Circus – August 7
2026-08-07 19:00 - 22:00 (America/New_York) | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Bringing classic rock energy to the stage, Circus is ready to turn up the volume at the Colonial Oak Music Park. From timeless rock favorites to high-energy performances, this is a show you won’t want to miss. Join us at the Oak and rock the night away!

FREE show
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!

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Cam Wheaton – August 8
2026-08-08 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Check out Cam Wheaton at the Oak!

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!

Whalin (Country Night) – August 20
2026-08-20 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Whalin is a high-energy country and rock band made up of some of the most talented musicians in North Florida. Blending classic honky-tonk style with a modern edge, they bring a lively mix of country favorites and rock-inspired sounds to every performance.
Formed by Lane Whalin after a six-month tour with Ashley Wineland, the group was created as a way to showcase a handpicked selection of country classics and modern hits. While country music is at the core of their sound, they often bring in a touch of rock n’ roll to keep things fresh.

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!

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Tru Phonic – August 21
2026-08-21 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Tru Phonic is a Florida band from the Space Coast delivering a one-of-a-kind live music experience. Led by guitarist and songwriter Jake Salter, the group blends elements of jam, funk, blues, rock, soul, jazz, and hip-hop into a sound all their own. Their shows feature tight horn arrangements, rich vocal harmonies, and skillful instrumentation that keep audiences engaged from start to finish. Join us at the Colonial Oak Music Park to catch Tru Phonic live and immerse yourself in their dynamic, genre-crossing grooves.

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!

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Versvtile – August 22
2026-08-22 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
VERSVTILE brings high-energy performances and crowd-favorite hits from the ’80s, ’90s, and 2000s to the stage. Known for powerful vocals, dynamic guitar work, and a driving rhythm section, the band delivers a mix of classic rock, country favorites, and modern hits that keep audiences singing along all night.

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!

Bad Dog MaMa – August 28
2026-08-28 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Bad Dog Mama is a St. Augustine–based duo known for their rich vocal harmonies, rhythmic energy, and creative approach to live performance. Featuring guitar, bass, and alternating lead vocals, Chelsea Saddler and Lauren Gilliam bring a unique blend of original music and reimagined favorites to the stage. Their setlist spans decades and styles, pulling inspiration from iconic artists while keeping each performance fresh and engaging.

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!
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Baba Caiman – August 29
2026-08-29 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Baba Caiman is a Latin fusion band that blends a wide range of rhythms into a vibrant, high-energy sound. Their style draws inspiration from salsa, rock, merengue, cumbia, bachata, funk, vallenato, reggaeton, and pop, resulting in a dynamic mix that keeps audiences moving.

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!

Josh Tennessee Worthy Ensemble (Country Night) – September 3
2026-09-03 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Join us for Country Night at Colonial Oak Music Park for an evening of great tunes and laid-back vibes.Enjoy live music from Josh Tennessee Worthy Ensemble, bringing a powerful country sound to the stage.Grab your friends and settle in for a night of good music, good energy, and a great atmosphere under the oaks.

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!

Sing Out Loud Local Showcase: September 4 – 6
2026-09-04 18:00 - 2026-09-06 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
The Local Artist Showcases are a cornerstone of the Sing Out Loud Festival experience, offering music fans an opportunity to explore Northeast Florida’s diverse and vibrant music scene. From indie rock and bluegrass to hip hop, country, spoken word and comedy, the lineup reflects the richness of talent found throughout the region.
Friday, September 4
6:00 PM – 7:00 PM: Paul’s Ribs
7:30 PM – 8:30 PM: Light Ages
9:00 PM – 10:00 PM: Hannah Stokes Band
Saturday, September 5
6:00 PM – 7:00 PM: Allison Cento
7:30 PM – 8:30 PM: 1Blackfrend
9:00 PM – 10:00 PM: Lauren Woodall & Her Band
Sunday, September 6: A Musical Pecha Kucha
6:00 PM – 7:00 PM: Alyse Doty (solo)
7:15 PM – 8:15 PM: Patrick Hagerman (solo)
8:30 PM – 9:15 PM: Kirk Whalen (solo)
*Artists, dates, and times are subject to change.
Click Here For Updates!

