Experience the captivating performance of Joe The Show at Sloppy Joe's Bar, a historic Key West landmark. Known for his dynamic musical talent, Joe The…

Tim Hollohan, a talented musician from Columbia, South Carolina, graces the stage almost daily at Key West's legendary Sloppy Joe's Bar. Known for his captivating…

Jay Klein captivates audiences at the Schooner Wharf Bar, infusing the open-air venue with his vibrant musical talent. As a local favorite, his performances resonate…

Experience the captivating sounds of Webb Dillard at Rick's Bar, nestled within the vibrant Rick's Entertainment Complex in Old Town Key West. Known for his…

Experience an unforgettable night with Just George at Rick's Bar, located within the vibrant Rick's Entertainment Complex in Old Town Key West. As you enjoy…

Join the legendary Preacher Pete at Sloppy Joe's Bar for an unforgettable musical experience. Known for his captivating presence, Pete teams up with a guest…

Join us for a memorable White Party at Comedy Key West, featuring standout performances by local comedian Tom Dustin. Known from Comedy Central and the…

Experience the captivating performance of Joe The Show at Schooner Wharf Bar, where this dynamic musician brings vibrant energy to Key West's iconic waterfront venue.…

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

Experience an unforgettable night of laughter with Mike Vecchione at Comedy Key West. A seasoned comedian with over 20 years of experience, Mike has captivated…

Experience the energetic performance of Super Nash Bros at Sloppy Joe's Bar, a historic Key West landmark on Duval Street. Known for their captivating live…

Nina Newton, a Key West legend, graces Sloppy Joe's Bar with her soulful voice and R&B flair, captivating music lovers with every performance. Her presence…

Brian Roberts captivates audiences at Sloppy Joe's Bar with his dynamic musical performances. As a staple of the Key West live music scene, Roberts delivers…

Experience the captivating performance of Oran Polak at Schooner Wharf Bar, a renowned venue in Key West's Seaport. Known for his vibrant and engaging music,…

Experience the captivating live performance of Shanty Hounds at Rick's Bar, nestled within Rick's Entertainment Complex in Key West. This talented band brings an electrifying…

Experience the captivating sounds of Jesse Lee Jr at Rick's Bar, nestled within Key West's bustling Rick's Entertainment Complex. Known for his engaging performances and…

Experience the electrifying performance of Burning Bridges at the iconic Sloppy Joe's Bar in Key West. Known for their dynamic sound and engaging stage presence,…

Experience the soulful sounds of Gary Hempsey at Schooner Wharf Bar, Key West's beloved waterfront venue. Known for his magnetic stage presence and captivating performances,…

Experience the captivating sounds of musician Charles Miller at Rick's Bar, located downstairs at Rick's Entertainment Complex in Key West. Known for his engaging performances,…

Experience the electrifying performance of Super Nash Bros at Sloppy Joe's Bar, a historic Key West hotspot since 1937. Known for their dynamic energy and…

Izzy Zaidman, a talented musician and Key West transplant, captivates audiences at Sloppy Joe's Bar with the soulful sounds of his Steel Resonator guitar. Embracing…

Brian Roberts captivates audiences at Sloppy Joe's Bar with his dynamic live performances, contributing to the vibrant Key West music scene. His compelling musicianship resonates…

Tony Baltimore brings his vibrant musical talent to the Schooner Wharf Bar, infusing the historic Key West venue with his captivating performances. Against the backdrop…

Experience the soulful performances of Trenton Chandler at Rick's Bar in Key West. A Shallowater, Texas native, Trenton brings his heartfelt country music and songwriting…

Harley Ray captivates audiences at Rick's Bar, located in Key West's vibrant Entertainment Complex. A talented musician, Ray electrifies the stage with his dynamic performances.…

Victoria Leigh captivates audiences at Sloppy Joe's Bar with her dynamic performances. A talented singer, guitarist, and loop artist based in the Florida Keys, she…

Jeff Clark, a talented musician, captivates audiences at the Schooner Wharf Bar with his exceptional performances. Known for his engaging style, Jeff brings a vibrant…

Experience the enchanting Magic of Frank Everhart at Schooner Wharf Bar, nestled in Key West's historic seaport. Renowned for his mesmerizing illusions, Frank captivates audiences…

Experience the unforgettable performance of Joe the Show at Rick's Bar, nestled in Old Town Key West's bustling Rick's Entertainment Complex. Renowned for his captivating…

