Bad Dog Mama hits the Oak stage on June 30! 7-10 PM Free admission Family friendly

Join us under the Oak for our Annual OakFest Celebration where we will celebrate the 7 year anniversary of the Colonial Oak Music Park. This concert series is free to the public and begins on Saturday, July 1! Saturday, July 1 Kick-off! Sililoquy 3-6 PM Circus 7-10 PM Sunday, July 2 Davis Cook 3-6 PM […]

 Don’t miss Ramona & The Riot on July 1st at the Oak! 7-10 PM Free Admission Family Friendly A coming together of hip-hop, rhythm and blues, funk, pop, rock, and soul, Ramona is a musical treasure trove of long lost one-hit-wonders and modern contemporary favorites. Ramona + the Riot is accoladed as St. Augustine’s number […]

Adam & The Testifiers return to the Oak on July 2! 7-10 PM Free Admission Family Friendly   Adam is a singer, drummer, and composer based out of Atlanta, GA. Throughout his 10-year career as a professional drummer, he has worked with artists such as Joe Gransden, the Bill Peterson Trio, Fred Wesley, Katie Skene, […]

Look no further for the best 4th of July party in Downtown St. Augustine, OAKFest 2024! Come celebrate with Chillula under the Oak starting at 7PM. Conveniently located across from the Castillo de San Marcos — take a break from the tunes at 9:30PM watch “The Fireworks Over The Matanzas” Free show Family friendly   […]

Your 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. And it gets better! This show is for everyone! You can bring the whole family because these improvisers play smart… to ensure the show is always clean […]

Rio Grande hits the Oak stage for Country Night! 7-10 PM Free Admission Family Friendly

I-Vibes returns to the Oak on July 7! 7-10 PM Free Admission   For the past 8 years, 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 […]

Catch the Jake Bradley Band at the Oak! 7-10 PM Free Admission Family Friendly