Join Joe The Show at Sloppy Joe's Bar, where this charismatic musician lights up the stage with electrifying performances. Known for creating an unforgettable atmosphere,…

Experience the electrifying performance of musician Webb Dillard at Rick's Bar, nestled in the vibrant Rick's Entertainment Complex in Key West. Known for his magnetic…

Experience an unforgettable night with Webb Dillard at Rick's Bar in Key West's lively entertainment complex. Let Dillard's captivating music and passionate performance electrify your…

Jay Klein captivates audiences at Schooner Wharf Bar with his vibrant musical talent and engaging performances. Nestled in Key West's laid-back waterfront setting, Klein's melodies…

Tim Hollohan, a talented musician from Columbia, South Carolina, captivates audiences at Sloppy Joe's Bar in Key West with his engaging stage presence and dynamic…

Just George will captivate audiences at Rick's Bar, located downstairs at Rick's Entertainment Complex in Key West. Known for his engaging performances, Just George delivers…

Experience the captivating sounds of Just George at Rick's Bar, nestled within Key West's iconic Rick's Entertainment Complex. As a standout musician, Just George delivers…

Experience the mesmerizing talent of Key West legend Preacher Pete at Sloppy Joe's Bar. Known for his captivating performances and skillful musicianship, he creates magical…

Experience the vibrant performance of Joe The Show at Key West's iconic Schooner Wharf Bar. Known for captivating audiences with his musical talent and stage…

Experience the captivating performance of musician Aaron Hudgins at Rick's Bar, nestled within Rick's Entertainment Complex in Old Town Key West. Known for his dynamic…

The Iggies Key West Music Awards at Key West Theater celebrates outstanding musicianship in a historic, intimate setting. Guests can enjoy acoustic performances by iconic…

Experience the electrifying performance of musician Aaron Hudgins at Rick's Bar, nestled within Old Town Key West's vibrant Rick's Entertainment Complex. As the focal point…

The Brian Grilli Band electrifies audiences at the iconic Sloppy Joe’s Bar in Key West, bringing high-energy performances and engaging melodies. Known for their captivating…

Collette Campbell graces the stage at Sloppy Joe's Bar, infusing the historic Key West landmark with her vibrant musical talents. Known for her captivating performances,…

Experience the lively performance of Shanty Hounds at Rick's Bar, nestled within Key West's vibrant Entertainment Complex. This energetic band will captivate you with their…

Experience the captivating sounds of Brian Roberts at Sloppy Joe's Bar, a historic Key West venue. Known for his engaging performances, Roberts brings vibrant energy…

Andy Mauerman enchants audiences at the iconic Schooner Wharf Bar in Key West with his captivating musical talents. Known for his engaging performances, Andy effortlessly…

Experience the captivating melodies of Shanty Hounds at Rick's Bar, nestled in Rick's Entertainment Complex in Old Town Key West. This dynamic band infuses the…

Experience the electrifying performance of musician Jesse Lee at Rick's Bar, nestled in the vibrant Rick's Entertainment Complex in Old Town Key West. Known for…

Experience the electrifying performance of Jesse Lee Jr at Rick's Bar, nestled within Key West's renowned Rick's Entertainment Complex. As a talented musician, Jesse Lee…

Experience the electrifying sounds of Burning Bridges at Sloppy Joe's Bar, a historic Key West landmark. This dynamic band sets the stage ablaze with their…

Gary Hempsey, a talented musician known for his captivating performances, brings vibrant energy to Schooner Wharf Bar. Nestled in Key West's Seaport, this open-air venue…

Experience an electrifying night with musician Charles Miller at Rick's Bar, nestled within Rick's Entertainment Complex in Key West. Known for captivating performances, Miller's music…

Experience the captivating sounds of musician Charles Miller at Rick's Bar, nestled in the heart of Key West's vibrant nightlife scene. Known for his electrifying…

Experience the Grammy-winning Los Lobos at the Key West Theater, a band known for their eclectic blend of rock, blues, and traditional Mexican music. With…

Experience the dynamic energy of the Brian Grilli Band at Sloppy Joe's Bar, a legendary spot in Key West. Known for their electrifying performances and…

Experience the soulful tunes of Izzy Zaidman and his Steel Resonator guitar at Sloppy Joe's Bar in Key West. Since moving in 2021, Izzy has…

Brian Roberts brings his vibrant energy and exceptional musical talent to Sloppy Joe's Bar, a historic Key West venue. Known for captivating performances that blend…

Experience the electrifying performance of Trenton Chandler at Rick's Bar, located in Key West's vibrant Entertainment Complex. Hailing from Shallowater, Texas, Trenton captivates audiences with…

Tony Baltimore brings his vibrant musical talent to Schooner Wharf Bar, a beloved Key West venue celebrated for its open-air, waterfront charm. With captivating performances,…

Experience the electrifying performance of Harley Ray at Rick's Bar, nestled in Key West's vibrant entertainment hub. Known for his captivating musical talent, Harley Ray…

Victoria Leigh, a talented Florida Keys singer, guitarist, and loop artist, electrifies audiences with her dynamic performances at Sloppy Joe's Bar. Known for her captivating…