Experience the dynamic performance of musician Ben Harrison at the Key West Theater's Backstage Listening Room. Known for his captivating stage presence and soulful melodies,…

Rumours Atl, the renowned Fleetwood Mac tribute band, electrifies audiences with their faithful renditions of classic hits. Performing at the historic Key West Theater, an…

Join the vibrant Comedy Key West Open Mic, where talented entertainers including comedians, musicians, and poets take the stage for a night of laughs, music,…

Saltwater Saints take the stage at Sloppy Joe's Bar, infusing the historic venue with their vibrant energy and electrifying performances. Known for captivating audiences with…

Victoria Leigh, a dynamic Florida Keys-based artist, captivates audiences at Sloppy Joe's Bar with her high-energy shows. Known for her skillful fusion of reggae, pop,…

Jeff Clark electrifies Sloppy Joe's Bar with his captivating performances, filling the historic Key West landmark with spirited energy. Renowned for his dynamic music, Clark…

Ross Brown, a captivating musician, brings his dynamic talent to the stage at Schooner Wharf Bar. Known for his engaging performances, Ross creates an unforgettable…

Experience the vibrant homage to Jimmy Buffett’s legacy at Comedy Key West with “Burgers & Buffett Tunes.” Acclaimed musician Caleb Hogan captures the spirit of…

Experience the captivating performance of Jeff Harris at Rick's Bar, nestled within Rick's Entertainment Complex in Old Town Key West. Renowned for his musical prowess,…

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…

At the iconic Sloppy Joe's Bar in Key West, Pete & Larry, known as Sloppy 2nds, deliver unforgettable performances filled with side-splitting laughter and spirited…

Waynard Scheller captivates audiences at the Schooner Wharf Bar with his dynamic musical performances. Known for his engaging presence, Scheller infuses vibrant energy into the…

Experience the enchanting Magic of Frank Everhart at Schooner Wharf Bar, where his spellbinding performances captivate audiences in a relaxed, open-air setting. Known for his…

Experience the captivating sounds of Andrew B., a talented musician known for his engaging performances, at Rick's Bar in Key West's largest entertainment complex. Nestled…

Join us at Comedy Key West for a night of laughter with Jordan Rock, celebrated for his roles in Netflix's LOVE and HBO Max's LOVE…

Saltwater Saints captivate audiences at Sloppy Joe's Bar in Key West, infusing the iconic venue with their vibrant energy. Known for their eclectic sound and…

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…

Experience the electrifying performance of Rolando Rojas at Sloppy Joe's Bar, a historic Key West gem. Renowned for his mesmerizing guitar skills and magnetic stage…

Experience the vibrant energy of Tim Hollohan at Sloppy Joe's Bar, a historic Key West venue. Originally from Columbia, South Carolina, Tim captivates audiences with…

Experience the captivating sounds of musician Tony Baltimore at the iconic Schooner Wharf Bar in Key West. With stunning dockside views and a laid-back atmosphere,…

Experience the captivating performance of Wynn Taylor on the Downstairs Stage at Rick's Bar within Rick's Entertainment Complex. Renowned for his exceptional musical talent, Wynn…

At Comedy Key West's Burgers & Buffett Tunes, acclaimed musician Caleb Hogan channels Jimmy Buffett in an unforgettable tribute. This engaging lunchtime show masterfully blends…

Experience the electrifying performance of Joe the Show at Rick's Bar Downstairs Stage in Key West's renowned Rick's Entertainment Complex. Known for his captivating stage…

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…

Experience unforgettable nights with the dynamic duo Pete & Larry, known as Sloppy 2nds, at the iconic Sloppy Joe's Bar. Their blend of humor and…

Join comedian James Scott Patterson at Comedy Key West for Hemingway in a Funny Way, an uproarious tribute to the legendary writer. With his witty…

Dallas Remington takes center stage at Rick's Entertainment Complex, captivating the audience with her dynamic musical prowess. Known for her engaging performances, Dallas blends soulful…

Experience the captivating sounds of the Gulfstream Band at the iconic Schooner Wharf Bar in Key West. This talented group of musicians energizes the waterfront…

Experience the mesmerizing Magic of Frank Everhart at the legendary Schooner Wharf Bar. Renowned magician Frank Everhart captivates audiences with his enchanting performances, weaving wonder…

Experience the electrifying presence of Joe the Show at Rick's Bar in Key West's premier entertainment hub. Known for his captivating performances and magnetic energy,…

