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 […]

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 […]

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.

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 […]

Country Night at the Oak! Featuring The Morrow Family Band & Seth Cole

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. Local to St. Augustine, Florida, The Morrow Family Band has been playing music throughout North Florida and South Georgia since 2015. […]

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.

JAHMEN

Jacksonville's JAHMEN  spread a message of unity mixed with the powerful and mighty sounds of reggae music. With a heavy dub influence and a sound true to the roots, you will find great pleasure supporting these mighty men of JAH. We are proud to welcome them to the Colonial Oak Music Park!

Bergie! And Jess Cantley

From the artists Bandcamp page: "'Bergie!' spins tales of nostalgic melancholia, and of hope for a brighter future -- driven by infectious, psychedelic basslines -- to keep you dancing through the darkness and let you know that everything’s gonna be alright." We are eager and excited to welcome this act to the Colonial Oak Music […]

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 […]