Zach Deputy (Ticketed Event) – August 6

Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

Zach Deputy declared he would be a professional musician before ever purchasing his first guitar at the young age of thirteen. Given this, a career outside of music was never really an option for the naturally talented solo artist. First performing in public as a young teenager, Zach began working as a singer at the age of sixteen. Starting in ...

Circus – August 7

Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

Bringing classic rock energy to the stage, Circus is ready to turn up the volume at the Colonial Oak Music Park. From timeless rock favorites to high-energy performances, this is a show you won’t want to miss. Join us at the Oak and rock the night away! FREE show Fun for all ages Friendly pups welcome Multiple bars stocked with ...

Cam Wheaton – August 8

Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

Check out Cam Wheaton at the Oak! FREE show 7-10 PM Fun for all ages Friendly pups welcome Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more! On site dining from St. Augustine Seafood Company!  Click here for Instagram! Click here for Facebook!

Whalin (Country Night) – August 20

Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

Whalin is a high-energy country and rock band made up of some of the most talented musicians in North Florida. Blending classic honky-tonk style with a modern edge, they bring a lively mix of country favorites and rock-inspired sounds to every performance. Formed by Lane Whalin after a six-month tour with Ashley Wineland, the group was created as a way to ...

Tru Phonic – August 21

Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

Tru Phonic is a Florida band from the Space Coast delivering a one-of-a-kind live music experience. Led by guitarist and songwriter Jake Salter, the group blends elements of jam, funk, blues, rock, soul, jazz, and hip-hop into a sound all their own. Their shows feature tight horn arrangements, rich vocal harmonies, and skillful instrumentation that keep audiences engaged from start ...

Versvtile – August 22

Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

VERSVTILE brings high-energy performances and crowd-favorite hits from the ’80s, ’90s, and 2000s to the stage. Known for powerful vocals, dynamic guitar work, and a driving rhythm section, the band delivers a mix of classic rock, country favorites, and modern hits that keep audiences singing along all night. FREE show 7-10 PM Fun for all ages Friendly pups welcome Multiple ...

Bad Dog MaMa – August 28

Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

Bad Dog Mama is a St. Augustine–based duo known for their rich vocal harmonies, rhythmic energy, and creative approach to live performance. Featuring guitar, bass, and alternating lead vocals, Chelsea Saddler and Lauren Gilliam bring a unique blend of original music and reimagined favorites to the stage. Their setlist spans decades and styles, pulling inspiration from iconic artists while keeping ...

Baba Caiman – August 29

Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

Baba Caiman is a Latin fusion band that blends a wide range of rhythms into a vibrant, high-energy sound. Their style draws inspiration from salsa, rock, merengue, cumbia, bachata, funk, vallenato, reggaeton, and pop, resulting in a dynamic mix that keeps audiences moving. FREE show 7-10 PM Fun for all ages Friendly pups welcome Multiple bars stocked with craft beers, ...

Josh Tennessee Worthy Ensemble (Country Night) – September 3

Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

Join us for Country Night at Colonial Oak Music Park for an evening of great tunes and laid-back vibes.Enjoy live music from Josh Tennessee Worthy Ensemble, bringing a powerful country sound to the stage.Grab your friends and settle in for a night of good music, good energy, and a great atmosphere under the oaks. FREE show 7-10 PM Fun for all ages ...

Sing Out Loud Local Showcase: September 4 – 6

Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

The Local Artist Showcases are a cornerstone of the Sing Out Loud Festival experience, offering music fans an opportunity to explore Northeast Florida’s diverse and vibrant music scene. From indie rock and bluegrass to hip hop, country, spoken word and comedy, the lineup reflects the richness of talent found throughout the region. Friday, September 4 6:00 PM – 7:00 PM: ...