Winter Wonder Jams – December 28
Colonial Oak Music Park 21 St George Street, St Augustine, FL, United StatesThis winter we’re bringing a rotating lineup of St. Augustine’s favorite local musicians to the Oak with our FREE seasonal series – Winter Wonder Jams! A mix of familiar faces and fresh talent coming together to keep the music flowing all season long. Our opening 3–6 PM set will roll right into an evening performance, so whenever you stop by, ...
Winter Wonder Jams – December 29
Colonial Oak Music Park 21 St George Street, St Augustine, FL, United StatesThis winter we’re bringing a rotating lineup of St. Augustine’s favorite local musicians to the Oak with our FREE seasonal series – Winter Wonder Jams! A mix of familiar faces and fresh talent coming together to keep the music flowing all season long. Our opening 3–6 PM set will roll right into an evening performance, so whenever you stop by, ...
Winter Wonder Jams – December 30
Colonial Oak Music Park 21 St George Street, St Augustine, FL, United StatesThis winter we’re bringing a rotating lineup of St. Augustine’s favorite local musicians to the Oak with our FREE seasonal series – Winter Wonder Jams! A mix of familiar faces and fresh talent coming together to keep the music flowing all season long. Our opening 3–6 PM set will roll right into an evening performance, so whenever you stop by, ...
2026 NYE Countdown with the Dewey Via Band!
Colonial Oak Music Park 21 St George Street, St Augustine, FL, United StatesWe’re ringing in the New Year with Sam Pacetti 2-5 PM followed by the Dewey Via Band at 7PM!
Supervillains – January 7
Colonial Oak Music Park 21 St George Street, St Augustine, FL, United StatesThe Supervillains are a high-energy ska and reggae band hailing from Florida, known for their infectious grooves and lively performances. Formed in the late 1990s, the band blends elements of ska, reggae, rock, and punk, creating a sound that’s both catchy and rebellious. With their upbeat rhythms, humorous lyrics, and a reputation for high-octane live shows, The Supervillains have earned ...
Kelly Daniels Band (Country Night) – May 7
Colonial Oak Music Park 21 St George Street, St Augustine, FL, United StatesThursday at the Oak means one thing — Country Night with Pendleton Whisky! Stop by and groove with Kelly Daniels and us! Come out to Colonial Oak Music Park for a night of great country music under the oaks. If you’re looking for your country fix, we’ve got you covered. Join us for live music, cold drinks, and a laid-back ...
BADFISH (Ticketed Show) – May 13
Colonial Oak Music Park 21 St George Street, St Augustine, FL, United StatesBADFISH – a Tribute to Sublime The phenomenon known as Sublime, arguably the most energetic, original and uniquely eclectic band to emerge from any scene, anywhere, ended with the untimely death of lead singer, guitarist and songwriter Brad Nowell in May of 1996. But encompassing the sense of place and purpose long associated with Sublime’s music, Badfish, a Tribute to ...
Protoje (Ticketed Show) – May 20
Colonial Oak Music Park 21 St George Street, St Augustine, FL, United StatesProtoje is the name that reverberates at the core of Jamaica’s musical renaissance. A visionary and an architect of sound, Protoje has redefined what it means to be a modern artist, blending the rich heritage of reggae with the fresh influence of hip-hop, soul, and jazz. From his roots in Saint Elizabeth, Jamaica, Protoje’s journey is one marked by passion, purpose, and ...
Whalin (Country Night) – May 21st
Colonial Oak Music Park 21 St George Street, St Augustine, FL, United StatesThursday at the Oak means one thing — Country Night with Pendleton Whisky! Stop by and groove with Whalin and us! Whalin is a high-energy country band bringing classic honky-tonk spirit and rock-and-roll edge to the stage. Formed by Lane Whalin after returning from a six-month tour with Ashley Wineland, the group features a lineup of talented musicians from across ...
Cliff Dorsey (Country Night) – May 28
Colonial Oak Music Park 21 St George Street, St Augustine, FL, United StatesThursday at the Oak means one thing — Country Night with Pendleton Whisky! Stop by and groove with Cliff Dorsey and us! Cliff Dorsey, a country artist from High Springs, Florida, now based in Nashville, brings a deep baritone and heartfelt storytelling that echoes the legends of classic country. His songs capture the spirit of traditional country while sharing his ...