What to see & hear (for free) at this year’s festival

With tons of free music events at a dozen or so venues throughout the month of September, there’s a lot to look forward to at this year’s Sing Out Loud. And it’s all free!
There’s so much, in fact, that it’d be impossible to see and hear it all.
The team at the Jacksonville Music Experience will be on the streets of St. Augustine and in the venues around town. Here’s what’s on our agenda.
For the full list of venues and performers check out our Interactive Guide to this year’s fest. Or scroll to the bottom of this page.
Homegrown Platform, Local Flavor
Underwire Collective Showcases
Friday, Saturday & Sunday, September 9-11 | Sarbez & Dog Rose Brewing
Established in 2019 by St. Augustine locals Bianca Dawson and Kinsley Stewart, Underwire Collective uses music to put a spotlight on BIPOC femmes, trans and queer creatives. Underwire hosts three showcases throughout SOL’s first weekend with performances by Bebe Deluxe, Dust Fuss, Folk is People (featured above) and more. Go to JME’s Sing Out Loud guide for a full list of venues and performers.–Matthew Shaw
Folk Yeah!
Jim Carrick and Charley Simmons
Sunday, September 11 | Colonial Oak Music Park
Paris had the Left Bank; St. Augustine has the Tradewinds Tropical Lounge. Beginning in the ‘60s, the late troubadour and Florida-folk guru Gamble Rogers held musical court at this de facto watering hole; singer-songwriters Jim Carrick and Charley Simmons became eventual devotees. Decades later, Carrick and Simmons continue on the tradition of regional folk music, with definite themes — Sunshine State environmentalism, social justice, humorous storytelling, and confessional lyricism — delivered by way of seasoned acoustic flatpicking. The duo are sure to be a festival highlight, deft at bringing intimacy and connection to the festival environment. The Gamble Rogers Showcase is held from 3-10 p.m. on Sunday, September 11 and features performances by Old City Gemmels, Bad Dog Mama, Marianne Lerbs and John Winters & Mark Riche. Jim Carrick and Charley Simmons are scheduled to perform at 7 p.m.–Daniel A. Brown
Ind-E-Mail
Snail Mail
Friday, September 16 | Backyard Stage at The Amp
Snail Mail, the project of 23-year-old Lindsey Jordan, is one of the most innovative — and popular (600,000 monthly listeners on Spotify and counting) — young independent singer-songwriters working today. Lush, her 2018 debut on Brooklyn’s Matador Records, included the single “Pristine,” a track that’s indicative of Jordan’s distinctive guitar style, diaristic lyrical approach and knack for the anthemic. The song (and the album) landed on basically every music publication’s year-end best-of lists. Stream her 2021 full-length Valentine to hear why she was awarded the top spot on Billboard’s Emerging Artists list last year. Snail Mail performs on the Backyard Stage on Friday, September 16.–Matthew Shaw
(Noisy) Oldest City Stalwarts
Telepathic Lines
Saturday, September 17 | Shanghai Nobby’s
Long-standing veterans of the Oldest City’s indie scene and overall DIY machinery (band member Rich Diem runs the Bakery Outlet label), Telepathic Lines dish out savvy tunes that have enough cerebral panache and melodic sophistication to make us wonder if they have air-conditioning (gasp!) in the garage where they rock. “Sylvia Sails Away with 70 Men,” the opener from their 2020 release The Earliest Dawn, boasts a killer Tom Verlaine-Robert Quine-style guitar hook and is a worthy introduction to Telepathic Lines’ sound. The band performs as part of The Mental Showcase with Isya, Mercy Mercy and Woodpecker Paradise. Show starts at 8:30 p.m.–Daniel A. Brown
Grit & Glitter
Aaron Lee Tasjan
Saturday, September 17 | Colonial Oak Music Park
At 36, Ohio Native Aaron Lee Tasjan well into the second the decade of a career in which, as a producer, guitarist and singer-songwriter, he’s mined a broad range of styles, unearthing something shiny and interesting with each swing of the metaphorical axe. “Up All Night,” the lead single from Tasjan’s latest full-length Tasjan!Tasjan!Tasjan! is perhaps the artist’s shiniest work to date, glittering with glam-pop excess and an undeniably paisley spirit. Tasjan performs at Colonial Oak Music Park on Saturday, September 17.–Matthew Shaw
Crate Expectations
St. Augustine Record Fair
Sunday, September 25 | The Amp

