Sing Out Loud Festival

Dates and the music schedule for the St. Augustine Sing Out Loud Festival in 2020 are TBA. We will update this page as soon as details are released.

About the Sing Out Loud Festival

Date: September of 2020.
Time: Various times.
Location: Various locations.

Three people on a stage playing instruments and singing while a crowd of people sit, stand around and watch.

The Sing Out Loud Festival is a popular music festival in St. Augustine. It features two dozen bands or solo artists who perform concerts at multiple venues. The festival lasts three weeks and performances are every Friday, Saturday, and Sunday evening. Additionally, each concert is free to attend except for one benefit concert that takes place on September 21. This year, the benefit concert is being performed by Kasey Musgraves and special guest Weyes Blood. However, tickets for this concert are already sold out. All proceeds go to the Horseplay Therapy Center and Green Hands Community Outreach Initiatives.

It has also been named one of the Best Music Festivals on the Beach in Florida by Coastal Living. In fact, the festival is Florida’s largest free live music festival and benefit concert.

The Sing Out Loud Festival is presented by the St. Augustine Distillery Co., Intuition Ale Works, the St. Augustine Historic Inns, the Columbia, the Amp, St. Johns Cultural Council, the Culture Around Every Corner, St. Johns County, Florida Tourist Development Council, and Cultural Events.

About the Artists

This music festival features local and national artists performing a variety of genres. In fact, you’ll find six-time Grammy-winning artists like Kasey Musgraves, award-winning activist musicians like Raye Zaragoza, and even local names like Hot Water Music from Gainesville, Florida. Additionally, genres being performed are as varied as the artists. Punk rock, Americana, indie rock, country, and pop are just a few types of music you’ll hear at this festival.

About the Venues

Paired with upbeat live concerts are spectacular venues for an unmatched summer-night-ambiance. In fact, each location provides a spectacular backdrop. For example, a few of these venues include the Colonial Oak Music Park and Prohibition Kitchen on famous St. George Street and the Backyard at the Amp on Anastasia Island.

For the full music lineup, list of venues, and more information click here. To download the Sing Out Loud App, click here.

About the Author:

Synthia writes blogs for, Old City Web Services, content for clients, and also runs the social media accounts for and Old City Web Services. When she’s not busy writing, editing, and producing you can find her at the beach with her dog or people watching along the bayfront of Historic Downtown. 🌞