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  • Country Night w/ Cumberland Band – October 30

    Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and enjoy live music with us and Cumberland Band! 7-10 PM FREE Fun for all […]

    free

  • Closed for Private Event – October 31

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

    Closed for Private Event. More information on how you can book the Oak for your upcoming special event! 

  • KISS Alive The Tribute (Ticketed) – November 2

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

    Almost 16 years ago, what began as 4 fans wanting to cover KIϟϟ tunes for Florida fans has evolved into one of the country’s premier KIϟϟ tribute acts. Comprised of […]

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  • Shwayze (Ticketed Show)- November 5

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

    Raised on the beaches of Southern California, Aaron Smith is a rapper, actor, musician, and father who became known to the world simply as Shwayze following a massive music breakout […]

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  • New Master Sounds (Ticketed Show) – November 7

    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 […]

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  • Country Night w/ Muhly – February 26

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

    Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and enjoy live music with us and Muhly! 7-10 PM FREE Fun for all ages […]

    free

  • The Pendeltonics – February 27

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

    Join us at the Oak with the Pendeltonics! FREE show 7-10 PM Fun for all ages Friendly pups welcome Multiple bars stocked with craft beers, St. Augustine Distillery Products, & […]

    free

  • Closed for Private Event – February 28

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

    Closed for Private Event!   Want to host your special event at the Oak? Click here for more information!   

  • Nik Parr & The Selfless Lovers (Ticketed) – March 1

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

    Nik Parr & The Selfless Lovers are a high-energy, piano-driven roots rock band hailing from Austin, Texas. Imagine the raw passion of Bruce Springsteen colliding with the electrifying showmanship of Jerry […]

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  • Jammy Buffett (Ticketed Show) – March 8

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

    Jimmy Buffett often spoke of “traveling the songlines,” a phrase borrowed from the Aboriginal tradition of mapping the land through music and story—paths that connect people, places, and moments across […]

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