First Coast Comedy Improv (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 Southern Tide!

Curated by St. Augustine Country/Western aficionado Davis Loose (of ‘Davis Loose & the Loose Cannons’) 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. According to Southern Tide’s own statement: “We play southern influenced rock n roll, blues, […]

STArt Now Narrow Showcase

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.

Sylvia Rose Novak & Parts Unknown (FREE EVENT)

Athens, Georgia based Sylvia Rose Novak grew up on music as varied as Jazz, Grunge and Emo - then found a career in the Folk-Americana scene. Establishing herself with her first LP ‘Chasing Ghosts’ in 2014, Novak has challenged perceptions during her entire career; establishing a unique sound that - as of 2020’s ‘Bad Luck,’ […]

Jolie

Jolie is an independent singer-songwriter based in Saint Augustine, Florida. She is known in Northeast Florida for her powerful vocals and intimate performances. She was voted Saint Augustine's "Best Female Vocalist" and "Best Musician" in 2019 and 2020.

First Coast Comedy Improv (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 J.R. Ward

The Last Thursday of Every Month, DOS PRIMOS TEQUILA is proud to present Country Night at the Oak! This months artist is J.R. Ward.... Curated by St. Augustine Country/Western aficionado Davis Loose  in collaboration with WQIK – the Colonial Oak presents a hand-selected variety of acts bringing the best to North Florida’s Country Music scene. […]

JW Gilmore

JW Gilmore: toe tapping, finger snapping, hip shakin’, blues, boogie woogie,  jump, swing… You’ll be sure to  dance when this show takes the Colonial Oak Stage!

Groove Coalition

Based in Jacksonville, Florida, Groove Coalition has delighted audiences in northeast Florida since 2012. These experienced, professional musicians live by the motto, "Ain't no school like the old school." Those who love to move to the greatest hits of the 70s and 80s will enjoy this highly regarded, high-energy band.

Ramona Duo

Ramona is a coming together of hip-hop, rhythm and blues, funk, pop, rock, and soul - all in one package. Ramona is St. Augustine's musical treasure trove of long lost one-hit-wonders and modern contemporary favorites.