Country

Born in America and shaped by blues, spirituals, and folk music, country has a heavy western influence characterized by plucky guitars, chipper fiddles, and down-to-earth lyrics. Even with electric instrumentation and modern musical forms, country maintains its character in its musical forms and culture.

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Country

Friday, September 25th, 2026

A young white man (singer Preston James) dressed in a pink jacket looks directly into the camera. Trees and cars in the background are blurred

Preston James

Tradewinds Lounge9:15 pm - 10:15 pm
Songwriters the Warren Brothers headshot

Warren Brothers

Colonial Oak Music Park9:30 pm - 11:00 pm

Paper City Hustlers

Prohibition Kitchen10:00 pm - 1:00 am

Cliff Cody

Tradewinds Lounge10:30 pm - 12:00 am
Composer Emmett Stevens, Jr standing in front of white wall, in a ball cap

Emmet Stevens, Jr.

Tradewinds Lounge10:30 pm - 12:00 am

Saturday, September 26th, 2026

Composer Emmett Stevens, Jr standing in front of white wall, in a ball cap

Emmet Stevens, Jr.

Prohibition Kitchen11:05 am - 11:50 am
Mick Fury, musician, with guitar, and black background behind.

MIck Fury

Prohibition Kitchen11:05 am - 11:50 am
Brian Davis staring into the camera

Brian Davis

DJ's Clam Shack 12:00 pm - 12:50 pm
Singer songwriter Austin Taylor Dye with her guitar and a big grin.

Taylor Austin Dye

DJ's Clam Shack 12:00 pm - 12:50 pm
songwriter Abram Dean head shot

Abram Dean

Prohibition Kitchen12:00 pm - 1:30 pm
Songwriter Johnny Clawson

Johnny Clawson

Prohibition Kitchen12:00 pm - 1:30 pm
Songwriter Sam Banks with guitar, on stage

Sam Banks

Prohibition Kitchen12:00 pm - 1:30 pm

Colin Kosco

La Cocina at the Cellar Upstairs12:00 pm - 3:00 pm
Side shot of songwriter Grace West in the door of a pickup truck

Grace West

DJ's Clam Shack 1:00 pm - 1:50 pm
Songwriter Jacob Rice in sunglasses outside, near the ocean

Jacob Rice

DJ's Clam Shack 1:00 pm - 1:50 pm

Josh Melton

Prohibition Kitchen1:30 pm - 3:00 pm
Singer songwriter Justin Wilson headshot

Justin Wilson

Prohibition Kitchen1:35 pm - 3:00 pm

Mark Irwin

Prohibition Kitchen1:35 pm - 3:00 pm
Songwriter Chris Blaire, smiling, with stained glass lights behind

Chris Blair

Colonial Oak Music Park2:00 pm - 2:50 pm
songwriter Eli Mosely standing outside, in white cowboy hat

Eli Mosley

Colonial Oak Music Park2:00 pm - 2:50 pm
Paul Orehovec in a fedora, looking to the side

Poor LIfe Choices

DJ's Clam Shack 2:00 pm - 3:00 pm
Guitarist Davis Loose, image by Mark Cubbedge

Davis Loose

Colonial Oak Music Park3:00 pm - 4:30 pm
songwriter Gordie Sampson standing outside, grinning

Gordie Sampson

Colonial Oak Music Park3:00 pm - 4:30 pm
Songwriter Jenna LaMaster headshot with warm wooden wall behind.

Jenna LaMaster

Colonial Oak Music Park3:00 pm - 4:30 pm

Cliff Cody

Colonial Oak Music Park4:30 pm - 5:30 pm
Mel Washington, in ball cap, standing on a stage with his guitar

Mel Washington

Colonial Oak Music Park4:30 pm - 5:30 pm
songwriter Abram Dean head shot

Abram Dean

Colonial Oak Music Park5:30 pm - 7:00 pm
Singer/songwriter Lance Miller looking at camera.

