• Caravel Concert Series w/ Jess Zimmerman – May 9

    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   Stop by and enjoy a free […]

    free
  • Dewey Via Band & Uncommon Legends – May 10

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

    Don’t miss the Dewey Via Band at the Oak on May 10th from 2-5 PM THEN stick around for Uncommon Legends from 7-10 PM 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!

    free
  • No Music Today! – May 11

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

    No Music Today

    free
  • Improv Comedy Night – May 14

    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 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 […]

    pay-what-you-will
  • Country Night with the JT Band – May 15

    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 jam with us and the JT Band! 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 […]

    free
  • One Good Ring – May 16

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

    Join us at the Oak with One Good Ring  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
  • One Good Ring – May 17

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

    Don’t miss One Good Ring at the Oak! Carrying on the music, vibe, & spirit of The Grateful Dead. 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 […]

    free
  • The Dave Matthews Tribute Band (ticketed) – May 18

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

    For over 20 years, the Dave Matthews Tribute Band has been performing sold out shows around the world; playing over 2,000 concerts in 46 states and 9 countries. Throughout the years, the band has evolved from a bar hopping cover band into a dedicated and true tribute band with one goal; to recreate the classic […]

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  • Improv Comedy Night – May 21

    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 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 […]

    pay-what-you-will
  • Country Night with Josh Tennessee Worthy – May 22

    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 jam with us and Josh Tennessee Worthy. 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 […]

    free