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 […]

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.

Sierra Nevada DOGtoberfest w/Groove Coalition!

In the fall of 2019 we started our very own Dogtoberfest here at the Oak with help from our friends at Sierra Nevada Brewing Co. We are so excited to announce our 2nd Annual Dogtoberfest on Friday, October 29th benefiting […]

inFESTation! Local Music Resurrection (Ticketed Event)

An all ages event with 4 killer Northeast Florida Bands,  headlined by Bonnie Blue! Local ragers The Space Heaters, the Bryce Alastair Band from Jacksonville, and a reunion show by St. Augustine’s The Whigs fill the bill!! Tickets are only […]

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