• Songwriters Festival – October 1

    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 […]

    Free
  • Improv Comedy Night – October 4

    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 […]

    pay-what-you-will
  • 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. […]

    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 […]

    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 […]

    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.  […]

    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 […]

    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, […]

  • 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 […]

    Free