• Whalin (Country Night) – May 21st

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

    Thursday at the Oak means one thing — Country Night with Pendleton Whisky! Stop by and groove with Whalin and us! Whalin is a high-energy country band bringing classic honky-tonk spirit and rock-and-roll edge to the stage. Formed by Lane […]

  • Cliff Dorsey (Country Night) – May 28

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

    Thursday at the Oak means one thing — Country Night with Pendleton Whisky! Stop by and groove with Cliff Dorsey and us! Cliff Dorsey, a country artist from High Springs, Florida, now based in Nashville, brings a deep baritone and […]

  • Tell Me Lies (Ticketed) – May 31

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

    TELL ME LIES TRIBUTE Tell Me Lies showcases the timeless hits of Fleetwood Mac, a band renowned for their exceptional song writing and energetic live performances. The accomplished members of Tell Me Lies have been creating music together in various […]

  • One Good Ring – June 5

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

    One Good Ring is a tribute act out of St. Augustine, Florida, that channels the sound and spirit of the Grateful Dead while adding their own modern touch. The lineup mixes veteran performers with a new generation of musicians, creating […]

  • Baba Caiman – June 6

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

    Baba Caiman is a Latin fusion band that blends a wide range of rhythms into a vibrant, high-energy sound. Their style draws inspiration from salsa, rock, merengue, cumbia, bachata, funk, vallenato, reggaeton, and pop, resulting in a dynamic mix that […]

  • Circus – June 12

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

    Circus is a classic rock cover band bringing your favorite hits to the stage at Colonial Oak Music Park.

  • Tangled Orchid – June 13

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

    Meet Tangled Orchid — a versatile six-piece band based in Jacksonville/St. Johns County, performing a dynamic mix of music from the 70s through the 2000s. Blending rock, pop, country, dance favorites, and original songs, they deliver an engaging live show […]

  • KBONG & JOHNNY COSMIC – JUNE 14

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

    KBONG Kevin Bong, aka 'KBONG' is a multi- instrumental artist who is well known for his key role in reggae band Stick Figure. Touring with the group since 2012, KBong has solidified his place as one of the top keyboard […]

  • Turnover (Ticketed) – June 16

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

    TURNOVER The title track of the band’s new album, Myself in the Way, speaks to this mindset. “I can’t put myself in the way of love again,” sings Getz, “I promise I’m going to go all the way with you,” […]

  • 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.

  • 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.