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.

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Singer-songwriter

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

Wednesday, August 26th, 2026

Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Tradewinds Lounge1:00 pm - 4:30 pm
Musician Matt Still with his guitar in a studio

Matt Still

Reef Restaurant4:30 pm - 7:00 pm
Carpetbaggers band standing together on stage, outside

Carpetbaggers

Hurricane Grill & Wings5:00 pm - 8:00 pm
The Band Bad Dog Mama from St. Augustine

Bad Dog Mama

St. Johns County Ocean Pier7:00 pm - 9:00 pm

Thursday, August 27th, 2026

Musician Scott Halls onstage singing

Scott Halls

Bin 39 Wine Bar1:00 pm - 4:00 pm
Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

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

Ivan Smith

Casa de Vino 576:30 pm - 9:30 pm

Friday, August 28th, 2026

Colin Kosco

Bin 39 Wine Bar1:00 pm - 4:00 pm
Musician Damon Slaughter with his guitar, sitting outside near trees

Damon Slaughter

Bin 39 Wine Bar4:00 pm - 7:00 pm

Evan D

Guy Harvey Resort4:00 pm - 7:00 pm
Guitarist John Winters singing onstage, holding guitar

John Winters

Marina Munch 5:00 pm - 8:00 pm
The Band Bad Dog Mama from St. Augustine

Bad Dog Mama

Casa de Vino 577:00 pm - 10:00 pm
The Band Bad Dog Mama from St. Augustine

Bad Dog Mama

Colonial Oak Music Park7:00 pm - 10:00 pm

Clayton Bush

V Pizza + Flask & Cannon — St. Augustine7:00 pm - 10:00 pm
Sam Pacetti with guitar, speaking into microphone

Sam Pacetti

Meehan's Irish Pub & Seafood House7:00 pm - 11:00 pm

Saturday, August 29th, 2026

Musician Yael Dray, with guitar

ZaZa Flamenca

Bin 39 Wine Bar1:00 pm - 4:00 pm
Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Backyard at Meehan's Irish Pub1:00 pm - 5:00 pm

Walt Kulwicki

St. Augustine Shores Golf Club5:00 pm - 8:00 pm
Allen Arena and his dog Charlie in a living room

Allen Arena

Donovan's Irish Pub6:00 pm - 9:00 pm

Eddie Pickett

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

Jesse Cruce

Mellow Mushroom—St. Johns6:00 pm - 9:00 pm
Guitarist Hudson Vance with his guitar, outside

Hudson Vance

Surfside Kitchen6:00 pm - 9:00 pm
singer songwriter Jolie headshot

Jolie

Casa de Vino 577:00 pm - 10:00 pm

Sunday, August 30th, 2026

Ragga Surf Music playing onstage, outdoors

Ragga Surf Music

Ragga Surf Cafe10:00 am - 1:00 pm
Musician Jeremy Price playing guitr outside, in front of a palm tree

Jeremy Price

Outback Crab Shack11:00 am - 3:00 pm
Singer/songwriter David Watt Besley onstage at Lullaby of The Rivers 2026

David Watt Besley

Aunt Kate's12:30 pm - 3:30 pm
singer songwriter Jolie headshot

Jolie

Bin 39 Wine Bar1:00 pm - 4:00 pm
Dave Gruuve Sisk sitting by the waterway, smiling

Gruuve (AKA Dave Sisk)

DJ's Clam Shack 1:00 pm - 4:00 pm

Jesse Cruce

Mellow Mushroom—Murabella5:00 pm - 8:00 pm

Monday, August 31st, 2026

Riggy, singer and songwriter, sitting outside with her guitar

Reagan Bush

Casa de Vino 575:30 pm - 8:30 pm

Stu Weaver

Harry's Seafood Bar & Grille6:00 pm - 10:00 pm

Tuesday, September 1st, 2026

Riggy, singer and songwriter, sitting outside with her guitar

Reagan Bush

Bin 39 Wine Bar2:00 pm - 6:00 pm
Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Ann O'Malley's Deli and Pub6:00 pm - 10:00 pm

Wednesday, September 2nd, 2026

Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Tradewinds Lounge1:00 pm - 4:30 pm
Musician Scott Halls onstage singing

Scott Halls

Bin 39 Wine Bar2:00 pm - 6:00 pm
Carpetbaggers band standing together on stage, outside

Carpetbaggers

Hurricane Grill & Wings5:00 pm - 8:00 pm

Thursday, September 3rd, 2026

The band Honey Knots at a marina perfoming with guitars and mandolin.

