OakFestV: Stephen Pigman

Stephen Pigman is St. Augustine’s exceptionally talented one-man-band, incorporating beatboxing, bass, percussion, and vocal harmonies into a barrage of satisfying, toe-tapping sound.

OakFestV: Istoria

Istoria is a Blues, Soul, Rock, and Funk inspired quintet making their first appearance at the Colonial oak Music Park, We're glad to welcome their sound to our stage - helping us celebrate this historic weekend!

OakFestV: Chillula

A long-standing favorite of the Colonial Oak Music Park, Chillula is a dance band based out of St Augustine, Florida. They specialize blending the styles of R&B, Funk, Hip- Hop, Soul, Rock, Reggae, & Jazz into a sound that everyone can groove to and is sure to fill the dance floor. On July 4th, expect […]

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 […]

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.

Baba Caiman

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 […]

Christian Powers

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 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 […]

Colonial Oak Country Night! feat. Gavin Powell/Davis Loose

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 […]

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!