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 […]

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, October 2, 2021, and is set to run from 11 a.m. until 10 p.m. at […]

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 -- hard work, hard times, broken hearts, and the occasional glass of whiskey to smooth away […]

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 establishing himself as a stellar solo artist. Allen has collaborated with many renowned artists around […]

Sports Sundays

Join us for sports all Sunday long on our 128″ video wall at the Oak!  Football season, it’s NFL football.  Baseball Season, it’s MLB.  Premier League Soccer matches, Basketball too.  We have food and drinks for sale, so all you need is your team spirit!

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 Music Park. And it gets better! This show is for everyone! You can bring the […]