Come support the St. Johns County Sheriff’s Office Re-Entry Program at the Oak! This event will feature a live auction, 50/50 raffles, games, and a concert by Justin Lee Partin Band. FREE ENTRY! November 2, 2023 7-10 PM Event Sponsored by the Downtown Business Coalition The SJCSO Re-Entry Program helps to send the homeless that are on our streets back ...

Head to the Colonial Oak Music Park for Smokestack! Enjoy live music, cool drinks from the on-site bars, and even grab dinner from the adjacent St. Augustine Seafood Company! Fun for the whole family. Friendly dogs welcome! 7-10 PM

Whalin is ready to rock the Colonial Quarter’s new stage on November 4 from 7-10 PM Don’t miss this epic show brought to you in partnership with the St. Augustine Distillery. Free Admission Family Friendly Multiple bars on site featuring St. Augustine Distillery spirits. See you there!

Closed for Private Event

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 and never mean! Pay-What-You-Will. All ...

Head to the Colonial Oak Music Park for a Rock & Roll performance by Big Engine! Enjoy live music, cool drinks from the on-site bars, and even grab dinner from the adjacent St. Augustine Seafood Company! Fun for the whole family. Friendly dogs welcome!

Head to the Colonial Oak Music Park for a performance by the Josh “Tennessee” Worthy Trio! Enjoy live music, cool drinks from the on-site bars, and even grab dinner from the adjacent St. Augustine Seafood Company! Fun for the whole family. Friendly dogs welcome!

Nashville is heading to the Colonial Quarter’s Maritime stage with a performance by the Jess Zimmerman Band on Saturday, November 11 from 7-10 PM! Drawing inspiration from musicians/artists such as Halestorm, Underwood, Van Halen, Gaga, Benatar, and McBride, The Jess Zimmerman Band is a sweet cocktail of country and rock music adding in variety of other genres providing an exciting ...

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!

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 and never mean! Pay-What-You-Will. All ...