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  • STArt Now Narrow Showcase

    STArt Now & Narrow; Northeast Florida’s Premiere Independent Music Magazine – choose unique and intriguing music acts to feature amid the setting of the great Colonial Oak.

  • Adam & the Testifiers

    The Testifiers return to St Augustine at the legendary Colonial Oak stage! Singer, composer, and drummer Adam Hendley has been performing jazz, rock, and funk with the best talents in the business for years.  We are excited to have The […]

  • FIRST COAST COMEDY IMPROV – Cancelled Due to Impending Weather

    CANCELLED DUE TO IMPENDING WEATHER 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. Join us outdoors at St. Augustine’s most unique […]

  • Country Night At the Oak! Featured Artist: Southern Chaos

    Curated by St. Augustine Country/Western aficionado Davis Loose  in collaboration with WQIK – the Colonial Oak is proud to present a hand-selected variety of acts bringing the best to North Florida’s Country Music scene. North Florida’s high energy, high vocal […]

  • Sing Out Loud Festival Presents: Dan Tyminski

    Throughout his 30+ year career, Dan Tyminski has left his mark in every corner of modern music. Tyminski’s voice famously accompanies George Clooney’s performance of the Stanley Brother’s classic song, “I’m A Man of Constant Sorrow,” in the film, ‘Oh […]

  • Sing Out Loud Festival 9.12 Showcase

    An encompassing overview of the St. Augustine music scene, tonight’s festivities will feature: -The Bridge Street Vibe  – 3:00 PM -Stephen Pigman – 4:30 PM -Jackie Strangers – 6:00 PM -Billy Buchanan – 7:30 PM -Davis Loose & the Loose […]

  • FIRST COAST COMEDY IMPROV (TICKETED EVENT)

    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. Join us outdoors at St. Augustine’s most unique venue – The Colonial Oak […]

  • Country Night At the Oak! Featured Artist TBD.

    Curated  in collaboration with WQIK – the Colonial Oak is proud to present a hand-selected variety of acts bringing the best to North Florida’s Country Music scene.  

  • Sing Out Loud: Gamble Rogers Festival 9.17 Showcase

    Curated by the Gamble Rogers Festival, St. Augustine’s annual tribute festival to it’s heroic troubadour. This encompassing overview of the St. Augustine music scene will feature: -Denny Blue – 5:30 PM -The Morrow Family Band – 6:45 PM -Michael Jordan […]

  • Sing Out Loud Festival Presents: Cedric Burnside

    Cedric Burnside is the real deal.  The 39-year-old still lives on several acres not far from the Holly Springs, Mississippi, home where he was raised by and played music with his grandfather, the late singer/songwriter/guitarist R.L. Burnside.  Cedric was literally […]