Whether you’re a well-travelled thrill (of the find) seeker or just starting your vinyl-collecting journey, the St. Augustine Record Fair is the once-a-year opportunity to be absolutely gluttonous. A cohort of independent music sellers led by unimpeachably cool St. Aug shop Tone Vendor will have stacks-on-stacks of new and used wax for sale. Jacksonville’s own purveyor of Latin vibrations, DJ Papi Disco, will be on the decks and wildly popular children’s music performers Bears and Lions will perform. The fair is held from 11 a.m. – 5 p.m. It’s free to attend, so you can save your shekels for more records.
Darn Good DIY Duo
Shovels & Rope
Sunday, September 25 | Backyard Stage at The Amp
Husband and wife duo Michael Trent and Cary Ann Hearst exposited on their DIY bonafides in the semi-autobiographical tune “Birmingham” from the group’s breakout 2012 full-length O’ Be Joyful: “When the road got rough and the wheels all broke / Couldn’t take more then we could tow / Making something out of nothing with a scratcher and our hope / With two old guitars like a shovel and a rope.” A decade in, despite the duo’s enhanced profile, Shovels & Rope are still doing it DIY-style. The duo plays the Backyard Stage on Sunday, September 25.–Matthew Shaw
Performance Schedule
September 4 - September 30
 Sing Out Loud Showcase
            Joshua Hedley, Davis Loose, and Kirk Whalen
             Colonial Oak Music Park
        
    
        
            Friday
             September, 9
            7:00 PM
        
            Sing Out Loud Showcase
            Joshua Hedley, Davis Loose, and Kirk Whalen
             Colonial Oak Music Park
        
    
        
            Friday
             September, 9
            7:00 PM
        
         Underwire Collective Showcase
            Bebe Deluxe, Half My Home and Dust Fuss
             Planet Sarbez
        
    
        
            Friday
             September, 9
            8:30 PM
        
            Underwire Collective Showcase
            Bebe Deluxe, Half My Home and Dust Fuss
             Planet Sarbez
        
    
        
            Friday
             September, 9
            8:30 PM
        
         Sing Out Loud Local Showcase
            Nudespune, Noah Eagle, Garret Oliver, and Puddled
             Shanghai Nobby’s
        
    
        
            Saturday
             September, 10
            5:00 PM
        
            Sing Out Loud Local Showcase
            Nudespune, Noah Eagle, Garret Oliver, and Puddled
             Shanghai Nobby’s
        
    
        
            Saturday
             September, 10
            5:00 PM
        
         Sing Out Loud Local Showcase
            Billy Buchanan, Strangerwolf, Ramona, and Soliloquy
             Colonial Oak Music Park
        
    
        
            Saturday
             September, 10
            7:30 PM
        
            Sing Out Loud Local Showcase
            Billy Buchanan, Strangerwolf, Ramona, and Soliloquy
             Colonial Oak Music Park
        
    
        
            Saturday
             September, 10
            7:30 PM
        
         Sing Out Loud Local Showcase
            with Souvineer and Bad Madonna
             The Beacon
        
    
        
            Saturday
             September, 10
            8:30 PM
        
            Sing Out Loud Local Showcase
            with Souvineer and Bad Madonna
             The Beacon
        
    
        
            Saturday
             September, 10
            8:30 PM
        
         Sing Out Loud Local Showcase
            Ghost Tropic, Naum, Bad Dog, and Early Disclaimers
             Shanghai Nobby’s
        
    
        
            Sunday
             September, 11
            3:00 PM
        
            Sing Out Loud Local Showcase
            Ghost Tropic, Naum, Bad Dog, and Early Disclaimers
             Shanghai Nobby’s
        
