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 […]

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 […]

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.

This evening, sponsored by the St. Augustine Distillery, will feature free distillery tastings as well as the tasty sounds of Drifting Roots! Drifting Roots is a reggae band based out of Central Florida. With music created from brotherly collaboration, the […]

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.

Join us at the Colonial Oak Music Park as we team up with Sweetwater Brewing Company to officially launch their new Imperial 420 IPA! Free Sweetwater swag along with free live music from St. Augustine’s own Gentleman’s Crow! Gentleman’s Crow […]

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.

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 […]