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 […]

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 […]

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.

I-Vibes

Local reggae legends, I-Vibes has been pushing love & positivity through their music in NE Florida. The band has toured and performed locally with some of the biggest names in the reggae genre, including Grammy Award nominees SOJA and Morgan […]

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 […]

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 […]

Country Night at the Oak! Featuring Davis Loose and Chris Canyon

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. Chris Canyon is  a singer/songwriter as […]

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 […]

Open Daily 11am - 9pm

All events are free and open to the public
Unless otherwise noted

21 St George St, St. Augustine, FL 32084
(904) 342-2857