Lineup

 Zack Seemiller is a dynamic singer-songwriter, guitarist, and comedian who has been a cornerstone of the Key West music scene for over three decades. Raised in southwestern Pennsylvania, Seemiller discovered his passion for music early, later honing his craft at the Music Institute of Technology in Hollywood in the early 1990s.

 With a guitar in hand and a story to tell, Jeff Harris—known to fans as The Key West Cowboy—has been entertaining audiences across the country with his heartfelt songs, sharp wit, and unmistakable island spirit. Equal parts troubadour and storyteller, Jeff brings warmth, humor, and authenticity to every stage he steps on. 

 With a rich Irish heritage and a master’s command of multiple instruments, Gabriel Donohue has captivated audiences around the globe for over four decades. Performing traditional Celtic ballads, Broadway standards, or fiery flamenco‑tinged melodies, Gabe brings unparalleled musicianship, warmth, and storytelling to every stage he graces. 

 With a masterful fingerpicking style and a storyteller’s heart, Scott Kirby has spent over three decades crafting songs that blend Americana, beach folk, and blues-rock influences. A seasoned performer and prolific songwriter, Scott’s music reflects his lifelong passions for sailing, storytelling, and genuine connection with audiences across the country. 

 Born in South Africa and now a vibrant fixture on the East Coast music scene, Sheldon Benton captivates audiences with his dynamic performances and versatile musical style. Known for blending contemporary hits with timeless classics, Sheldon’s engaging stage presence and soulful voice make every show a memorable experience. 

 A seasoned solo performer with deep roots in classic rock, Americana, and heartfelt storytelling, John LaMere has become one of Key West’s most beloved live musicians. Known for his warm stage presence and uncanny ability to play “songs people forgot they remember,” John brings decades of experience, charm, and authenticity to every performance.

 With a gritty voice, high-energy stage presence, and a setlist packed with alt-rock anthems and fan favorites, Chris Toler has carved out a unique path between the shores of New Hampshire and the streets of Key West. Whether playing solo or leading a full band, Chris brings raw talent and electric charisma to every performance, earning him fans on both ends of the east coast. 

 With a soulful voice, heartfelt lyrics, and a fearless authenticity, Kari Wolf has become a standout presence in the Key West music scene. Her journey—from the Midwest to the tropics—has shaped a musical style rooted in resilience, honesty, and connection. Kari’s music carries both strength and vulnerability, offering comfort, joy, and a sense of community to everyone who listens.

 Jack Wolf is a dynamic singer-songwriter whose soulful voice and island spirit have made him a beloved fixture in the Key West music scene. With roots in Tennessee and a heart that found its home in the Florida Keys, Jack brings an authentic blend of heartfelt storytelling, laid-back charm, and rock-infused energy to every performance.

Sid Ordoyne is a seasoned bassist whose steady groove and dependable presence have made him a go-to player across the Gulf Coast and beyond. Hailing from Louisiana, Sid has built a reputation for his professionalism, versatility, and unshakable rhythm. With years of performance experience, Sid brings skill and soul to every stage he steps on. 

Marjory Lee brings a sunshine-soaked sound straight from the heart of the South. A storyteller at heart, her voice carries both grit and grace—perfectly at home under palm trees, or pine trees in this case. Marjory doesn’t just accompany—she elevates, weaving her artistry into the fabric of the festival in a way that’s uniquely her own. 

Customers have questions, you have answers. Display the most frequently asked questions, so everybody benefits.

With decades behind the kit for icons like B.B. King and Bobby “Blue” Bland, TC brings a deep groove, rich history, and unmistakable style to every performance. Now part of the island’s musical fabric, he continues to share his talent, passion, and stories with audiences near and far.