Live music at the Oak from 3-10 PM! Free admission & family friendly! 3-6 PM —  Hunter Hayes 7-10 PM — Cumberland

Countdown to the new year with us and the Dewey Via Band on December 31st!  8PM -Midnight Free Admission Family Friendly

Extended holiday hours bring two free performances to the Oak on January 2nd! Jolie from 3-6 PM Jolie is an independent singer-songwriter based in Saint Augustine, Florida. She is known in Northeast Florida for her powerful vocals and intimate performances. She was voted Saint Augustine’s “Best Female Vocalist” and “Best Musician” in 2019 and 2020 […]

Extended holiday hours bring two free performances to the Oak on January 3rd!   Bret Blackshear 3-6 PM Blues, classic rock, folk, and bluegrass tunes Cam Wheaton Band 7-10 PM Cam Wheaton is a FL native who’s been playing music all his life. Being exposed to many types of music, his set is very diverse […]

The Josh Tennessee Worthy Ensemble is set to play from 3-10 PM on January 4th! Stop by to enjoy rock/ country covers from Tennessee native Josh Worthy!   #gallery-1 { margin: auto; } #gallery-1 .gallery-item { float: left; margin-top: 10px; text-align: center; width: 33%; } #gallery-1 img { border: 2px solid #cfcfcf; } #gallery-1 .gallery-caption […]

Kyra Livingston 3-6 PM Don’t miss Kyra’s next show at the Oak showcasing her classic blend of funk, soul, blues, pop, jazz, and rock! Dyer Davis Band 7-10 PM  Dyer Davis is an American singer/ guitarist, who released his debut album for WildRoots Records in February. He spent the last 8 years of his young […]

Hunter Hayes 3-6 PM   Cumberland Band 7-10 PM     Cumberland

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!   #gallery-1 { margin: auto; } #gallery-1 .gallery-item { float: […]

Your 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. And it gets better! This show is for everyone! You can bring the whole family because these improvisers play smart… to ensure the show is always clean […]