• Whalin (Country Night) – June 18

    Whalin is a high-energy country and rock band made up of some of the most talented musicians in North Florida. Blending classic honky-tonk style with a modern edge, they bring a lively mix of country favorites and rock-inspired sounds to […]

  • Fat Produce Band – June 19

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

    Come join us for a night under the oak and enjoy great live music and good vibes all evening.

  • Los Swamp Monsters (Country Night) – June 25

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

    Get down at Colonial Oak Music Park with Los Swamp Monsters as they bring their signature Cajun-fried blend of rock, funk, and R&B to the stage.

  • Bad Dog Mama – June 26

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

    Bad Dog Mama is a St. Augustine–based duo known for their rich vocal harmonies, rhythmic energy, and creative approach to live performance. Featuring guitar, bass, and alternating lead vocals, Chelsea Saddler and Lauren Gilliam bring a unique blend of original […]

  • Dyre Davis – June 27

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

    Dyer Davis is an American singer-songwriter and guitarist whose music blends southern rock with blues-inspired grit and intensity. Known for his commanding live performances, he delivers a sound that is both raw and emotionally driven.

  • Cliff Dorsey (Country Night) – July 9

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

    Cliff Dorsey is a Nashville-based country artist originally from High Springs, Florida, known for his deep baritone voice and traditional storytelling style inspired by classic country legends.

  • Moonstone Riders – July 10

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

    Moonstone Riders deliver a dynamic blend of rock and roll infused with twangy psychedelic funk, creating a sound that feels both nostalgic and forward-looking. Based in Naples, FL, the band features Matt Benfield on guitar and vocals, Marcia Winslow on […]

  • Ajeva – July 24

    Ajeva is a St. Petersburg, FL-based band blending experimental rock, jamtronica, and funk with a strong focus on improvisation. They have shared stages with acts such as Pigeons Playing Ping Pong, Spafford, The Motet, Keller Williams, The Disco Biscuits, and […]

  • Captain Midnight Band – July 25

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

    Check out Captain Midnight Band, a bold fusion of jam, rock, R&B, jazz, punk, funk, and glam. Their sound blends classic influences with a modern, vibrant edge, creating something dynamic, unpredictable, and full of character.

  • Twin Fin (Ticketed) – July 26

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

    Twin Fin is a rock band based out of Honolulu, Hawaiʻi. The group initially bonded over their shared love of surfing and music. Twin Fin started by playing in living rooms and backyards around the island of O’ahu and quickly […]

  • The Expendables (Ticketed) – October 1

    Hailing from Santa Cruz, The Expendables have built a loyal following with their signature blend of reggae, surf rock, punk, and ska. Known for their laid-back California sound mixed with high-energy live performances, the band has become a staple of […]

  • Given To Fly (Ticketed) – November 11

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

    Given to Fly – The Pearl Jam Experience was voted #1 tribute band in the Capital Region of New York and has been promoted on social media by Pearl Jam themselves! Given to Fly is a standout tribute that recreates […]