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 […]

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 […]

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.

Sylvia Rose Novak & Parts Unknown (FREE EVENT)

Athens, Georgia based Sylvia Rose Novak grew up on music as varied as Jazz, Grunge and Emo – then found a career in the Folk-Americana scene. Establishing herself with her first LP ‘Chasing Ghosts’ in 2014, Novak has challenged perceptions […]

Jolie

Jolie is an independent singer-songwriter based in Saint Augustine, Florida. She is known in Northeast Florida for her powerful vocals and intimate performances. She was voted Saint Augustine’s “Best Female Vocalist” and “Best Musician” in 2019 and 2020.

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 J.R. Ward

The Last Thursday of Every Month, DOS PRIMOS TEQUILA is proud to present Country Night at the Oak! This months artist is J.R. Ward…. Curated by St. Augustine Country/Western aficionado Davis Loose  in collaboration with WQIK – the Colonial Oak […]

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!

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