Muhly (Country Night) – September 10
2026-09-10 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Join us for Country Night at Colonial Oak Music Park for an evening of great tunes and laid-back vibes.Enjoy live music from Muhly, bringing an electric country sound to the stage.Grab your friends and settle in for a night of good music, good energy, and a great atmosphere under the Oak.

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!

Sing Out Loud Local Showcase: September 11 – 13
2026-09-11 18:00 - 2026-09-13 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
The Local Artist Showcases are a cornerstone of the Sing Out Loud Festival experience, offering music fans an opportunity to explore Northeast Florida’s diverse and vibrant music scene. From indie rock and bluegrass to hip hop, country, spoken word and comedy, the lineup reflects the richness of talent found throughout the region.
Friday, September 11
6:00 PM – 7:00 PM: Emily Mikus
7:30 PM – 8:30 PM: Hallie Pecnik
9:00 PM – 10:00 PM: Gage Cowart
Saturday, September 12
6:00 PM – 7:00 PM: SayLess
7:30 PM – 8:30 PM: The Fellas
9:00 PM – 10:00 PM: Ramona + The Riot
Sunday, September 13
3:30 PM – 4:30 PM: Angel Chantel & Underbrush
5:00 PM – 6:00 PM: Bob Patterson
6:30 PM – 7:30 PM: The Palmetto Pickers Band
8:00 PM – 9:00 PM: Gypsy Strings Revival
*Artists, dates, and times are subject to change.
Click Here For Updates!

Kelly Daniels (Country Night) – September 17
2026-09-17 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Join us for Country Night at Colonial Oak Music Park for an evening of great tunes and laid-back vibes.Enjoy live music from Kelly Daniels, bringing a powerful country sound to the stage.Grab your friends and settle in for a night of good music, good energy, and a great atmosphere under the oaks.

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!

Sing Out Loud Local Showcase: September 18 – 20
2026-09-18 18:00 - 2026-09-20 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
The Local Artist Showcases are a cornerstone of the Sing Out Loud Festival experience, offering music fans an opportunity to explore Northeast Florida’s diverse and vibrant music scene. From indie rock and bluegrass to hip hop, country, spoken word and comedy, the lineup reflects the richness of talent found throughout the region.
Friday, September 18
4:30PM – 5:30PM: Claire Vandiver
7:30PM – 8:30PM: Thomas Allain
9:00PM – 10:00PM: Alyse Dione
Saturday, September 19
6:00PM – 7:00PM: Freddie Caicos & The Sunburns
7:30PM – 8:30PM: Jordan Burchel
9:00PM – 10:00PM: Annie Dukes
Sunday, September 20
5:00PM – 6:00PM: Lane Drix
6:30PM – 7:30PM: Sparks in the Garden
8:00PM – 9:00PM: Andria Shinn & The Loyal Souls
*Artists, dates, and times are subject to change.
Click Here For Updates!

The Expendables (Ticketed) – October 1
2026-10-01 18:00 - 22:00
Hailing from Santa Cruz, The Expendables have built a loyal following with their signature blend of reggae, surf rock, punk, and ska. Known for their laid-back California sound mixed with high-energy live performances, the band has become a staple of the reggae rock scene for more than two decades. With fan favorite songs like Bowl for Two and Down Down Down, The Expendables bring feel-good vibes, powerful musicianship, and an unforgettable live experience wherever they play.

Click Here For Tickets!

Highway to Hell’s Bells – October 2
2026-10-02 19:00 - 22:00
Come join us at the Oak on Friday, October 2nd for Highway to Hell’s Bells, Florida’s premier AC/DC tribute! ⚡🤘
Get ready for a night of hard-rocking AC/DC classics, high-energy performances, and plenty of headbanging under the Oak. The music kicks off at 7 pm with special guests Man of Fire. Grab your friends and get ready to rock at Colonial Oak Music Park!

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!
