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 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 and never mean! Pay-What-You-Will. All ...

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 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 Adam & The Testifiers 7-10 ...

 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 one award winning cover song ...

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, the Brown Goose, Kat Hall, ...

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   Chillula is a dance band ...

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 and never mean! Pay-What-You-Will. All ...