    
        
            Sunday
             September, 11
            3:00 PM
        
         Sing Out Loud Gamble Rogers Showcase
            with Dewey Via, The Driftwoods and more
             Colonial Oak Music Park
        
    
        
            Sunday
             September, 11
            5:00 PM
        
            Sing Out Loud Gamble Rogers Showcase
            with Dewey Via, The Driftwoods and more
             Colonial Oak Music Park
        
    
        
            Sunday
             September, 11
            5:00 PM
        
         Underwire Collective Showcase
            Kiba, The Groove Coalition, Annie Dukes and El Castillo
             Planet Sarbez
        
    
        
            Sunday
             September, 11
            7:30 PM
        
            Underwire Collective Showcase
            Kiba, The Groove Coalition, Annie Dukes and El Castillo
             Planet Sarbez
        
    
        
            Sunday
             September, 11
            7:30 PM
        
         Sing Out Loud Locals Showcase
            with Ample Angst and The Bridge Street Vibe
             The Beacon
        
    
        
            Friday
             September, 16
            7:00 PM
        
            Sing Out Loud Locals Showcase
            with Ample Angst and The Bridge Street Vibe
             The Beacon
        
    
        
            Friday
             September, 16
            7:00 PM
        
         Sing Out Loud Local Showcase
            Gabito Band and Yael Retro Chic
             Colonial Oak Music Park
        
    
        
            Friday
             September, 16
            7:00 PM
        
            Sing Out Loud Local Showcase
            Gabito Band and Yael Retro Chic
             Colonial Oak Music Park
        
    
        
            Friday
             September, 16
            7:00 PM
        
         Snail Mail
            Sing Out Loud
             Backyard Stage at The St. Augustine Amphitheatre
        
    
        
            Friday
             September, 16
            7:30 PM
        
            Snail Mail
            Sing Out Loud
             Backyard Stage at The St. Augustine Amphitheatre
        
    
        
            Friday
             September, 16
            7:30 PM
        
         Sing Out Loud Local Showcase
            Chemtrails
             The Beacon
        
    
        
            Friday
             September, 16
            8:00 PM
        
            Sing Out Loud Local Showcase
            Chemtrails
             The Beacon
        
    
        
            Friday
             September, 16
            8:00 PM
        
         Sing Out Loud Local Showcase
            Jackie Stranger, Mudtown and Blood, Sweat & Whiskey
             Planet Sarbez
        
    
        
            Friday
             September, 16
            8:30 PM
        
            Sing Out Loud Local Showcase
            Jackie Stranger, Mudtown and Blood, Sweat & Whiskey
             Planet Sarbez
        
    
        
            Friday
             September, 16
            8:30 PM
        
         Sing Out Loud Local Showcase
            The Dismissives, Uncle Marty, Love Kills Joy and Mental Boy
             Shanghai Nobby’s
        
    
        
            Saturday
             September, 17
            7:00 PM
        
            Sing Out Loud Local Showcase
            The Dismissives, Uncle Marty, Love Kills Joy and Mental Boy
             Shanghai Nobby’s
        
    
        
            Saturday
             September, 17
            7:00 PM
        
         Aaron Lee Tasjan
            Sing Out Loud
             Colonial Oak Music Park
        
    
        
            Saturday
             September, 17
            7:00 PM
        
            Aaron Lee Tasjan
            Sing Out Loud
             Colonial Oak Music Park
        
    
        
            Saturday
             September, 17
            7:00 PM
        
         Sing Out Loud Local Showcase
            Colton McKenna, Stillfire Bellows, and North Florida Taildraggers
             Dog Rose Brewing
        
    
        
            Saturday
             September, 17
            7:30 PM
        
            Sing Out Loud Local Showcase
            Colton McKenna, Stillfire Bellows, and North Florida Taildraggers
             Dog Rose Brewing
        
    
        
            Saturday
             September, 17
            7:30 PM
        
         Sing Out Loud Local Showcase
            The Morrow Family Band
             The Beacon
        
    
        
