Sing Out Loud Festival
Sing Out Loud Festival returns in September 2026, featuring more than 100 free live performances across St. Augustine and Ponte Vedra. Held Fridays through Sundays, September 4–20, the Local Artist Showcases highlight top regional talent at venues throughout the area. Additional programming includes the St. Augustine Songwriters Festival, Record Fair, and a Music Business Panel. www.singoutloudfestival.com
Location
St. Augustine & Ponte Vedra
Check locations on their website
September 4 to 20 (Every Fridays through Sundays)
10:00 AM – 12:00 PM
(904) 209-3746
Admission: Free
Why Go:
The “Sing Out Loud Festival” returns in September 2026, delivering an incredible celebration of music with more than 100 free live performances across St. Augustine and Ponte Vedra. Running Fridays through Sundays from September 4 to 20, the festival’s Local Artist Showcases put a spotlight on top regional talent at multiple area venues. Beyond the live concerts, attendees can enjoy an expanded lineup of programming, including the St. Augustine Songwriters Festival, a massive Record Fair, and an educational Music Business Panel.
Wander & Rest Tip
After a vibrant day of hopping between festival venues and soaking in great live performances, escape the festival crowds and head back across the bridge to your peaceful Vilano Beach sanctuary. On your route back from the concerts, stop by 36 Granada in the historic district to check out the French Pantry collective for a premium evening cocktail, or swing by 180 Vilano Grill & Pizza for a delicious late-night slice right before you reach the neighborhood. Once you are back at your private Wander & Rest retreat, wash away the festival fatigue and transition into pure relaxation. Soak your tired feet and muscles in the bubbling hot tub, deeply unwind inside the private sauna, or float peacefully under the stars in the pristine heated pool before sinking into our ultra-comfortable lounge spaces for a deep, restful sleep.