• Virginia Sweet & Alex Cano – February 22

    Stop by the Oak for an evening of free live music by Virginia Sweet & Alex Cano 7-10 PM FREE Fun for all ages Friendly pups welcome Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more! On site dining from St. Augustine Seafood Company! Click here for Instagram! Click here for Facebook!

    free
  • The New Master Sounds (Ticketed Show) – February 23

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

    The New Mastersounds have been delighting audiences with their infectious brand of funky soul-jazz since they formed in Leeds, England in 1999. For the first five years of the band’s career they were regulars at the Jazz Café in London, before they began to turn heads on the funk scene in the US, where guitarist/producer/bandleader […]

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  • No Comedy Tonight! – February 26

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

    Improv with First Coast Comedy is canceled tonight! Catch the crew at the Oak next Wednesday!

    pay-what-you-will
  • Whalin – February 27

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

    Thursday means one thing at the Oak — Country Night! Stop by and enjoy Whalin! 7-10 PM FREE Fun for all ages Friendly pups welcome Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more! On site dining from St. Augustine Seafood Company! Click here for Instagram! Click here for Facebook!

    free
  • Gilberto’77 – February 28

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

    Hailing from Fernandina Beach, Florida, Gilberto ’77 gets their namesake from the Gilberto ship that crashed on the island on Thanksgiving Day, 1977. More than 25 tons of herb were burned up during the crash, wafting good vibes to all around. Gilberto ’77 blends genres to lighten your mood and lift you up, like a […]

    free
  • Caravel Concert Series with the John Tyler Band – March 1

    Colonial Quarter

    Even when the Colonial Oak Music Park is booked for a private event, the music doesn’t stop! Join us just steps away at the Colonial Quarter’s Maritime Stage for our Caravel Concert Series. This exciting series brings your favorite musicians right next door – ensuring uninterrupted live entertainment. Free Admission All ages Friendly dogs welcome […]

    free
  • Satsang (ticketed)- March 2

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

    Satsang is a dynamic musical ensemble that weaves together elements of folk, soul, and conscious lyrics to create a captivating sonic experience. Comprised of talented musicians and led by frontman Drew McManus, Satsang embodies the spirit of connectivity, spirituality, and social awareness through their music. Drawing inspiration from a diverse array of musical traditions, Satsang’s […]

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  • Improv Comedy Night – March 5

    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 […]

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  • Whalin – March 6

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

    Thursday means one thing at the Oak — Country Night! Stop by and enjoy Whalin! 7-10 PM FREE Fun for all ages Friendly pups welcome Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more! On site dining from St. Augustine Seafood Company! Click here for Instagram! Click here for Facebook!

    free
  • Kat Hall – March 7

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

    Female Reggae/Funk/R&B artist based in Long Beach, California. Music with a message of unity. FREE show 7-10 PM Fun for all ages Friendly pups welcome Multiple bars stocked with craft beers, St. Augustine Distillery Products, & more! On site dining from St. Augustine Seafood Company! Click here for Instagram! Click here for Facebook!

    free