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Events in St. Augustine, Florida

Festivals, Concerts, Parades and Beyond

Discover the most popular events in St. Augustine, Florida, and find something going on at any time of year. You can plan your stay so that you'll experience the beauty of downtown St. Augustine during the holiday season, or when some of the country's most beloved street festivals come to town. Excitement and enrichment are always part of the scene here; browse our calendar and see just how much goes on in our Florida city.  

Sing Out Loud Festival

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Sing Out Loud Festival

Sing Out Loud Festival

From Friday, September 6, 2019 to Sunday, September 29, 2019 September 6, 2019 September 29, 2019 St. George Inn

The Sing Out Loud Festival, Florida’s largest free live entertainment festival and benefit concert, returns to St. Augustine, Florida this September. The 2019 Sing Out Loud Festival will host hundreds of free concerts at multiple venues around St. Augustine, Florida between September 6th and September 29th in an epic celebration of local, regional and national singers, songwriters, musicians, poets and comedians.