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

Beacher's Lodge - Oceanfront Suites
Beacher's Lodge - Oceanfront Suites
Dolphin Tours at Red Boat Tours
Sunset Cruises at Red Boat Tours
Ocean Sands Beach Boutique Inn
La Fiesta - Ocean Inn & Suites
La Fiesta - Ocean Inn & Suites

Singer-songwriter

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

Tuesday, August 18th, 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, August 19th, 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
Musician Yael Dray, with guitar

ZaZa Flamenca

A1A Asian Kitchen5:30 pm - 8:30 pm
The four members of Potatoheads at Funkadelic Food Shack

Potato Heads

Funkadelic Food Shack5:30 pm - 8:30 pm

Thursday, August 20th, 2026

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

Honey Knots

Marina Munch 2:00 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

Evan D

Guy Harvey Resort4:00 pm - 7:00 pm
Singer-songwriter Sage Trunnell standing under trees in front of microphone

Sage Trunnell

AC Hotel St. Augustine5:00 pm - 8:00 pm
Guitarist Hudson Vance with his guitar, outside

Hudson Vance

Beaches at Vilano5:00 pm - 9:00 pm
Musician Yael Dray, with guitar

ZaZa Flamenca

Hilton St. Augustine Historic Bayfront6:00 pm - 9:00 pm

Friday, August 21st, 2026

Musician Yael Dray, with guitar

ZaZa Flamenca

Bin 39 Wine Bar1:00 pm - 4:00 pm
Musician Yael Dray, with guitar

ZaZa Flamenca

Bin 39 Wine Bar1:00 pm - 4:00 pm
Riggy, singer and songwriter, sitting outside with her guitar

Reagan Bush

Bin 39 Wine Bar4:00 pm - 7:00 pm
Singer songwriter Joe Downing smiling, at the waterside

Joe Downing

Guy Harvey Resort4:00 pm - 7:00 pm
Three performers in the band Sayless

Sayless

Conch House Marina Resort4:00 pm - 8:00 pm
Musician Yael Dray, with guitar

ZaZa Flamenca

Lynda's at the Ocean Club5:00 pm - 8:00 pm
The four members of Potatoheads at Funkadelic Food Shack

Potato Heads

Marina Munch 5:00 pm - 8:00 pm
Singer/songwriter David Watt Besley onstage at Lullaby of The Rivers 2026

David Watt Besley

The Tides Oyster Co. & Grill5:00 pm - 8:00 pm
Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Tradewinds Lounge5:00 pm - 8:00 pm
Musician Matt Still with his guitar in a studio

Matt Still

Reef Restaurant5:30 pm - 8:30 pm
Musician Jeremy Price playing guitr outside, in front of a palm tree

Jeremy Price

Schooner's Seafood House6:00 pm - 8:00 pm

Jesse Cruce

Mellow Mushroom—St. Johns6:00 pm - 9:00 pm
Songwriter Kevin Edwards with his guitar, outside, backed by banjo playing racoons and others

Kevin Edwards

Ann O'Malley's Deli and Pub6:00 pm - 10:00 pm
Guitarist Hudson Vance with his guitar, outside

Hudson Vance

River & Fort7:00 pm - 10:00 pm

Brothers Futch

Arnold's Lounge7:00 pm - 11:00 pm

Saturday, August 22nd, 2026

Greg Johnson

Guy Harvey Resort12:00 pm - 3:00 pm

Colin Kosco

Bin 39 Wine Bar1:00 pm - 4:00 pm
Riggy, singer and songwriter, sitting outside with her guitar

Reagan Bush

Casa de Vino 572:30 pm - 5:30 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.