entertainer at Irish Kevin's Bar, captivates audiences with his humor and charm. Known for his laid-back and genuine spirit, Kevin effortlessly…
Free
Line Dancing at Kaya Island Eats
Join the fun at Kaya Island Eats in Key West for an unforgettable line dancing experience. With a vibrant Caribbean atmosphere, this local gem offers…
Free
Ericson Holt at Two Friends Patio Restaurant
Experience the captivating performance of Ericson Holt at Two Friends Patio Restaurant in Key West. Known for his soulful and dynamic style, Ericson delivers an…
Free
Arts & Drafts at The Retro Room
Experience a nostalgic evening at The Retro Room's Arts & Drafts event in Old Town Key West. Delight in captivating performances by talented local entertainers…
Free
Jefff Clark at Schooner Wharf Bar
Jefff Clark, a budding music artist, brings his evolving talent to Schooner Wharf Bar, an iconic waterfront venue in Key West. Known for his creativity…
Free
Magic Of Frank Everhart at Schooner Wharf Bar
Experience the mesmerizing magic of Frank Everhart at Schooner Wharf Bar, where his legendary and innovative tricks captivate audiences. Renowned for his storytelling and spellbinding…
Free
Zach Lovering at Halo Rooftop Lounge Bar at The Saint
Experience the captivating talent of Zach Lovering at the Halo Rooftop Lounge Bar at The Saint. Known for his vibrant performances and soulful melodies, Zach…
Free
Jay Bangles at Tiki House Key West
Jay Bangles enchants audiences at Tiki House Key West with his energetic performances, blending vibrant music with the bar's lively atmosphere. As co-owner and talented…
Free
Ronnie & Gregory at La Te Da
Ronnie and Gregory bring a captivating energy to La Te Da with their dynamic performances. Known for their vibrant personalities and seamless synergy, this duo…
Free
Doug South Band at Green Parrot Bar
Experience the Doug South Band at the Green Parrot Bar, where Doug South's captivating performance takes center stage in Key West's iconic dive bar. Known…
Free
Shelby Kemp Band at Hog’s Breath Saloon
The Shelby Kemp Band electrifies audiences at the Hog's Breath Saloon with their vibrant fusion of rock, blues, and soul. Frontman Shelby Kemp leads this…
Free
Karaoke at Bobby’s Monkey Bar
Karaoke at Bobby's Monkey Bar features a vibrant island atmosphere in Key West's Old Town. The highlight is the dynamic karaoke sessions led by charismatic…
Songwriters Festival at The Alamo Key West
Experience the Songwriters Festival at The Alamo Key West, where talented entertainers take center stage in a lively outdoor venue. Enjoy live performances while savoring…
Free
Kari Wolf at Irish Kevin’s Bar
Experience the enchanting musical talents of Kari Wolf at Irish Kevin's Bar. A dynamic musician from Key West, Kari captivates audiences with her soulful melodies…
Free
The Audio Files at Sloppy Joe’s Bar
The Audio Files will captivate audiences at Sloppy Joe's Bar, combining storytelling, interviews, and meditative music into a rich auditory experience. Known for their dynamic…
Free
Doug South Band at Green Parrot Bar
Experience the electrifying performance of the Doug South Band at the iconic Green Parrot Bar. Known for their dynamic sound and engaging stage presence, the…
Free