On this page you'll find a calendar of upcoming local events created by our friends over at St. Augustine Social. Click on a specific event to learn more. Our event calendar goes out three months. If you're planning a stay further in advance, please check back as your stay nears to see more events.

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Sing Out Loud Festival

September 28, 2019


Sponsored this year by the St. Augustine Distillery, Sing Out Loud is the largest free music festival in Florida. This year’s festival will be held over four weekends between September 6 and 29, 2019 and will feature hundreds of musical acts taking place at multiple venues around St. Augustine, including downtown and at The Amp. All of the concerts are free and open to the public, with the exception of The Benefit Concert taking place on September 21. Don’t miss out on the opportunity to see these big names live! 

The festival features 334 performers ranging in genres from indie rock, Americana, blues, hip-hop and
electronica to spoken word, bluegrass, punk rock, jazz and comedy. This year’s Festival brings local and
regional acts together with headliners such as Grammy award-winning country music star Kacey Musgraves,
retro soul group St. Paul & The Broken Bones, indie pop songstress Jenny Lewis, lo-fi guitar hero Kurt Vile,
Americana troubadours Shovels & Rope, hip-hop icon and member of Wu-Tang Clan GZA, beach goth
purveyors The Growlers, punk rock torchbearers Hot Water Music and Propagandhi, indie rock charmer
Phosphorescent, New Orleans brass troupe The Dirty Dozen Brass Band and many more. Every performance
is free and open to the public with exception of the Saturday, September 21 Kacey Musgraves Benefit

For more information on the lineup and venues, click here.


September 28, 2019
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Sing Out Loud Festival
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