• CLIFF CODY W/Davis Loose and the Loose Cannons (Ticketed Event)

    The Colonial Oak Music Park and City Gates Spirits are very pleased to welcome back Cliff Cody to the Oak stage! A performer with a big voice and a working-class sensibility, Cliff Cody embraces the classic themes of country music — […]

  • Shamarr Allen (Ticketed Event)

    Shamarr Allen hails from the Lower 9th Ward of New Orleans. His influences in jazz, hip-hop, rock, funk,  rhythm, blues and country have found him  fronting “Shamarr Allen & The Underdawgs” – as  lead vocalist and trumpeter, in addition to […]

  • St. Augustine Songwriters Festival

    “Some songs make you laugh, some make you smile, and some make you cry. Songs create life long memories. What if you could hear it from the creator and learn the inspiration that brought the song to existence?  The St. […]

  • St. Augustine Songwriters Festival

    “Some songs make you laugh, some make you smile, and some make you cry. Songs create life long memories. What if you could hear it from the creator and learn the inspiration that brought the song to existence?  The St. […]

  • Sierra Nevada DOGtoberfest w/Groove Coalition!

    In the fall of 2019 we started our very own Dogtoberfest here at the Oak with help from our friends at Sierra Nevada Brewing Co. We are so excited to announce our 2nd Annual Dogtoberfest on Friday, October 29th benefiting […]

  • Oak Outreach Winter Festival: Music By Istoria

    The Colonial Oak Music Park is pleased to announce our annual Oak Outreach Winter Festival! Come help support two great local organizations that do so much good in our community, Ayla’s Acres No-kill Animal Shelter and St Augustine Youth Services […]

  • Florida Ma’am Festival

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

    Ancient City Entertainment Group will host the second Florida Ma'am Festival from 2 to 10 p.m. Saturday, April 1, 2023, and from 3 to 9 p.m., Sunday, April 2, 2023, in the Colonial Oak Music Park. The Florida Ma'am Festival […]

    $25 – $40
  • Sweetwater 420 Kick-off featuring Smokestack – April 8

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

    Sweetwater takes over the Oak on Saturday, April 8 for the Sweetwater 420 Fest North Florida Kickoff! This evening will feature Sweetwater products, rockin' music by Smokestack, and even a chance to win a pair of tickets to the Sweetwater […]

    Free
  • OakFest! July 1 – 4th

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

    Join us under the Oak for our Annual OakFest Celebration where we will celebrate the 7 year anniversary of the Colonial Oak Music Park. This concert series is free to the public and begins on Saturday, July 1! Saturday, July […]

    Free
  • OAKfFest with Chillula – 4th of July!

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

    Look no further for the best 4th of July party in Downtown St. Augustine, OAKFest 2024! Come celebrate with Chillula under the Oak starting at 7PM. Conveniently located across from the Castillo de San Marcos -- take a break from […]

    Free
  • Songwriters Festival – September 29

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

    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 […]

    Free
  • Songwriters Festival – September 30

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

    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 […]

    Free