JW Gilmore and The Blues Authority: A toe tapping, finger snapping, hip shakin’, Boogie Woogie,  jump swing, Blues Band! You’ll be sure to be dancing when they take the Colonial Oak Stage!

Savanna Leigh Bassett is a musician, singer, and songwriter from Jacksonville, FL who is known in music circles throughout the South. We are pleased to have her performing at the Colonial Oak!

Consider us grateful that Not Quite Dead hosts it annual Very Jerry Xmas party under the Colonial Oak!

Join us for sports all Sunday long on our 128″ video wall at the Oak!  Football season, it’s NFL football.  Baseball Season, it’s MLB.  Premier League Soccer matches, Basketball too.  We have food and drinks for sale, so all you need is your team spirit!

Once again, one-man jam band, Stephen Pigman brings his unique style and fun vibe to the Colonial Oak!

The founder and flat picking front man of Grandpa’s Cough Medicine has moved back to Florida. Brett Bass is shedding his outlaw skin to bring the family friendly, hard driving, high energy bluegrass sound of his powerful guitar and songwriting to  The Colonial Oak Music Park!

Come spend a magical Christmas Eve with Jolie at The Colonial Oak Music Park in downtown St. Augustine! Join Jolie at the Oak this Christmas Eve from 5-8 pm for a holiday show featuring your Christmas favorites and special performances with her family throughout the night. Bring your family, friends, and your ugly Christmas sweaters and ring in the holiday ...

St. Augustine, Florida native, Christian Powers is a singer/songwriter with a musical style steeped in americana folk pop that reflects his passion for the ocean and wholesome living.

One of St. Augustine’s busiest and most in demand bands. RAMONA is sure to bring their own brand of enjoyable and fun music to the Colonial Oak!

An exceptional and vocally driven performer, St. Augustine’s Kyra Livingston blends pop, rock, jazz, soul, blues, and funk into a delectable cascade of musical glory.