FREE FESTIVAL PREVIEW — Sing Out Loud Starts This Weekend in St. Augustine: 100+ FREE Performances

by Mitch Foster • September 3, 2026

Sing Out Loud Festival starts this weekend! The 10th annual celebration turns St. Augustine into one giant, citywide music venue with 100+ FREE live music performances across 17 venues over three weekends: September 4–6, 11–13 and 18–20, 2026.

This is your invitation to spend September bouncing between breweries, neighborhood bars, outdoor courtyards, listening rooms and beloved local institutions—all without buying a festival wristband. Pick a venue, catch an artist you already love, walk a few blocks, discover your next favorite band and repeat until your ears, legs or phone battery tell you it is time to stop.

▼THREE WEEKENDS. SEVENTEEN VENUES. ZERO DOLLARS.▼

Shows spill into Colonial Oak Music Park, Spinster Abbott’s, Shanghai Nobby’s, Sarbez!, Dog Rose Brewing Co., Hornski’s Brewing Co., Ink & Barley and more. The lineups move through indie rock, punk, hip-hop, bluegrass, country, jazz, spoken word and comedy, so every stop can feel like a completely different festival.

Sing Out Loud turns St. Augustine into one giant, citywide music venue. Photo courtesy of Sing Out Loud Festival.

The move is simple: open the complete schedule for the weekend, circle a few must-sees and leave room for detours. Some of the best Sing Out Loud moments happen when you hear something great coming through an open door and decide to walk inside.

Full Free Showcase Schedules

Explore the Complete Free Schedule →

▼ BUILD YOUR PERSONAL FESTIVAL SCHEDULE ▼

Download the official Sing Out Loud Festival app to explore the full schedule, save your favorite artists and build your own route through St. Augustine. With more than 100 performances spread across 17 venues, having your picks in one place is the easiest way to keep the weekend moving.

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▼ WEEKEND ONE SIGT PICKS: SEPTEMBER 4–6 ▼

FRIDAY — HOLLY DAYLE: Start the festival at Spinster Abbott’s on Friday, September 4. Holly Dayle plays from 6:00–7:00 PM, followed by Jose Pineiro Trio and Ímã. Show up early, grab something cold and let the first night set the pace for the month.

SATURDAY — GLIZZY GILLESPIE: Saturday night belongs to Glizzy Gillespie. Head to Shanghai Nobby’s on September 5, where Glizzy Gillespie kicks off the late-night lineup from 9:00–9:45 PM before Lady Ybor and Naum carry it toward midnight. Nobby’s is exactly the kind of room where Sing Out Loud shines: intimate, loud and primed for the night to get a little unhinged.

SUNDAY — PATRICK HAGERMAN: Close Weekend One at Colonial Oak Music Park on Sunday, September 6 with one of our favorites. Patrick Hagerman’s Musical Pecha Kucha appearance begins with a short talk at 8:40 PM followed by a solo set from 8:50–9:20 PM. Songs, stories and one of St. Augustine’s most inviting outdoor stages make this a perfect Sunday landing.

View All Weekend One Schedules →

▼ WEEKEND TWO SIGT PICKS: SEPTEMBER 11–13 ▼

FRIDAY — AOIFE O’DONOVAN: Start Weekend Two with singer, songwriter and multi-instrumentalist Aoife O’Donovan at Spinster Abbott’s on Friday, September 11 from 9:00–10:00 PM.

SATURDAY — TIERNEY TOUGH: Honestly, the Saturday lineup at Ink & Barley is fire from top to bottom. Tierney Tough starts at 5:00 PM, Lexi Long follows at 6:30 PM and Marissa Christine closes at 8:00 PM. Catch the whole thing. This is exactly what the free showcases are built for: three artists, one room and a full evening of discovery without spending a dollar at the door.

SUNDAY — DUNIES: Dunies at Spinster Abbott’s on Sunday, September 13 is firmly on our list. Dunies play from 6:00–7:00 PM, followed by Last Resort and Trustfall.

Sing Out Loud Festival at Spinster Abbott’s. Photo by Tucker Joenz.

View All Weekend Two Schedules →

▼ WEEKEND THREE SIGT PICKS: SEPTEMBER 18–20 ▼

FRIDAY — CLAIRE VANDIVER: Start the final weekend with Claire Vandiver at Colonial Oak Music Park on Friday, September 18 from 6:00–7:00 PM. She opens a three-act evening with Thomas Allain and Alyse Dione, and Colonial Oak is one of the best places in the city to ease into a weekend while the sun goes down.

SATURDAY — THIS WHOLE LINEUP: We are stamping the entire Saturday night lineup at Shanghai Nobby’s with the SIGT seal of approval: Meatwound at 9:00 PM, The Dismissives at 10:00 PM, Tides at 11:00 PM and Too Many Daves at midnight. Four bands packed into one sweaty late-night run is exactly how you send the final Saturday of free showcases into orbit.

SUNDAY — THE F*CKING MERMERS! The Mermers hit Spinster Abbott’s on September 20 from 6:00–7:00 PM, opening a closing-night bill with The Kreepy Tikis and Loose Touch. If you know, you know. If you do not, this is your chance to fix that for free.

Sing Out Loud Festival at Shanghai Nobby’s. Photo courtesy of Sing Out Loud Festival.

View All Weekend Three Schedules →

▼ MAKE A WEEKEND OF IT: DISCOVER ST. AUGUSTINE ▼

Bridge of Lions and historic St. Augustine waterfront at sunset. Photo by Sean Pavone.

Sing Out Loud is also an excellent excuse to explore the Nation’s Oldest City. Between sets, leave time for the beaches, state parks, historic streets, locally loved restaurants and nightlife. The venues are part of the experience, and the walk from one stage to the next can become its own St. Augustine adventure.

Discover St. Augustine Explore Things to Do

▼ PRO TIP: GET AN EPIC GRILLED CHEESE AT SARBEZ! ▼

Between sets, make time for gourmet grilled cheese, craft beer and arcade games at Sarbez! at 115 Anastasia Boulevard. Vegan options are available, too.

Plan Your Sarbez! Stop →

The SIGT order: build your own on sourdough with cheddar, Sarbez Sauce, bacon, hash browns, avocado and pickles. Live music is better with melted cheese. This is science.

Sing Out Loud Festival at Sarbez! Photo courtesy of Sing Out Loud Festival.

▼ BUILD YOUR SING OUT LOUD WEEKEND ▼

Come for one set or make a whole weekend out of it. Bring comfortable shoes. Leave extra travel time because St. Augustine is St. Augustine. Support the venues pouring the drinks, serving the food and making space for the music. Tip the bartenders. Buy something from the artists if they have merch. And keep checking the official schedules, because artists and times can change.

Most importantly, take a chance on somebody you have never heard before. With 100+ free performances spread across 17 venues, Sing Out Loud is not just a series of shows—it is an invitation to explore the city through music. You could walk into a room because admission is free and walk out with a new favorite band. That is the magic.

Free live music brings St. Augustine together during Sing Out Loud. Photo courtesy of Sing Out Loud Festival.

Explore All Events + Build Your Free Festival Schedule →

Sing Out Loud Festival 2026 preview by Mitch Foster for Shows I Go To. Performers, dates and times are subject to change; confirm the latest details through the linked official schedules before heading out.