Jeff Clark, a talented musician, brings his electrifying performances to the Schooner Wharf Bar, a Key West haven known for its vibrant atmosphere. With his…

Experience the unforgettable talent of Joe the Show at Rick's Bar, nestled within Key West's renowned Rick's Entertainment Complex. This gifted musician captivates audiences with…

Experience the enchanting Magic of Frank Everhart at Schooner Wharf Bar in Key West's Seaport. Frank Everhart captivates audiences with mesmerizing magic and unforgettable performances…

Experience the dynamic sounds of The Expanding Man at the historic Key West Theater. This band offers an exhilarating performance that captivates audiences with their…

Join us for Hard G Comedy at Comedy Key West, featuring the dynamic duo Robyn and Jason Gilleran. Detroit-based comedian Robyn Gilleran captivates audiences with…

Experience an unforgettable night with the Super Nash Bros at Sloppy Joe's Bar, Key West's historic landmark since 1937. Renowned for their electrifying performances and…

Izzy Zaidman, a gifted musician, has captivated Key West since his arrival in 2021. With his Steel Resonator guitar, he brings the vibrant sounds of…

Sid The Bayou Kid brings his unique swampy sound to Sloppy Joe's Bar, a historic venue in Key West. With over 30 years of experience…

Ross Brown, a talented musician, brings his captivating performances to the lively Schooner Wharf Bar in Key West. Known for his engaging stage presence and…

Experience a captivating lunchtime tribute at Comedy Key West with acclaimed musician and Buffett historian Caleb Hogan. Dressed as Jimmy Buffett, Hogan delivers an unforgettable…

Experience the electrifying performance of musician Jeff Harris at Rick's Bar, located in the renowned Rick's Entertainment Complex in Old Town Key West. Known for…

Experience the infectious energy of Pete & Larry, known as Sloppy 2nds at the iconic Sloppy Joe's Bar. This dynamic duo delivers uproarious comedy and…

Experience the musical talents of Nick Brownell at the iconic Schooner Wharf Bar. Known for his engaging performances, Nick brings energy and charisma to Key…

Experience the mesmerizing Magic of Frank Everhart at the Schooner Wharf Bar, a Key West icon. Frank's enchanting performances captivate audiences against a backdrop of…

Experience an electrifying evening with Andrew B., the captivating musician at Rick's Bar, nestled in the bustling heart of Old Town Key West. Known for…

Experience an unforgettable evening with renowned entertainer Scott Kirby, accompanied by the dynamic Caffeine Carl, at the historic Key West Theater. Known for his captivating…

Experience the legendary Asleep At The Wheel at Key West Theater, an intimate historic venue in Old Town. Renowned for their exceptional musicianship and dedication…

Brendan Sagalow, a seasoned New York City-based comedian, brings his unique blend of confident social observation and sharp self-deprecation to Comedy Key West. With over…

Experience the vibrant tunes of Super Nash Bros at Sloppy Joe's Bar, a historic Key West gem. Nestled on Duval Street, this iconic venue promises…

Witness the electrifying performance of Rolando Rojas at Sloppy Joe's Bar, a historic Key West landmark. Renowned for his charismatic stage presence and exceptional guitar…

Tim Hollohan captivates audiences at Sloppy Joe's Bar in Key West with his engaging performances and interactive stage presence. Originally from Columbia, South Carolina, Tim…

Tony Baltimore brings his captivating musical talents to the Schooner Wharf Bar, a beloved local venue in Key West. With a mix of soulful melodies…

Experience the dynamic performance of musician Wynn Taylor on the Downstairs Stage at Rick's Bar in Rick's Entertainment Complex. Renowned for his captivating live shows,…

Step into the vibrant world of Caleb Hogan, an acclaimed musician, actor, and Buffett historian, at Comedy Key West's Burgers & Buffett Tunes. Hogan channels…

Experience the electrifying talent of Joe the Show at Rick's Bar Downstairs Stage in Key West. Known for his dynamic performances, Joe delivers a captivating…

Experience an unforgettable evening with Pete & Larry, the dynamic duo known as Sloppy 2nds, at Sloppy Joe's Bar. Renowned for their infectious energy and…

Join stand-up comedian James Scott Patterson at Comedy Key West for a hilarious romp through Ernest Hemingway's life. Known for his Comedy Central appearances and…

Experience the dynamic performance of musician Dallas Remington on Durty Harry's Stage at Rick's Entertainment Complex. With his compelling presence and captivating music, Dallas brings…

Experience the captivating sounds of the Dave Richards Band at the Schooner Wharf Bar in Key West. Known for their lively performances and dynamic musical…

Experience an unforgettable night with Joe the Show at Rick's Bar, tucked away in Rick's Entertainment Complex. Joe captivates audiences with his dynamic performances in…

Experience the mesmerizing Magic of Frank Everhart at the Schooner Wharf Bar, Key West's beloved open-air venue. Renowned magician Frank Everhart captivates audiences with his…

Experience the energetic vibes of Kash'd Out, a standout band known for their infectious reggae-rock fusion, at the historic Key West Theater. Enjoy an unforgettable…

