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.

Tuesday, May 19th, 2026

Musical performer Shayla Nelson, smiling, sitting in front of a picket fence.

Shayla Nelson

Tradewinds Lounge1:00 pm - 4:30 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, May 20th, 2026

Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Tradewinds Lounge1:00 pm - 4:30 pm

Thursday, May 21st, 2026

Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Backyard Island Cafe at Meehan's3:00 pm - 7:00 pm

Friday, May 22nd, 2026

Musical performer Shayla Nelson, smiling, sitting in front of a picket fence.

Shayla Nelson

Marina Munch 5:00 pm - 8:00 pm

Saturday, May 23rd, 2026

2024 lineup of the Palmetto Pickers band

Palmetto Pickers

Guy Harvey Resort4:00 pm - 7:00 pm
Musical performer Shayla Nelson, smiling, sitting in front of a picket fence.

Shayla Nelson

Tradewinds Lounge5:00 pm - 8:00 pm

Tuesday, May 26th, 2026

Musical performer Shayla Nelson, smiling, sitting in front of a picket fence.

Shayla Nelson

Tradewinds Lounge1:00 pm - 4:30 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, May 27th, 2026

Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Tradewinds Lounge1:00 pm - 4:30 pm

Thursday, May 28th, 2026

Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Backyard Island Cafe at Meehan's3:00 pm - 7:00 pm
Musical performer Shayla Nelson, smiling, sitting in front of a picket fence.

Shayla Nelson

Tradewinds Lounge5:00 pm - 8:00 pm

Friday, May 29th, 2026

Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Backyard Island Cafe at Meehan's1:00 pm - 5:00 pm

Tuesday, June 2nd, 2026

Musical performer Shayla Nelson, smiling, sitting in front of a picket fence.

Shayla Nelson

Tradewinds Lounge1:00 pm - 4:30 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, June 3rd, 2026

Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Tradewinds Lounge1:00 pm - 4:30 pm
Rambler Kane staring pausing between songs

Rambler Kane

Pierre's Pub6:00 pm - 10:00 pm

Thursday, June 4th, 2026

Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Backyard Island Cafe at Meehan's3:00 pm - 7:00 pm
Musical performer Shayla Nelson, smiling, sitting in front of a picket fence.

Shayla Nelson

Tradewinds Lounge5:00 pm - 8:00 pm
2024 lineup of the Palmetto Pickers band

Palmetto Pickers

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

Sunday, June 7th, 2026

The Band Bad Dog Mama from St. Augustine

Bad Dog Mama

Old Coast Ales2:00 pm - 5:00 pm

Tuesday, June 9th, 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, June 10th, 2026

Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Tradewinds Lounge1:00 pm - 4:30 pm

Thursday, June 11th, 2026

Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Backyard Island Cafe at Meehan's3:00 pm - 7:00 pm

Friday, June 12th, 2026

Musician Matt Still with his guitar in a studio

Matt Still

Guy Harvey Resort4:00 pm - 7:00 pm

Saturday, June 13th, 2026

The Band Bad Dog Mama from St. Augustine

Bad Dog Mama

Dog Rose Brewing Co.8:00 pm - 11:00 pm
Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Ann O'Malley's Deli and Pub8:00 pm - 11:59 pm

Sunday, June 14th, 2026

Larry Mangum, a singer and songwriter, sits in front of a window with his guitar

Larry Mangum

Beluthahatchee Park2:00 pm - 4:00 pm

Tuesday, June 16th, 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, June 17th, 2026

Smokin' Joe Schauer playing guitar in St. Augustine

Smokin' Joe Schauer

Tradewinds Lounge1:00 pm - 4:30 pm

Related categories

Alternative Rock

Americana

Bluegrass

Blues

Caribbean

Classical

Comedy

Country

Easy listening

Electronic

Folk

Hip hop

Indie

Jazz

Latin

Three musicians, a bass player, harmonica player, and guitarist performing together at an open mic

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.