Sing Out Loud Festival Presents: Gamble Rogers Festival 9.24 Showcase

Curated by the Gamble Rogers Festival, St. Augustine’s annual tribute festival to it’s heroic troubadour. This encompassing overview of the St. Augustine music scene will feature: -Andy Zipf – 6:00 PM -Alexis Peramas – 7:30 PM -Folk Is People – […]

SING OUT LOUD FESTIVAL 9.26 Showcase

Help us close out this years Sing Out Loud Festival with this showcase at the Oak! An encompassing overview of the St. Augustine music scene, today’s festivities will feature: -Amy Hendrickson – 2:45 PM -Mathew Fowler – 4:15 PM -Carpetbaggers […]

Country Night At the Oak! (Featured Artist To Be Announced)

Curated by St. Augustine Country/Western aficionado Davis Loose  in collaboration with WQIK – the Colonial Oak is proud to present a hand-selected variety of acts bringing the best to North Florida’s Country Music scene.

STArt the Music Festival (Ticketed Event)

The staff at the Colonial Oak Music Park, music & arts publication Narrow Magazine, and the local nonprofit for creatives, STArt Now Inc., are proud to present the first STArt the Music Festival! The festival will be held on Saturday, […]

CLIFF CODY W/Davis Loose and the Loose Cannons (Ticketed Event)

The Colonial Oak Music Park and City Gates Spirits are very pleased to welcome back Cliff Cody to the Oak stage! A performer with a big voice and a working-class sensibility, Cliff Cody embraces the classic themes of country music — […]

Shamarr Allen (Ticketed Event)

Shamarr Allen hails from the Lower 9th Ward of New Orleans. His influences in jazz, hip-hop, rock, funk,  rhythm, blues and country have found him  fronting “Shamarr Allen & The Underdawgs” – as  lead vocalist and trumpeter, in addition to […]

Country Night At The Oak!

Curated in collaboration with WQIK – the Colonial Oak is proud to present a hand-selected variety of acts bringing the best to North Florida’s Country Music scene.

St. Augustine Songwriters Festival

“Some songs make you laugh, some make you smile, and some make you cry. Songs create life long memories. What if you could hear it from the creator and learn the inspiration that brought the song to existence?  The St. […]

St. Augustine Songwriters Festival

“Some songs make you laugh, some make you smile, and some make you cry. Songs create life long memories. What if you could hear it from the creator and learn the inspiration that brought the song to existence?  The St. […]

St. Augustine Songwriters Festival

“Some songs make you laugh, some make you smile, and some make you cry. Songs create life long memories. What if you could hear it from the creator and learn the inspiration that brought the song to existence?  The St. […]

Improv Comedy Night (Ticketed Event)

First Coast Comedy veteran professionals have no plan and willingly dive headfirst into almost any challenge the audience will throw at them, resulting in unforgettably hilarious moments. Join us outdoors at St. Augustine’s most unique venue – The Colonial Oak […]

Open Daily 11am - 9pm

All events are free and open to the public
Unless otherwise noted

21 St George St, St. Augustine, FL 32084
(904) 342-2857