Singer and songwriter Denny Blue performing with guitar and harmonica. Courtesy of Terry Bottom

Singer-songwriter

Some people can sing, some can write songs, and some can do both.

We have some great singer/songwriters in our fair city. Some of our favorites were raised here and others moved here after a career in music or something more conventional. Here's the thing, they all know that you go out to hear familiar songs, so they play great covers—very well. However, when you ask a local about their favorite local musician, chances are we'll name one of these singer/songwriters. Don't miss them and please ask to hear an original.

Sponsored Partners

La Fiesta - Ocean Inn & Suites
La Fiesta - Ocean Inn & Suites
Ocean Sands Beach Boutique Inn
Dolphin Tours at Red Boat Tours
Sunset Cruises at Red Boat Tours

Singer-songwriter

Learn about some of the amazing musicians and singers in the Oldest City with our list of singer/songwriters.

Friday, December 11th, 2026

Dave Gruuve Sisk sitting by the waterway, smiling

Gruuve (AKA Dave Sisk)

Pesca Vilano by Michael Lugo6:00 pm - 10:00 pm
2024 lineup of the Palmetto Pickers band

Palmetto Pickers

Durty Neli's7:00 pm - 10:00 pm
Guitarist Hudson Vance with his guitar, outside

Hudson Vance

River & Fort7:00 pm - 10:00 pm

Saturday, December 12th, 2026

Amy Hendrickson with a flower in her hair, looking up into a camera while standing on an old brick patio

Amy Hendrickson

O.C. White's Restaurant6:30 pm - 9:30 pm

Sunday, December 13th, 2026

Musician Damon Slaughter with his guitar, sitting outside near trees

Damon Slaughter

O.C. White's Restaurant6:30 pm - 9:30 pm

Monday, December 14th, 2026

Songwriter Bob Patterson tuning his twelve-string guitar

Bob Patterson

O.C. White's Restaurant6:30 pm - 9:30 pm

Tuesday, December 15th, 2026

Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Ann O'Malley's Deli and Pub6:00 pm - 10:00 pm
Musician Damon Slaughter with his guitar, sitting outside near trees

Damon Slaughter

O.C. White's Restaurant6:30 pm - 9:30 pm

Wednesday, December 16th, 2026

Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Tradewinds Lounge1:00 pm - 4:30 pm

Gary Douglas Campbell

O.C. White's Restaurant6:30 pm - 9:30 pm

Thursday, December 17th, 2026

Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Backyard at Meehan's Irish Pub3:00 pm - 7:00 pm

Friday, December 18th, 2026

Musician Matt Still with his guitar in a studio

Matt Still

Reef Restaurant5:00 pm - 8:00 pm
Guitarist Hudson Vance with his guitar, outside

Hudson Vance

Mellow Mushroom—St. Johns6:00 pm - 9:00 pm

Saturday, December 19th, 2026

Amy Hendrickson with a flower in her hair, looking up into a camera while standing on an old brick patio

Amy Hendrickson

O.C. White's Restaurant6:30 pm - 9:30 pm

Sunday, December 20th, 2026

Brittani Meuller, 1 Woman Band with her multi-instruments, under a tree.

Brittani Mueller

Schooner's Seafood House5:30 pm - 8:30 pm
Musician Damon Slaughter with his guitar, sitting outside near trees

Damon Slaughter

O.C. White's Restaurant6:30 pm - 9:30 pm

Monday, December 21st, 2026

Songwriter Bob Patterson tuning his twelve-string guitar

Bob Patterson

O.C. White's Restaurant6:30 pm - 9:30 pm

Tuesday, December 22nd, 2026

Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Ann O'Malley's Deli and Pub6:00 pm - 10:00 pm
Musician Damon Slaughter with his guitar, sitting outside near trees

Damon Slaughter

O.C. White's Restaurant6:30 pm - 9:30 pm

Wednesday, December 23rd, 2026

Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Tradewinds Lounge1:00 pm - 4:30 pm

Gary Douglas Campbell

O.C. White's Restaurant6:30 pm - 9:30 pm

Thursday, December 24th, 2026

Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Backyard at Meehan's Irish Pub3:00 pm - 7:00 pm

Saturday, December 26th, 2026

Amy Hendrickson with a flower in her hair, looking up into a camera while standing on an old brick patio

Amy Hendrickson

O.C. White's Restaurant6:30 pm - 9:30 pm
Guitarist Hudson Vance with his guitar, outside

Hudson Vance

Meehan's Irish Pub & Seafood House7:00 pm - 10:00 pm

Sunday, December 27th, 2026

Musician Damon Slaughter with his guitar, sitting outside near trees

Damon Slaughter

O.C. White's Restaurant6:30 pm - 9:30 pm

Monday, December 28th, 2026

Songwriter Bob Patterson tuning his twelve-string guitar

Bob Patterson

O.C. White's Restaurant6:30 pm - 9:30 pm

Tuesday, December 29th, 2026

Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Ann O'Malley's Deli and Pub6:00 pm - 10:00 pm
Musician Damon Slaughter with his guitar, sitting outside near trees

Damon Slaughter

O.C. White's Restaurant6:30 pm - 9:30 pm

Wednesday, December 30th, 2026

Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Tradewinds Lounge1:00 pm - 4:30 pm

Gary Douglas Campbell

O.C. White's Restaurant6:30 pm - 9:30 pm

Related categories

Rock

Country

Blues

Jazz

Caribbean

Bluegrass

Pop

R&B

Folk

Latin

Hip hop

Americana

Reggae

Singer and songwriter Denny Blue performing with guitar and harmonica. Courtesy of Terry Bottom

Singer-songwriter

Alternative Rock

Indie

Electronic

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