Bret Blackshear – December 24

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

Catch Bret Blackshear at the Oak on December 24th from 6-9 PM! Free live music & fun for all ages!

Free

Ramona & The Riot! – December 26

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

Don’t miss Ramona & The Riot as they rock the Oak stage on December 26! 7-10 PM Free Admission Family friendly     *Photo Credit – @diego_sees

Free

Monticelli – December 27

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

Monticelli takes the Oak stage on December 27 from 7-10 PM! Free show and all ages welcome!

Free

Branden Parrish & Whalin – December 28

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

Live music at the Oak from 3-10 PM! Free admission & family friendly! 3-6 PM — Branden Parrish 7-10 PM — Whalin

Free

Jolie & Earth Tonez – December 29

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

Live music at the Oak from 3-10 PM! Free admission & family friendly! 3-6 PM — Jolie 7-10 PM — Earth Tonez

Free

Hunter Hayes & Cumberland – December 30

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

Live music at the Oak from 3-10 PM! Free admission & family friendly! 3-6 PM —  Hunter Hayes 7-10 PM — Cumberland

Free

NYE Countdown with The Dewey Via Band! – December 31

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

Countdown to the new year with us and the Dewey Via Band on December 31st!  8PM -Midnight Free Admission Family Friendly

Free

Josh Tennessee Worthy Ensemble – January 1

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

Start the New Year off with live music under the Oak! Catch the Josh “Tennessee” Worthy Ensemble from 2-9 PM See you there for this family friendly show!

Free

Jolie & Monticelli – January 2

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

Extended holiday hours bring two free performances to the Oak on January 2nd! Jolie from 3-6 PM Jolie is an independent singer-songwriter based in Saint Augustine, Florida. She is known in Northeast Florida for her powerful vocals and intimate performances. She was voted Saint Augustine’s “Best Female Vocalist” and “Best Musician” in 2019 and 2020 […]

Free