The Oak is always happy to welcome Baba Caiman – Florida’s premiere Latin Fusion band! Having influences from different parts of Latin America (El Salvador, Colombia, and USA), Baba Caiman focuses on the diversity within cultures – highlighting all of the beautiful sounds and rhythms that each band member grew up with, while marrying them to the eclectic sounds of North ...

St. Augustine, Florida native, Christian Powers is a singer/songwriter with a musical style steeped in americana folk pop that reflects his passion for the ocean and wholesome living.

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 (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. Tonight’s featured artists: -Jacksonville-born Tallahassee resident Gavin Powell, known for surprising listeners with a unique laid-back southern style that ...

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 – Strangerwolf has, over a near decade, built up a following that appreciates the bands unique and ethereal music.  We’re happy to welcome their exquisite take on traditional sounds to the Colonial Oak Music Park!

An exceptional and vocally driven performer, St. Augustine’s Kyra Livingston blends pop, rock, jazz, soul, blues, and funk into a delectable cascade of musical glory.

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.

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, classic country and Americana music. ...

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.