Local favorite duo, Bad Dog Mama playing for a crowd at the Colonial Oak Music Park on St. George Street

Sing Out Loud Music Festival

Name: Sing Out Loud Music Festival
Start: 2026-09-04T18:00:00-04:00
End: 2026-09-04T23:55:00-04:00
Location: Sing Out Loud Music Festival

Each September this festival presents local and national musicians throughout town.

Sep. 4 - 27, 2026 | Select Days, Times Vary

Sing Out Loud Music Festival

(904) 209-3746

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St. Augustine again hosts one of the biggest music festivals in the Southeast this September when the Sing Out Loud Music Festival returns.

Local Artist Showcases

Sing Out Loud 2026 starts on Friday, September 4, with the first of the Local Artist Showcase performances held in music venues throughout St. Augustine. The Local Artist Showcases feature several musicians and bands each Friday, Saturday, and Sunday from September 4 through September 20. Many of the acts are local favorites, some are newer bands or musicians in St. Augustine, and still others are regional musicians from other areas of Florida.

You can find every act listed on our Live Music Calendar.

Other Sing Out Loud Events in 2026

In addition to presenting a long list of local musicians performing for free in various venues, Sing Out Loud hosts several special events:

A classic old, black typewriter against a white background with the heading, "Everyone Has a Story"

Pecha Kucha Night: Sing Out Loud 2026

Sunday
Sep. 6

Sep. 23rd
6:00 pm

Music Business Panel

The audience listening to musicians at 2024 St. Augustine Songwriters Festival

Sep. 24th
3:30 pm

St. Augustine Songwriters Fest, 2026

The courtyard and fountain at Bin 39 and 4 St. George Street

Sep. 24th
5:00 pm

Sip Out Loud: A Wine and Cultural Event

Sep. 27th
11:00 am

Sing Out Loud Record Fair

All Sing Out Loud Events

Three musicians with guitars and one with a mandolin on stange performing — *Four musicians from Sing Out Loud's edition of Pecha Kucha in 2024.*

Admission: All Local Artist Showcases are free. Other events may have a fee.

When: September 4 through September 27, 2026. Times and locations vary.

Where: Various venues throughout St. Augustine.

About Sing Out Loud

In 2016, local musicians and music lovers organized the first Sing Out Loud Music Festival, presenting nine days of free concerts featuring an amazing lineup of regional and local musical artists. Now, the event has expanded to include the St. Augustine Songwriters Festival, featuring Nashville songwriters performing at Colonial Oak Music Park and other downtown locations. Throughout the month, local and regional musicians perform on multiple stages or "showcases" throughout the area.