Sailor Jane

St. Augustine native Sailor Jane grew up with gospel music and her grandfather's church. She believes that music has the power to move people in spiritual and distinctly human ways.

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Sailor Jane is a talented musician, a professional educator, a nurse, and world traveler, but she comes to St. Augustine to perform her beautiful Reggae vocals and whimsical ukulele tunes.

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Tim Collins

This local musician performs and teaches in Northeast Florida.

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In addition to performing all around St. Augustine, Collins is known as an instructor of music: piano and guitar. Having trained in classical piano at the Florida School Of The Arts as well as majoring in classical guitar at Florida State University, he began teaching lessons at 19 years old while playing in a well-known local band. He still tours the scene and plays for folks who enjoy good acoustic sounds.

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The WillowWacks

This husband-and-wife duo weave their songs together like a pair of love birds, with a pure and deeply personal style that has attracted a host of local and national fans.

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Husband-and-wife Micah and Lauren Gilliam make up St. Augustine's popular folk duo, WillowWacks. Known for their "home-spun" sound, the WillowWacks specialize in diverse folk music on multiple instruments. Lauren's crystaline voice and tender harmonics are just what you might expect from a duo whose name means "a wooded, uninhabited area."

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Vinny Jacobs

A must-see, St. Augustine’s Vinny Jacobs stretches his canvas beyond the quintessential classical and Latin guitarist. He is a guru of the classic rock genre and weaves rich webs of stories into his own original material.

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Originally from southwest Florida, Vinny Jacobs has been a recognized musical name statewide for over two decades. A sensational guitarist and avid learner, Vinny ferociously seeks to expand his musical knowledge, taking risks in his original work and forever embarking on a journey of the study of sound. Vinny has an impeccable way of executing his instrumental material, performing a large collection of traditional classical guitar pieces as well as highly energetic and technically complicated Latin guitar pieces including Latin jazz, flamenco, and Latin folk.

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Lonesome Bert and the Skinny Lizards

This St. Augustine-based all-original, Americana and folk band writes and performs all around Florida.

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Lonesome Bert and the Skinny Lizards made their first debut in 2005 in St. Augustine, Florida. The band started off by playing at the First Friday Artwalk at Saltwater Property Group every month, having weekly gigs at the Florida Cracker Cafe, and performances at A1A Ale Works every once in a while.

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Editor's Note: We encourage you to verify event times and details with the organizers, as they may change.
Songwriter Jim Carrick playing guitar

Jim Carrick

Singer/songwriter Jim Carrick is St. Augustine’s truest troubadour, learning from local legend Gamble Rogers and bringing to the stage a healthy serving of American fingerstyle folk, blues, ragtime guitar, jazz guitar, and old-time standards.

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Jim Carrick, St. Augustine, Florida's tried and true troubadour, is a master of the fingerstyle guitar. Jim blends American fingerstyle folk, blues, ragtime, bluegrass, old time standards, jazz guitar, and an overall understanding of fingerstyle guitar into his body of work. While very few of the original music scene movers and shakers still remain in town Jim has been a St. Augustinian since the 70s, working with and learning from the late great Gamble Rogers. Gamble Rogers was St.

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Jim Asselta

Jim Asselta describes his music as Easy Listening

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Jim describes his music as easy listening, as he plays venues in which folks are eating and visiting with friends, and want familiar background music.

Featuring classics of folk, country, jazz and blues, Jim brings familiar songs to St Augustine eateries and listening rooms.

He also offers a free 250-song play list available onsite each night,for listeners to select their favorite songs.

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Duffy Bishop Band

A hard-hitting sultry blues ensemble led by Duffy Bishop.

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Hypnotic and irresistible, the local Duffy Bishop Band is a blues rock ensemble that is not only highly inviting, but also bewitching. It's hard to look away when Duffy takes the stage. A sultry voice spilling over the brim with passion, her on-stage presence is appealing, seductive, and downright mesmerizing. With the energy of a firecracker, she flies out of the gate full speed ahead, pouring every bit of energy and emotion into her live performances.

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Dewey Via

Making his musical mark by performing originals and covers in a variety of genres.

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Named the best flat-pick guitarist in Northeast Florida, Dewey Via combines rock and roll, bluegrass, country, alternative country, and southern rock to create his signature high-energy sound. St. Augustine's Dewey Via has the ability to acoustically recreate the electric sounds of Jimi Hendrix and The Allman Brothers, and has garnered praise from audiences and musical peers up and down the east coast. His original body of work is incredibly well thought out and is filled with hard-hitting subjects such as unemployment and terminal illness.

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Colton McKenna

Colton McKenna, a percussive and bass-driven mixture of both americana and reggae, brings to the stage thought provoking originality in both music and lyricism.

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One of the most groundbreaking musicians and songwriters in the city of St. Augustine, Colton McKenna blends folk and reggae genres with heart-tugging lyrics to produce a sound that is unique to him. A St. Augustine native, Colton grew up listening to various local performers and studying music throughout his high school years. To the city, he brings an incredibly stripped-down performance that strikes a chord with the humanity within.

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