Rio Grande Band – October 5

Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

Head to the Colonial Oak Music Park for Country Night featuring Rio Grande! 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!

Free

Baba Caiman – October 6

Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

Head to the Colonial Oak Music Park for a latin fusion performance by Baba Caiman! 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!

Free

Dewey Via Band – October 7

Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

Head to the Colonial Oak Music Park for local favorite, The Dewey Via Band! 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!

Free

Sports Sunday – October 8

Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

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!

Free

Improv Comedy Night – October 11

Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

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 […]

pay-what-you-will

Dogtoberfest feat. Dyer Davis Band – October 13

Sierra Nevada Brewing Co. is bringing Dogtoberfest to the Oak! On this special evening, all profits from Oak bars will go towards supporting Ayla’s Acres No-Kill Animal Rescue. – Friday, October 13 from 7-10 PM – Free show by Dyer Davis Group – Dress your pups up for the the chance to win best dog […]

Caravel Concert Series feat. Whalin – October 14

Colonial Quarter

Whalin is ready to rock the Colonial Quarter’s new stage on Saturday, October 14! 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!

Free

Sports Sunday! – October 15

Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

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!

Free

Improv Comedy Night – October 18

Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

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 […]

pay-what-you-will