Improv Comedy Night – October 25

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

Playin’ Possum – October 26

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

Head to the Colonial Oak Music Park for Country Night featuring Playin’ Possum! 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

Spooktacular at The Colonial Quarter

Colonial Quarter

For 3 nights the Grounds of the Colonial Quarter will transform into a Family-Friendly Halloween experience. Come see a Pirate ship complete with a full crew of skeleton pirates, a mermaid grotto w/live mermaids, the Rustier Cutlass Pirate Band, and a creepy cemetery with some historic St Augustine stories.   October 27, 28, & 29 […]

$12

Circus – October 27

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

Head to the Colonial Oak Music Park for a free performance by Circus! 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

Blue Moon – October 28

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

Head to the Colonial Oak Music Park for Blue Moon 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 29

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

Fundraiser for the SJCSO Re-Entry Program – November 2

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

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 […]

Free

Smokestack – November 3

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

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

Free

Caravel Concert Series with Whalin! – November 4

Colonial Quarter

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!   Enter at the Bayfront – 14 S […]

Free