Honey Knots

Marina Munch 2:00 pm - 4:00 pm
Musician Yael Dray, with guitar

ZaZa Flamenca

Plaza de la Constitución6:00 pm - 8:00 pm

Friday, September 4th, 2026

Singer/songwriter David Watt Besley onstage at Lullaby of The Rivers 2026

David Watt Besley

Aunt Kate's4:00 pm - 7:00 pm
Musician Damon Slaughter with his guitar, sitting outside near trees

Damon Slaughter

Bin 39 Wine Bar4:00 pm - 7:00 pm
Singer-songwriter Sage Trunnell standing under trees in front of microphone

Sage Trunnell

Florida Moonshine Company6:00 pm - 9:00 pm
headshot of bassist Rusty Springfield in sunglasses and hat

Rusty Springfield

Reef Restaurant6:00 pm - 9:00 pm

Walt Kulwicki

Shaughnessy's Sports Grill6:00 pm - 9:00 pm
Singer-songwriter Sage Trunnell standing under trees in front of microphone

Sage Trunnell

The Blue Parrot6:00 pm - 9:00 pm

Clayton Bush

V Pizza + Flask & Cannon — St. Augustine7:00 pm - 10:00 pm

Saturday, September 5th, 2026

Musician Yael Dray, with guitar

ZaZa Flamenca

The BART on Aviles3:00 pm - 6:00 pm
2024 lineup of the Palmetto Pickers band

Palmetto Pickers

Guy Harvey Resort4:00 pm - 7:00 pm
Singer/songwriter David Watt Besley onstage at Lullaby of The Rivers 2026

David Watt Besley

Hurricane Grill & Wings6:00 pm - 9:00 pm
Musician Scott Halls onstage singing

Scott Halls

V Pizza + Flask & Cannon — St. Augustine7:00 pm - 10:00 pm

Sunday, September 6th, 2026

Ragga Surf Music playing onstage, outdoors

Ragga Surf Music

Ragga Surf Cafe10:00 am - 1:00 pm

Colin Kosco

Bin 39 Wine Bar1:00 pm - 4:00 pm
The Band Bad Dog Mama from St. Augustine

Bad Dog Mama

Old Coast Ales2:00 pm - 5:00 pm
singer songwriter Jolie headshot

Jolie

Bin 39 Wine Bar6:00 pm - 8:00 pm
Musician Kirk Whalen playing his guitar, laughing

Kirk Whalen

Colonial Oak Music Park7:00 pm - 9:00 pm
Patrick Hagerman in the Retrophonics studio, recording his original album

Patrick Hagerman

Colonial Oak Music Park7:00 pm - 9:00 pm
Singer songwriter Alyce Doty outside, with her guitar

Alyse Doty

Colonial Oak Music Park7:00 pm - 10:00 pm

Monday, September 7th, 2026

Stu Weaver

Harry's Seafood Bar & Grille6:00 pm - 10:00 pm

Tuesday, September 8th, 2026

Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Ann O'Malley's Deli and Pub6:00 pm - 10:00 pm

Wednesday, September 9th, 2026

Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Tradewinds Lounge1:00 pm - 4:30 pm

Thursday, September 10th, 2026

Musician Yael Dray, with guitar

ZaZa Flamenca

Bin 39 Wine Bar1:00 pm - 4:00 pm

Related categories

Alternative Rock

Americana

Bluegrass

Blues

Caribbean

Comedy

Country

Electronic

Folk

Hip hop

Indie

Jazz

Latin

Musicians at Marina Munch ready for the Thursday Jam

Open Mics

Pop

R&B

Reggae

Rock

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

Singer-songwriter

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