Cliff Dorsey (Country Night) – July 9

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

Cliff Dorsey is a Nashville-based country artist originally from High Springs, Florida, known for his deep baritone voice and traditional storytelling style inspired by classic country legends.

Moonstone Riders – July 10

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

Moonstone Riders deliver a dynamic blend of rock and roll infused with twangy psychedelic funk, creating a sound that feels both nostalgic and forward-looking. Based in Naples, FL, the band features Matt Benfield on guitar and vocals, Marcia Winslow on vocals and percussion, and Jeffrey James on bass and vocals. Known for their engaging live performances, they mix original music ...

Ajeva – July 24

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

Ajeva is a St. Petersburg, FL-based band blending experimental rock, jamtronica, and funk with a strong focus on improvisation. They have shared stages with acts such as Pigeons Playing Ping Pong, Spafford, The Motet, Keller Williams, The Disco Biscuits, and The Main Squeeze, and have appeared at major festivals including Suwannee Hulaween. Don’t miss the chance to see them live ...

Captain Midnight Band – July 25

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

Check out Captain Midnight Band, a bold fusion of jam, rock, R&B, jazz, punk, funk, and glam. Their sound blends classic influences with a modern, vibrant edge, creating something dynamic, unpredictable, and full of character.

Captain Midnight Band – July 25

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

Check out Captain Midnight Band, a bold fusion of jam, rock, R&B, jazz, punk, funk, and glam. Their sound blends classic influences with a modern, vibrant edge, creating something dynamic, unpredictable, and full of character. FREE show Fun for all ages Friendly pups welcome Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more! On site dining from St. ...

Twin Fin (Ticketed) – July 26

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

Twin Fin is a rock band based out of Honolulu, Hawaiʻi. The group initially bonded over their shared love of surfing and music. Twin Fin started by playing in living rooms and backyards around the island of O’ahu and quickly graduated to playing sold out venues of more than 750 people. Their music is described as catchy surf rock with ...

Twin Fin (Ticketed) – July 26

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

Twin Fin is a rock band based out of Honolulu, Hawaiʻi. The group initially bonded over their shared love of surfing and music. Twin Fin started by playing in living rooms and backyards around the island of O’ahu and quickly graduated to playing sold out venues of more than 750 people. Their music is described as catchy surf rock with ...

Whalin (Country Night) – July 30

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 ...

Soul & Dagger – July 31

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

Soul & Dagger is an energetic acoustic duo from Saint Augustine Beach, blending soul, funk, rock, blues, jazz, and country into a smooth, groovy sound. Their fresh, funky renditions of classic rock and folk songs create an engaging and memorable live experience. FREE show Fun for all ages Friendly pups welcome Multiple bars stocked with craft beers, St. Augustine Distillery ...

Airtight – August 1

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

Join us at the Colonial Oak Music Park from 7 pm to 10 pm for a performance by Airtight. FREE show 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!