Country Night At the Oak! Featured Artist TBD.

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.  

Sing Out Loud: Gamble Rogers Festival 9.17 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: -Denny Blue - 5:30 PM -The Morrow Family Band - 6:45 PM -Michael Jordan - 8:00 PM -The Skinny - 9:15 PM

Sing Out Loud: Gamble Rogers Festival 9.18 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: -Bad Dog Mama - 3:00 PM -Kathryn Archer - 4:15 PM -Grant Peeples - 5:15 PM -Madi Carr - 6:45 PM -Aslyn & The Naysayer - 7:45 PM -Jamie […]

Sing Out Loud Festival Presents: Cedric Burnside

Cedric Burnside is the real deal.  The 39-year-old still lives on several acres not far from the Holly Springs, Mississippi, home where he was raised by and played music with his grandfather, the late singer/songwriter/guitarist R.L. Burnside.  Cedric was literally born to the blues, more specifically, the Hill Country variant which emerged from Mississippi, where […]

FIRST COAST COMEDY IMPROV (cancelled due to impending weather)

CANCELLED DUE TO IMPENDING WEATHER 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 Music Park. And it gets better! This show is for […]

Country Night At the Oak! Featuring Salt & Pine, Kyle Keller

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. Salt and Pine is a band  born in St. Augustine as a result of likeminded musical humans coming together over a […]

SING OUT LOUD: Gamble Rogers Festival 9.25 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: -Three Dimensional - 2:45 PM -Colton McKenna - 4:15 PM -Bob Patterson - 5:15 PM -Sam Pacetti - 6:45 PM -Dewey Via & Unkl Ray Nutter - 7:45 PM […]

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 - 5:15 PM -The Dunehoppers - 6:45 PM -Chuck Hardwicke and Hart  - 7:45 PM […]

FIRST COAST COMEDY IMPROV (TICKETED EVENT) Comedy comes back to the oak!

Mother Nature is back on our side this week - comedy at the Oak resumes this Wednesday!!! 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 […]