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. Augustine Songwriters Festival will feature today's hottest hit songwriters, legends of yesterday and the shining […]

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. Augustine Songwriters Festival will feature today's hottest hit songwriters, legends of yesterday and the shining […]

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 […]

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 Ayla's Acres No Kill Animal Shelter! Based in Jacksonville, Florida, Groove Coalition has delighted audiences […]

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 $20 & include a free haunt walkthrough of the "Colonial Haunt: Lost Garrison" - wherein […]

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 […]

Country Night At The Oak Featuring Dewey Via

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. Both a prolific guitar player, outstanding songwriter, and powerful vocalist… Dewey has developed a core following of fans from all over the USA, Canada, and Europe and has […]

STArt Now Music Night

STArt Now & Narrow; Northeast Florida’s Premiere Independent Music Magazine – choose unique and intriguing music acts to feature amid the setting of the great Colonial Oak.