Caravel Concert Series – 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 […]

FREE

Dewey Via – May 10

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

Don't miss Dewey Via at the Oak on May 10th! "Prolific guitar player, outstanding songwriter, and powerful vocalist" "Dewey is recognized all over for both his extensive number of radio worthy original songs and his ability to take a song […]

FREE

TBA – May 11

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

Hang out with us at the Oak this Sunday! Artist TBA! FREE show 2-5 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 […]

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 […]

Pay-What-You-Will

Country Night! Artist TBA – 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! Artist TBA! 7-10 PM FREE Fun for all ages Friendly pups welcome Multiple bars stocked with craft beers, St. Augustine Distillery […]

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 […]

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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 […]

Pay-What-You-Will

Country Night! Artist TBA – 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! Artist TBA! 7-10 PM FREE Fun for all ages Friendly pups welcome Multiple bars stocked with craft beers, St. Augustine Distillery […]

FREE

Caravel Concert Series – May 25

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 […]

FREE

Improv Comedy Night – May 28

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 […]

Pay-What-You-Will

Country Night! Artist TBA – May 29

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! Artist TBA! 7-10 PM FREE Fun for all ages Friendly pups welcome Multiple bars stocked with craft beers, St. Augustine Distillery […]

Pay-What-You-Will

Gilberto ’77 – May 30

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 […]

FREE

Open Daily 11am - 9pm

All events are free and open to the public
Unless otherwise noted

21 St George St, St. Augustine, FL 32084
(904) 342-2857