Whiskey Run - a country band based in Augusta, GA heads to the Oak on June 22!  7-10 PM Free Admission Family Friendly

Catch Circus on June 23 at the Oak! 7-10 PM Free admission Family friendly

Catch the Groove Coalition on June 24 at the Oak! 7-10 PM Free admission Family friendly

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 […]

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

 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 […]

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 […]

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 […]

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 […]