Watson & Taylor

Kick off the New Year with the engaging duo known as Watson and Taylor. They’ve been performing together across the world for over 10 years, and we’re pleased to showcase their “easy chemistry and effortless harmonies”  to our crowd at the Colonial Oak!

JW Gilmore & The Blues Authority

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

Savanna Leigh Bassett

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!

Let’s Ride Brass Band

This band always gets great reviews for their live performances, and we’re pleased to welcome them to the Colonial Oak Stage.

Stephen Pigman

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

MONROEVILLE

A yearly tradition at the Colonial Oak: Monroeville is a rock alternative bluegrass band that regularly explores folk and country music genres. Named in honor of legendary bluegrass musician Bill Monroe and fronted by Grammy nominated band leader/owner Matt Munsey, the core band also features versatile vocalists and utility musicians McCoy Borg, Chevy Watson, and Paul Watson.

Davis Loose

Davis Loose, an up & coming St. Augustine singer/songwriter,  brings his original and inspired take on Country & Western music to the Oak.

MONROEVILLE

A yearly tradition at the Colonial Oak: Monroeville is a rock alternative bluegrass band that regularly explores folk and country music genres. Named in honor of legendary bluegrass musician Bill Monroe and fronted by Grammy nominated band leader/owner Matt Munsey, the core band also features versatile vocalists and utility musicians McCoy Borg, Chevy Watson, and Paul Watson.

Sports Sundays

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!

Narrow Nights @ The Oak

There’s always a plethora of fun and unique music on hand, courtesy of Narrow; St. Augustine’s premier music and lifestyle magazine.