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 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 whole family because these improvisers ...

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. Originally from Chattanooga, TN and currently residing in Palm Coast, FL – J.R. Ward writes songs that show elements of another time with a fresh new ...

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!

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 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.

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. Known for their Southern roots sound, Wild Shiners has been a featured performer at Gamble Rogers Music Festival, providing support for the venerable and innovative bluegrasser ...

Circus returns to the Oak on Friday January 20 7-10 PM Free Admission Family Friendly

Don’t miss Blue Moon on Saturday January 21! A jazz, R&B, Funk, & Soul Band from Orlando who loves to groove! 7-10 PM Free admission Family Friendly    

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!