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!

Strangerwolf

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!

Kyra Livingston Duo

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.

Colonial Oak Country Night!

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.

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, classic country and Americana music. ...

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.

Drifting Roots

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 musicians of Drifting Roots spent time in different areas of the country exploring new places and teaching themselves the recording ...

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.

Colonial Oak Country Night! Featuring Southern Chaos

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. North Florida’s high energy, high vocal country group, Southern Chaos is known for bringing their untique energy to  night ...

Sweetwater Imperial 420 IPA Launch Party w/Gentleman’s Crow

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 have spent time conjuring their unique blend of rock, alternative, psych, and metal while cutting their teeth in venues across ...