Ramona + The RIOT

Ramona is St. Augustine’s number one cover song ensemble, performing in various capacities. A coming together of hip-hop, rhythm and blues, funk, pop, rock, and soul, Ramona is a musical treasure […]

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 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 […]

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 […]

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: Ramona + The Riot

A stalwart of the Colonial Oak Stage - Ramona is St. Augustine’s number one cover song ensemble, performing in various capacities. A coming together of hip-hop, rhythm and blues, funk, […]

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.