Join Jimmy Buffett's legendary Coral Reefer Band for an unforgettable performance at the historic Key West Theater. Immerse yourself in the laid-back charm and tropical…

New York City-based comedian Brendan Sagalow brings his sharp wit and confident social observations to Comedy Key West. Celebrated for his blend of self-deprecation and…

Catch the electrifying Super Nash Bros performing at Sloppy Joe's Bar, a legendary Key West spot since 1937. Feel the energy as this dynamic duo…

Experience the captivating sounds of Justin Angelo at Sloppy Joe’s Bar, where his masterful fusion of folk and blues guitar captivates audiences. Known in the…

Ross Brown, a talented Key West-based musician, captivates audiences with his soulful performances at Sloppy Joe's Bar. Armed with his nylon string acoustic guitar, engaging…

Nick Brownwell, a talented musician, captivates audiences at the Schooner Wharf Bar with his soulful melodies. Nestled in Key West’s Seaport, this open-air venue enhances…

Ross Brown, a talented Key West-based musician, captivates audiences with his soulful performances at Sloppy Joe's Bar. Armed with his nylon string acoustic guitar, engaging…

Experience the captivating sounds of musician Zack Seemiller on the Downstairs Stage at Rick's Entertainment Complex. As a dynamic performer, Zack brings energy and charisma…

Immerse yourself in the vibrant spirit of 1970s Key West with Caleb Hogan, a celebrated musician and acclaimed Buffett historian. Appearing as Jimmy Buffett, Caleb…

Immerse yourself in the vibrant spirit of 1970s Key West with Caleb Hogan, a celebrated musician and acclaimed Buffett historian. Appearing as Jimmy Buffett, Caleb…

Join Peter Mayer & Friends at the Key West Theater for an unforgettable evening of music. Known for his masterful guitar work and soulful melodies,…

The Jerico Rockabilly Duo electrifies the stage at Sloppy Joe's Bar with their dynamic performances, bringing a modern twist to classic rockabilly sounds. Their vibrant…

Enjoy a sensational musical experience with the Dave Richards Band at the iconic Schooner Wharf Bar. Known for their captivating performances, the band brings vibrant…

Enjoy a sensational musical experience with the Dave Richards Band at the iconic Schooner Wharf Bar. Known for their captivating performances, the band brings vibrant…

Experience the mesmerizing Magic of Frank Everhart at the iconic Schooner Wharf Bar. Known for his captivating performances that blend mystery and humor, Frank Everhart…

Experience the mesmerizing Magic of Frank Everhart at the iconic Schooner Wharf Bar. Known for his captivating performances that blend mystery and humor, Frank Everhart…

Join renowned guitarist and singer-songwriter Peter Mayer as he takes the stage at the Key West Theater for an unforgettable night of music. Celebrated for…

Experience the captivating sounds of Elle Haley at Rick's Bar Downstairs Stage in Rick's Entertainment Complex. Nestled in the vibrant heart of Old Town Key…

Experience the captivating performance of The Brit Pack at Key West Theater. This talented band brings the best of British rock and pop to life,…

New York City-based comedian Brendan Sagalow captivates audiences with his bold social observations and sharp self-deprecation. Celebrated for his viral debut special Thin Lips on…

Catch the hilarious Mike Vecchione at Comedy Key West for an unforgettable night of comedy. A seasoned New York City comedian with over 20 years…

New York City-based comedian Brendan Sagalow captivates audiences with his bold social observations and sharp self-deprecation. Celebrated for his viral debut special Thin Lips on…

Catch the hilarious Mike Vecchione at Comedy Key West for an unforgettable night of comedy. A seasoned New York City comedian with over 20 years…

Experience the electrifying Super Nash Bros at Sloppy Joe's Bar, a historic Key West landmark since 1937. Known for their dynamic performances, the Super Nash…

Renowned musician Chris Thomas brings his vibrant energy to Sloppy Joe's Bar, a legendary Key West venue. Known for his captivating performances, Chris electrifies the…

John LaMere has been captivating audiences at Sloppy Joe's Bar since 2011. A charismatic musician with a diverse song repertoire, he thrives in engaging the…

Mylo O'Maolain captivates audiences at Key West's Schooner Wharf Bar with his soulful tunes and vibrant energy. As a local favorite, Mylo's performances are a…

Experience the soulful sounds of Trenton Chandler at Rick's Bar in Key West's renowned entertainment complex. A passionate country musician and songwriter from Shallowater, Texas,…

Experience the electrifying performance of Mojito at Sloppy Joe's Bar, where the band’s lively Latin rhythms and vibrant energy will have you dancing all night.…

Jesse & Jillian captivate audiences at Schooner Wharf Bar with their mesmerizing performances. This talented duo brings a perfect blend of musical genres to the…

Experience the captivating musical talents of Bradd Shadduck at Rick's Bar, located in the bustling Rick's Entertainment Complex in Old Town Key West. Known for…

Experience the electrifying energy of Homegrown at Rick's Bar Downstairs Stage, located in the bustling Rick's Entertainment Complex in Old Town Key West. Known for…