            Saturday
             September, 17
            8:00 PM
        
            Sing Out Loud Local Showcase
            The Morrow Family Band
             The Beacon
        
    
        
            Saturday
             September, 17
            8:00 PM
        
         Sing Out Loud Local Showcase
            Flag on Fire, Trust Anchor, Danny Attack and So Impossible
             Planet Sarbez
        
    
        
            Saturday
             September, 17
            8:30 PM
        
            Sing Out Loud Local Showcase
            Flag on Fire, Trust Anchor, Danny Attack and So Impossible
             Planet Sarbez
        
    
        
            Saturday
             September, 17
            8:30 PM
        
         The Mental Showcase
            Sing Out Loud
             Shanghai Nobby’s
        
    
        
            Sunday
             September, 18
            3:00 PM
        
            The Mental Showcase
            Sing Out Loud
             Shanghai Nobby’s
        
    
        
            Sunday
             September, 18
            3:00 PM
        
         Sing Out Loud Gamble Rogers Showcase
            Sam Pacetti, the Wild Shiners, Carpetbaggers, Collapsible B and others
             Colonial Oak Music Park
        
    
        
            Sunday
             September, 18
            6:45 PM
        
            Sing Out Loud Gamble Rogers Showcase
            Sam Pacetti, the Wild Shiners, Carpetbaggers, Collapsible B and others
             Colonial Oak Music Park
        
    
        
            Sunday
             September, 18
            6:45 PM
        
         Sing Out Loud Local Showcase
            the Remedy Tree, Skin & Bonz and Ellen Moseley
             The Beacon
        
    
        
            Wednesday
             September, 21
            4:30 PM
        
            Sing Out Loud Local Showcase
            the Remedy Tree, Skin & Bonz and Ellen Moseley
             The Beacon
        
    
        
            Wednesday
             September, 21
            4:30 PM
        
         Music Business Panel Discussion
            Sing Out Loud
             Odd Birds
        
    
        
            Friday
             September, 23
            3:30 PM
        
            Music Business Panel Discussion
            Sing Out Loud
             Odd Birds
        
    
        
            Friday
             September, 23
            3:30 PM
        
         St. Augustine Songwriters Festival
            Sing Out Loud
             Colonial Oak Music Park
        
    
        
            Saturday
             September, 24
            3:30 PM
        
            St. Augustine Songwriters Festival
            Sing Out Loud
             Colonial Oak Music Park
        
    
        
            Saturday
             September, 24
            3:30 PM
        
         St. Augustine Songwriters Festival
            Sing Out Loud
             Colonial Oak Music Park
        
    
        
            Sunday
             September, 25
            10:30 AM
        
            St. Augustine Songwriters Festival
            Sing Out Loud
             Colonial Oak Music Park
        
    
        
            Sunday
             September, 25
            10:30 AM
        
         St. Augustine Songwriters Festival
            Sing Out Loud
             Colonial Oak Music Park
        
    
        
            Sunday
             September, 25
            11:00 AM
        
            St. Augustine Songwriters Festival
            Sing Out Loud
             Colonial Oak Music Park
        
    
        
            Sunday
             September, 25
            11:00 AM
        
         Bears and Lions
            The St. Augustine Record Fair
             The St. Augustine Amphitheatre
        
    
        
            Sunday
             September, 25
            11:00 AM
        
            Bears and Lions
            The St. Augustine Record Fair
             The St. Augustine Amphitheatre
        
    
        
            Sunday
             September, 25
            11:00 AM
        
         St. Augustine Record Fair
            Sing Out Loud
             The St. Augustine Amphitheatre
        
    
        
            Sunday
             September, 25
            8:00 PM
        
            St. Augustine Record Fair
            Sing Out Loud
             The St. Augustine Amphitheatre
        
    
        
            Sunday
             September, 25
            8:00 PM
        
         Shovels & Rope
            Sing Out Loud
             Backyard Stage at The St. Augustine Amphitheatre
        
            Shovels & Rope
            Sing Out Loud
             Backyard Stage at The St. Augustine Amphitheatre
        
    	
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