Lance Miller

Colonial Oak Music Park5:30 pm - 7:00 pm
A young white man (singer Preston James) dressed in a pink jacket looks directly into the camera. Trees and cars in the background are blurred

Preston James

Colonial Oak Music Park5:30 pm - 7:00 pm
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
songwriter Marla CAnnon-Goodman sitting inside, smiling

Marla Cannon-Goodman

Colonial Oak Music Park7:00 pm - 8:30 pm
Songwriter Sam Banks with guitar, on stage

Sam Banks

Colonial Oak Music Park7:00 pm - 8:30 pm
Singer songwriter Wyn Varble with guitar, sitting outside with woods in background

Wynn Varble

Colonial Oak Music Park7:00 pm - 8:30 pm
Smiling Anthony Smith in black cap, with view of tropical island in the background

Anthony Smith

Colonial Oak Music Park8:40 pm - 10:00 pm
songwriter Jeffrey Steele onstage, singing

Jeffrey Steele

Colonial Oak Music Park8:40 pm - 10:00 pm
Trio Lost Saints sitting togerhte on a bench, backstage

Lost Saints

Tradewinds Lounge9:15 pm - 10:15 pm
Guitarist Davis Loose, image by Mark Cubbedge

Davis Loose

Tradewinds Lounge10:30 pm - 12:00 am
Side shot of songwriter Grace West in the door of a pickup truck

Grace West

Tradewinds Lounge10:30 pm - 12:00 am

Sunday, September 27th, 2026

Composer Emmett Stevens, Jr standing in front of white wall, in a ball cap

Emmet Stevens, Jr.

Boat Drinks11:00 am - 12:00 pm
Paul Orehovec in a fedora, looking to the side

Poor LIfe Choices

Boat Drinks11:00 am - 12:00 pm
Guitarist Davis Loose, image by Mark Cubbedge

Davis Loose

Boat Drinks12:00 pm - 1:30 pm
Singer songwriter Jenny Tolman in pink hat.

Jenny Tolman

Boat Drinks12:00 pm - 1:30 pm

Mark Irwin

Boat Drinks12:00 pm - 1:30 pm
Brian Davis staring into the camera

Brian Davis

Boat Drinks1:30 pm - 3:00 pm
Songwriter Dave Brainard at a coffee shop

Dave Brainard

Boat Drinks1:30 pm - 3:00 pm
Songwriter Murphy Elmore standing in front of white wall

Murphy Elmore

Boat Drinks1:30 pm - 3:00 pm
Dewey Via Band graphic

Dewey Via Band

Dog Rose Brewing Co.3:30 pm - 6:30 pm
Side view of musician Banjo Brown in sunglasses and black hat

Banjo Brown

Outback Crab Shack5:00 pm - 9:00 pm

Friday, October 2nd, 2026

headshot of bassist Rusty Springfield in sunglasses and hat

Rusty Springfield

Reef Restaurant6:00 pm - 9:00 pm
Allen Arena and his dog Charlie in a living room

Allen Arena

Florida Moonshine Company7:00 pm - 10:00 pm
Allen Arena and his dog Charlie in a living room

Allen Arena

The Blue Parrot7:00 pm - 10:00 pm

Saturday, October 3rd, 2026

JC Hatfield Band performing at Marina Munch in St. Augustine, Florida

JC Hatfield Band

Mill Top Tavern12:00 pm - 4:00 pm
2024 lineup of the Palmetto Pickers band

Palmetto Pickers

Guy Harvey Resort4:00 pm - 7:00 pm
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, October 4th, 2026

Dewey Via Band graphic

Dewey Via Band

Dog Rose Brewing Co.3:30 pm - 6:30 pm
Side view of musician Banjo Brown in sunglasses and black hat

Banjo Brown

Outback Crab Shack5:00 pm - 9:00 pm

Friday, October 9th, 2026

Paper City Hustlers

Prohibition Kitchen10:00 pm - 1:00 am

Saturday, October 10th, 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, October 11th, 2026

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

Amy Hendrickson

Beluthahatchee Park2:00 pm - 4:00 pm

Thursday, October 15th, 2026

Contact Buzz, with all four members performing on stage

Contact Buzz

Tradewinds Lounge9:00 pm - 1:00 am

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.