OakFestV: 5 Year Anniversary

A plethora of St. Augustine's favorite artists will be playing at the Oak to celebrate Independence Day Weekend and our 5th Anniversary! All concerts are free to attend, food and […]

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 […]

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 […]

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 […]

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 - […]

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, […]

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 […]

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 […]