Join us at Comedy Key West for a night of laughter with Jordan Rock, renowned for his roles in Netflix's LOVE and HBO Max's LOVE…

Experience the electrifying energy of The Young Dubliners at Key West Theater, where their dynamic Celtic rock melodies will ignite the stage. Known for their…

Experience the captivating performance of the Saltwater Saints at Sloppy Joe's Bar, a historic Key West landmark renowned for its vibrant ambiance. The Saltwater Saints…

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…

Catch Justin Angelo at Sloppy Joe's Bar in Key West, where his vibrant fusion of folk and blues guitar captivates audiences. An emerging talent from…

Ross Brown, a talented musician based in Key West, captivates audiences at Sloppy Joe's Bar with his mastery of guitar, percussion, and vocals. Performing solo…

Nick Brownwell brings an exceptional musical experience to Schooner Wharf Bar, captivating audiences with his talent and charisma. Set against the picturesque backdrop of Key…

Experience the captivating performance of musician Zack Seemiller at Rick's Bar Downstairs Stage in Rick's Entertainment Complex. Known for his dynamic presence and musical talent,…

Experience a unique musical tribute with Caleb Hogan as he embodies the legendary Jimmy Buffett at Comedy Key West. In this vibrant lunchtime show, Hogan…

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…

Enjoy an unforgettable night with the Jeff Clark Band at Sloppy Joe's Bar, a Key West icon since 1937. Known for their electrifying performances, the…

Experience the mesmerizing sounds of the Gulfstream Band at Schooner Wharf Bar, Key West’s cherished waterfront venue. Revel in the band’s captivating live performances amidst…

Experience the enchanting Magic of Frank Everhart at the historic Schooner Wharf Bar in Key West. Known for his captivating performances, Frank Everhart brings his…

Experience the comedic brilliance of Jordan Rock at Comedy Key West. Renowned for his roles in Judd Apatow’s Netflix series LOVE and HBO Max's LOVE…

Experience the captivating sounds of Elle Haley on the Downstairs Stage at Rick's Bar, part of Key West's largest nightlife hub, Rick's Entertainment Complex. Known…

Saltwater Saints captivate audiences at Sloppy Joe's Bar with their electrifying performance and vibrant energy. Known for their dynamic sound and engaging stage presence, this…

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…

Catch the captivating Chris Thomas live at Sloppy Joe's Bar, a historic Key West gem since 1937. Known for his dynamic performances, Chris brings an…

John LaMere, a staple at Sloppy Joe's Bar since 2011, captivates audiences with his extensive and diverse song list, making every performance unforgettable. Known for…

Gary Hempsey captivates audiences at the Schooner Wharf Bar with his musical talents, delivering an unforgettable performance in Key West's laid-back, open-air setting. Surrounded by…

Experience the soulful melodies of Trenton Chandler, a talented country musician from Shallowater, Texas, as he takes the stage at Rick's Bar in Key West.…

Join the unforgettable Sunday karaoke at 801 Bourbon Bar, hosted by the charismatic Jeff. Known for his engaging personality, Jeff takes center stage, making each…

Experience a vibrant evening at Tea Dance at La Te Da, featuring the incredible Randy Roberts. Delight in raunchy drag performances and masterful impersonations of…

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…

Experience the electrifying sounds of Mojito at Sloppy Joe's Bar, where their upbeat Latin rhythms will have you dancing all night long. This historic Key…

Enjoy an unforgettable performance by the Chris Kasper Duo at the Schooner Wharf Bar, a beloved waterfront venue in Key West. Known for their captivating…

Join 80s & 90s Trivia Night at The Retro Room in Old Town, Key West, where an engaging entertainer takes you on a nostalgic journey.…

Join us at Comedy Key West for an unforgettable night with Jordan Rock, renowned for his roles in Netflix's LOVE and HBO Max's LOVE LIFE.…

Experience the mesmerizing Magic of Frank Everhart at the iconic Schooner Wharf Bar. Renowned magician Frank Everhart captivates audiences with his spellbinding performances, creating magical…

Experience an unforgettable night with Bradd Shadduck at Rick's Bar in Key West's premier entertainment complex. A talented musician, Shadduck captivates audiences with his dynamic…

Experience the electrifying sounds of Homegrown at Rick's Bar Downstairs Stage within Rick's Entertainment Complex. This dynamic band brings their unique energy to the heart…

Experience the dynamic performance of Saltwater Saints at Sloppy Joe's Bar, a legendary Key West venue. Known for their captivating blend of tropical rock and…