Overview
St. Augustine Songwriters Festival returns to downtown St. Augustine from Sept. 24-27, 2026, as part of the Sing Out Loud Festival. Experience free performances by acclaimed Nashville hitmakers, rising singer-songwriters, and local favorites at venues throughout the historic district. Enjoy intimate acoustic sets, hear the stories behind the songs, and discover the creative process from the writers who have crafted hits for some of country and popular music's biggest artists. Shows will be held at five downtown venues: Prohibition Kitchen (119 St. George Street), Colonial Oak Music Park (21 St. George Street), and Trade Winds Lounge (124 Charlotte Street), DJ's Clam Shack (21 Hypolita Street), and Boat Drinks (123 San Marco Avenue). Free admission and family friendly. Downtown St. Augustine. www.staugustinesongwritersfestival.com.com
Thursday, September 24, 2026
Venue: DJ's Clam Shack, 21 Hypolita St., St. Augustine
4-4:50 p.m. | Poor Life Choices | Mick Fury
5-5:50 p.m. | Jesse Rice
6-6:50 p.m. | David Adam Byrnes | Taylor Austin Dye
7-7:50 p.m. | Lost Saints | Craig Campbell
8-9 p.m. | Halfway to Hazard
Friday, September 25, 2026
Venue: Prohibition Kitchen, 119 St. George St., St. Augustine
11:05 a.m.-noon | Jesse Rice | Cliff Cody
12:05-1:30 p.m. | Marla Cannon | Gordon Sampson | Sam Banks
1:30-3 p.m. | Craig Campbell | David Adam Byrnes | Wynn Varble
Venue: DJ's Clam Shack, 21 Hypolita St., St. Augustine
noon-12:50 p.m. | Justin Wilson | Davis Loose
1-1:50 p.m. | Mel Washington | Dave Brainard
2-3 p.m. | Mick Fury | Eli Mosely | Emmet Stevens
Venue: Trade Winds, 124 Charlotte St., St. Augustine
9:15-10:15 p.m. | Preston James
10:30 p.m. | Cliff Cody | Emmet Stevens
Venue: Colonial Oak Music Park, 21 St. George St., St. Augustine
2-2:50 p.m. | Jenny Tolman | Jenna LaMaster
3-4:30 p.m. | Murray Elmore | Lance Miller | Grace West
4:40-5:50 p.m. | Lost Saints | Taylor Austin Dye
6-7:30 p.m. | Brian Davis | Mark Irwin | David Tolliver
7:40-9:20 p.m. | Johnny Clawson | Josh Melton | Justin Wilson
Saturday, September 26, 2026
Venue: Prohibition Kitchen, 119 St. George St., St. Augustine
11:05-11:50 a.m. | Emmet Stevens | Mick Fury
noon-1:30 p.m. | Abram Dean | Johnny Clawson | Sam Banks
1:35-3 p.m. | Justin Wilson | Mark Irwin | Josh Melton
Venue: DJ's Clam Shack, 21 Hypolita St., St. Augustine
noon-12:50 p.m. | Brian Davis | Taylor Austin Dye
1-1:50 p.m. | Jacob Rice | Grace West
2-3 p.m. | Poor Life Choices
Venue: Trade Winds, 124 Charlotte St., St. Augustine
9:15-10:15 p.m. | Lost Saints
10:30 p.m. | Davis Loose | Grace West
Venue: Colonial Oak Music Park, 21 St. George St., St. Augustine
2-2:50 p.m. | Eli Mosely | Chris Blair
3-4:30 p.m. | Davis Loose | Gordie Sampson | Jenna LaMaster
4:40-6:10 p.m. | Cliff Cody | Mel Washington | Preston James
6:20-7:15 p.m. | Abram Dean | Lance Miller | Chad Warrix
7:30-8:30 p.m. | Brian Davis | Mark Irwin | David Tolliver
8:40-10 p.m. | Anthony Smith | Jeffrey Steele
Sunday, September 27, 2026
Venue: Boat Drinks, 123 San Marco Ave., St. Augustine
10:30-11:30 a.m. | Emmet Stevens | Poor Life Choices
11:30 a.m.-12:30 p.m. | Mark Irwin | Davis Loose | Jenny Tolman
12:30-2 p.m. | Dave Brainard | Brian Davis | Murphy Elmore
Boat Drinks, located in Uptown St. Augustine, is a vibrant tropical bar and restaurant offering craft cocktails, fresh seafood, and island-inspired fare. Known for its lively atmosphere and award-winning rum…
DJ's Clam Shack in St. Augustine is a must-visit destination for seafood lovers. Located in the heart of the city, this vibrant eatery offers a delightful selection of fresh and…
Though positioned on the busiest street in the Nation’s Oldest City, Colonial Oak Music Park is a hidden gem that’s located just off the beaten path. A multi-faceted attraction…
Prohibition Kitchen offers you an escape into the clandestine, mysterious, and yes, illegal world of clapper dresses, speakeasies, moonshine, and swing. Sashay in and let your senses be seduced. Let…