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

Country

Saturday, October 24th, 2026

Guitarist John Winters singing onstage, holding guitar

John Winters

Marina Munch 12:00 pm - 3:00 pm
Saltones band sitting togeter in front of white fence

Saltones

Beaches at Vilano5:00 pm - 9:00 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
Bandmates from Turnpike Troubadours pose in a room with exposed wood on the walls and floor.

Turnpike Troubadours at the St. Augustine Amphitheatre

St. Augustine Amphitheatre6:30 pm - 10:30 pm
The foursome dance band Glory standing togehter at a marina

Glory Tributes

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

Sunday, October 25th, 2026

Dewey Via Band graphic

Dewey Via Band

Dog Rose Brewing Co.3:30 pm - 6:30 pm

Colin Kosco

Pesca Vilano by Michael Lugo4:00 pm - 8:00 pm

Monday, October 26th, 2026

Songwriter Kevin Edwards with his guitar, outside, backed by banjo playing racoons and others

Kevin Edwards

Hurricane Grill & Wings—Anastasia5:00 pm - 8:00 pm

Tuesday, October 27th, 2026

Dewey Via Band graphic

Dewey Via Band

The Tides Oyster Co. & Grill7:00 pm - 10:00 pm

Thursday, October 29th, 2026

Colin Kosco

Pesca Vilano by Michael Lugo6:00 pm - 9:00 pm

Alan Dalton and Terry Campbell

Colonial Oak Music Park7:00 pm - 10:00 pm
The layout of the retro taproom

STA Songwriters Competition

Spinster Abbott's Taproom7:00 pm - 10:00 pm

Friday, October 30th, 2026

Contact Buzz, with all four members performing on stage

Contact Buzz

Conch House Marina4:00 pm - 8:00 pm
Side view of musician Banjo Brown in sunglasses and black hat

Banjo Brown

Outback Crab Shack5:00 pm - 9:00 pm
Duo Chuck & Eliot in old town St. Augustine, with guitars

Chuck & Eliot

Mill Top Tavern9:00 pm - 12:00 am

Saturday, October 31st, 2026

Brothers Futch

Adamec Harley-Davidson Store—SR 1610:00 am - 2:00 pm
Guitarist John Winters singing onstage, holding guitar

John Winters

Marina Munch 12:00 pm - 3:00 pm

Dewey Via

Backyard at Meehan's Irish Pub1:00 pm - 5:00 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
Duo Chuck & Eliot in old town St. Augustine, with guitars

Chuck & Eliot

Mill Top Tavern9:00 pm - 12:00 am

Sunday, November 1st, 2026

Dewey Via Band graphic

Dewey Via Band

Dog Rose Brewing Co.3:30 pm - 6:30 pm

Monday, November 2nd, 2026

Songwriter Kevin Edwards with his guitar, outside, backed by banjo playing racoons and others

Kevin Edwards

Hurricane Grill & Wings—Anastasia5:00 pm - 8:00 pm

Thursday, November 5th, 2026

Coco Montoya wears black clothing and poses in front of a brick wall.

Coco Montoya at Cafe Eleven

Cafe Eleven8:00 pm - 10:00 pm

Friday, November 6th, 2026

2024 lineup of the Palmetto Pickers band

Palmetto Pickers

Guy Harvey Resort4:00 pm - 7:00 pm
headshot of bassist Rusty Springfield in sunglasses and hat

Rusty Springfield

Reef Restaurant6:00 pm - 9:00 pm
Guests at the Under the Moon Gala sitting at tables for 8 in the decorated Tringali Barn

Under the Harvest Moon Gala

Tringali Barn6:00 pm - 10:00 pm

Saturday, November 7th, 2026

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

JC Hatfield Band

Mill Top Tavern12:00 pm - 4:00 pm
Fresh vegetables and chili peppers ready to become chili

LIfe-Changing Chili Cook-Off

Tringali Barn1:00 pm - 4:00 pm
Side view of musician Banjo Brown in sunglasses and black hat

Banjo Brown

Outback Crab Shack5:00 pm - 9:00 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

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

Classical

Electronic

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