Jack Wolf

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.

• Long-standing gigs at Irish Kevin’s, Mangoes, and Sloppy Joe’s in Key West
• Debuted original music at the Key West Theater’s Sunday Ramble in 2017
• Regular livestream performer with a growing fanbase on YouTube
• Co-creator and performer in the acoustic duo Wolf Love Band with his partner, Kari Wolf

 Jack Wolf’s style blends island soul, singer-songwriter storytelling, and alt-rock roots. His musical influences include:

• Jack Johnson – for his earnest lyricism and beachside sensibility
• Jimmy Buffett – especially the introspective tone of “Bubbles Up”
• Sublime & Nirvana – for raw edge and emotional honesty

A lyrics-first writer, Jack’s songs are deeply personal and narrative-driven. Whether covering a classic or sharing an original, he connects with his audience through heartfelt emotion and playful charisma.

Known for his powerful voice and inviting stage presence, Jack has a gift for transforming any room—bar, beach, or theater—into an intimate musical experience. His setlists are a mix of fan-favorite covers and original material, always tailored to the mood of the moment. Performances with Kari as Wolf Love showcase rich harmonies, storytelling, and a palpable chemistry that keeps audiences coming back.

During the COVID-19 pandemic, Jack began livestreaming shows, discovering a new way to connect with fans near and far. His online following continues to grow, with regular content that offers a behind-the-scenes look at his songs, life, and travels.

 Originally from Yuma, Arizona and raised in Tennessee, Jack made his way to Key West in 2013 with nothing but a suitcase and a love of live performance. The island's vibrant energy, welcoming crowd, and open-air music scene immediately felt like home. Jack quickly found his groove, earning regular gigs at iconic Duval Street venues and becoming part of the fabric of the local music community.

Alongside his music career, Jack has cultivated a creative life in Key West—whether teaching dance, busking on the street, or collaborating with other island musicians. His relationship with singer Kari Daley, both personal and professional, blossomed in Key West, leading to their monthly performances together and a shared life built on harmony.