September brings the Sing Out Loud Showcase to the Oak! Join us for this annual epic celebration of live music in the Nation’s Oldest City! Sunday, September 17 3:00 PM – Skin & Bonz 4:15 PM – The Taildraggers 5:30 PM – The Thick & Thin String Band 6:45 PM – Wild Shiners 8:00 PM – Grant Peeples ***All Sing ...

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 ...

Country Night with The Chris McNeil Band at  the Oak! 7-10 PM Free Admission Family & Pet friendly!

September brings the Sing Out Loud Showcase to the Oak! Join us for this annual epic celebration of live music in the Nation’s Oldest City! Friday, September 22 6:00 PM – Billy Buchanan & His Rock ‘N Soul Revue 7:30 PM – TBA 9:00 PM – Ramona & The Riot ***All Sing Out Loud performances at the Oak are free ...

September brings the Sing Out Loud Showcase to the Oak! Join us for this annual epic celebration of live music in the Nation’s Oldest City! Saturday, September 23 6:00 PM – TBA 7:00 PM – TBA 8:00 PM – Amy Robbins Band 9:00 PM – TBA ***All Sing Out Loud performances at the Oak are free and family friendly***   ...

September brings the Sing Out Loud Showcase to the Oak! Join us for this annual epic celebration of live music in the Nation’s Oldest City! Sunday, September 24 3:00 PM – Jim Carrick & Charley Simmons 4:15 PM – Lee Hunter & Joey Kerr 5:30 PM – Marianne Lerbs 6:45 PM – John Winters & Mark Richey 8:00 PM – ...

Country Night at The Colonial Oak Music Park with Cumberland! 7-10 PM Free Admission Family & Pet friendly!

Coming all the way from Nashville, Tennessee! Meet the songwriters behind today’s top radio hits. Once a year, The St. Augustine Songwriters Festival brings the artists responsible for top hit country songs to local venues including the Oak! Stop by and enjoy this FREE event with us!   Friday, September 29 2:00 PM – 3:20 PM Aris Smith – Paul ...

Coming all the way from Nashville, Tennessee! Meet the songwriters behind today’s top radio hits. Once a year, The St. Augustine Songwriters Festival brings the artists responsible for top hit country songs to local venues including the Oak! Stop by and enjoy this FREE event with us!   Saturday, September 30 2:00 PM – 3:00 PM Jolie – Mick Fury ...