Gary Hempsey, a beloved figure in Key West’s thriving music scene, has been captivating audiences on the iconic 2×4-mile island and far beyond for decades. Known for his unforgettable performances, expansive song catalog, and a journey that spans from the California coast to the southernmost point of the United States, Gary embodies the heart and soul of a true traveling troubadour.
The Island’s Soundtrack
Regularly performing at iconic Key West venues such as Schooner Wharf, Sunset Tiki, the Green Parrot, Salty’s, and Casa Marina, Gary is a staple of the island’s music culture. His style blends adult acoustic alternatives with influences ranging from soft melodies to edgy rhythms, shaped by the many artists he interprets. With four original albums to his name, including the 2020 release Don’t Forget Where You Come From, Gary’s music is as diverse as his audience.
Don’t Forget Where You Come From, available on digital platforms and pressed as a vinyl LP, is a sonic journey where each track tells a story. The record evokes the nostalgic experience of spinning a vinyl album, drawing listeners into a ride filled with emotional highs and reflective lows.
A Touring Veteran
In 2023, Gary played an impressive 280 shows, spanning venues from the Canadian border to the southernmost tip of the U.S. His wide-ranging songbook, featuring originals and fan-favorite covers, keeps his solo performances fresh and engaging.
Collaborations and Bands
Beyond his solo career, Gary plays rhythm guitar and sings with The Happy Dog, a Key West favorite band that brings the energy of an amusement park ride to every performance. He also lends his talents to That Hippie Band, a 60s revival act known for its theatrical shows and costumed audiences. Over 15 years, their annual theater and amphitheater performances have become a beloved tradition.
Gary’s tenure with the Paul Cotton Band allowed him to harmonize on classics like “Crazy Love” and “Heart of the Night,” making his mark alongside the legendary POCO frontman.
Roots and Influences
Gary’s musical journey began at the Philadelphia School of Guitar before taking him to San Francisco, Los Angeles, and Key West. Along the way, he performed at renowned venues like the I-Beam and Slim’s in San Francisco, hosted jams in Topanga Canyon, and even appeared in HBO’s Taxi Cab Confessions. His influences, as eclectic as his performances, range from traditional rock to whimsical nods to Ricky Ricardo’s club adventures.
A Key West Favorite
For over 25 years, Gary has been a cornerstone of Key West’s music scene. His performances remain fresh and unforgettable from his early days at Captain Tony’s Saloon to his current gigs. Gary also supports the local music community by booking acts for venues, ensuring the island’s vibrant culture thrives.
With new music in the works and a return to Duval Street on the horizon, Gary Hempsey continues to bring his unique, soulful sound to fans old and new. Whether you’re a longtime listener or a first-time visitor to Key West, Gary’s music is a must-experience on the island.
Stay tuned for upcoming performances and releases by signing up for his mailing list or connecting with him online.
https://www.facebook.com/gary.hempsey
https://www.instagram.com/garyhempsey/?hl=en
M.T.V.rock 