First Coast Comedy: Improv Night!

  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 […]

OakFestV: Let’s Ride Brass Band

Based in Jacksonville, FL. Let’s Ride Brass Band are no strangers to the Colonial Oak stage. We are fans of the music they strive  to bring to the rest of the world. Taking the form of a traditional New Orleans […]

OakFestV: Danger Bird

Jacksonville based Danger Bird features a number of accomplished musicians, and is making their St. Augustine debut as this collective.  These lovers of good ol’ fashioned Rock were inspired by the likes of Led Zeppelin, Lynyrd Skynyrd, The Black Crowes […]

OakFestV: Groove Coalition

Based in Jacksonville, Florida, Groove Coalition has delighted audiences in northeast Florida since 2012. These experienced, professional musicians live by the motto, “Ain’t no school like the old school.” Those who love to move to the greatest hits of the […]

OakFestV: 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 […]

OakFestV: 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.

OakFestV: Istoria

Istoria is a Blues, Soul, Rock, and Funk inspired quintet making their first appearance at the Colonial oak Music Park, We’re glad to welcome their sound to our stage – helping us celebrate this historic weekend!

OakFestV: Chillula

A long-standing favorite of the Colonial Oak Music Park, Chillula is a dance band based out of St Augustine, Florida. They specialize blending the styles of R&B, Funk, Hip- Hop, Soul, Rock, Reggae, & Jazz into a sound that everyone […]

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 […]

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 […]

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.

Baba Caiman

The Oak is always happy to welcome Baba Caiman – Florida’s premiere Latin Fusion band! Having influences from different parts of Latin America (El Salvador, Colombia, and USA), Baba Caiman focuses on the diversity within cultures – highlighting all of the […]

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