Enjoy Sunday afternoon music at the Oak by Kyra Livingston 2-5 PM Free Admission 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 […]

Playin’ Possum returns to the Oak on June 29 7-10 PM Free admission Family friendly

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 […]

 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 […]

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. […]

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 […]

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 […]