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 Music Park. And it gets better! This show is for everyone! You can bring the […]

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. According to Southern Tide’s own statement: “We play southern influenced rock n roll, blues, classic country and Americana music. Our set list consists of songs you’ll hear no […]

A leading band in Jacksonville's Blues Music scene,  Smokestack are an in-demand Blues/Southern-rock combo. Their current lineup includes: Bryan Spradlin (Bass & Vocals) Jack Corcoran (Guitar) Dylan Adams (Guitar) Ken Nasta (Druns) You can expect a hot time and cool tunes from one of the best North Florida has to offer!

Come see St. Augustine's favorite 80's Hair Metal Tribute Band  "PAPERCUTT" From the band's facebook page: First show show in almost 2 years. Don’t miss an amazing night of 80’s anthems & power ballads. Doors open at 8pm. $15/ea., Ca$h only, presale tickets available at Panama Hat Co. (46 St. George St.) daily from 10-6.

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!