Oakfest! July 3 – 6
2025-07-03 19:00 - 2025-07-06 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Join us under the Oak for our Annual OakFest Celebration where we will celebrate the 9 year anniversary of the Colonial Oak Music Park.
This concert series is free to the public and begins on Thursday, July 3!
Thursday, July 3 Kick-off!

Cam Wheaton 7 PM

Friday, July 4

Josh Tennessee Worthy Ensemble 2 PM
Marshal Horn 7 PM

Saturday, July 5

Tru Phonic 2 PM
Versvtile 7-10 PM

Sunday, July 5

Shawn Ryan & Friends 2 PM

Improv Comedy Night – July 9
2025-07-09 19:30 - 21:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, 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 and never mean!

Pay-What-You-Will.

All seating is General Admission.

No ticket is better than any other. Just pay what you think the experience is worth

Country Night with the JT Band – July 10
2025-07-10 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and jam with 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 Instagram!
Click here for Facebook!

Dyer Davis – July 11
2025-07-11 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Join us at the Oak with Dyer Davis!

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!

Gilberto 77 – July 12
2025-07-12 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Join us at the Oak Gilberto 77!

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!

No Music – July 13
2025-07-13 08:00 - 17:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
No Music Today

Improv Comedy Night – July 16
2025-07-16 19:30 - 21:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States

Country Night w/ Los Swamp Monsters – July 17
2025-07-17 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and jam with Los Swamp Monsters!

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 Facebook!

Circus – July 18
2025-07-18 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Join us at the Oak with Circus!

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!

Rae & the Rag dolls – July 19
2025-07-19 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Join us at the Oak with Rae & the Rag Dolls

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!

No Music – July 20
2025-07-20 08:00 - 17:00

Improv Comedy Night – July 23
2025-07-23 19:30 - 21:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States

Country Night w/ Vern Daysel & The Burning Breeze – July 24
2025-07-24 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and jam with Vern Daysel and the Burning Breeze!

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 Facebook!

Bad Dog Mama – July 25
2025-07-25 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Join us at the Oak with Bad Dog Mama

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!

Adam & the Testifiers – July 26
2025-07-26 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Join us at the Oak with Adam and the Testifiers

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!

Given to Fly – The Pearl Jam Experience
2025-07-27 18:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Given to Fly – The Pearl Jam Experience is coming to the Colonial Oak Music Park on Sunday July 27th!
Voted #1 tribute band in the Capital Region of New York and has been promoted on social media by Pearl Jam themselves! Given to Fly is a standout tribute that recreates the raw-power drive, explosive vibe, and soulful sound of Pearl Jam with passion and sincerity. Lead singer Bob Donahue’s voice is strikingly like Eddie Vedder’s with its rich tone, occasional growl, and storytelling quality, and the band nails the grungy Pearl Jam sound. From covering Pearl Jam’s iconic 90’s hits to their newer material, Given to Fly ignites stages and thrills audiences with its talent and authenticity.
Bob Donahue – Lead Vocals
Will Michael – Bass
Chris Anastasio – Lead Guitar and Vocals
Rui Pinto – Drums and Vocals
Felipe Henao – Rhythm Guitar and Vocals

Link to tickets and more details here!

Improv Comedy Night – July 30
2025-07-30 19:30 - 21:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States

Country Night w/ Whalin – July 31
2025-07-31 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and enjoy live music with Whalin 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 Instagram!
Click here for Facebook!

Todd Horn ACDC – August 1
2025-08-01 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Join us at the Oak with Todd Horn!

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!

Versvtile – August 2
2025-08-02 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Join us at the Oak with VERSVTILE!

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!

No Music – August 3
2025-08-03 08:00 - 17:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States

Improv Comedy Night – August 6
2025-08-06 19:30 - 21:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States

Country Night w/ Josh Tennessee Worthy Ensemble – August 7
2025-08-07 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and enjoy with music by the Josh Tennessee Worthy Ensemble.

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 Facebook!

Tru Phonic – August 8
2025-08-08 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Join us at the Oak with Tru phonic!

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 Funk – August 9
2025-08-09 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Join us at the Oak with Whalin Funk!

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!

Will Moseley – August 10
2025-08-10 18:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
A proud small town Southern Country boy who spends a lot of time outdoors, Will Moseley doesn’t stay on his cell phone a whole lot – and when the handful of Instagram and TikTok videos he had posted caught the attention of American Idol producers looking for talent on social media, the Hazlehurst GA singer/songwriter’s first response was, “These folks don’t have anything for me, I’m not the right fit.” Agreeing to listen to the encouragement of his ever-supportive buddies who kept telling him to give it a shot, he committed to the audition process, starting with five rounds of Zoom calls, then singing for (and blowing away) the judges in person. A few months after Lionel Richie (who said his “voice is amazing”), Katy Perry and Luke Bryan exclaimed, “Welcome to Hollywood” and gave him the coveted Golden Ticket at his live audition in Bryan’s hometown of Leesburg, GA, Will was the last man standing. To his great surprise, his growing legion of fans across the country voted him through round after round, week after week, until his triumphant finish as Season 22 runner up to Abi Carter. In the months since Idol, Will has released multiple singles which have given fans a taste of his versatility and artistic vision, blending nostalgia with a down to earth Southern vibe and charm. One of the biggest changes in Will’s life as a performer post-Idol is playing ticketed gigs at venues with up to 2500 seats. In addition to a show with fellow small-town Georgian and country rapper Kid-G, he co-headlined a Southern-Midwestern tour in the fall of 2024 with fellow American Idol Season 21 contestant Colin Stough. Having also toured with three-time Grammy winning superstar Zac Brown Band, the singer joined them for a special New Year’s Eve show at State Farm Arena in Atlanta – his first ever arena show. He has also played shows with country stars Clint Black, Marshall Tucker and recently performed with Riley Green and Ella Langley at Gata Jam 2025 in Statesboro Georgia. Beyond his inspiring Idol success story, perhaps the most amazing aspect of Will’s burgeoning career is the fact that while his mom gave him his first guitar for Christmas when he was 16, he didn’t start playing it till 19 – and didn’t start getting serious about playing and songwriting until the pandemic lockdown during his time at Georgia Southern, which he transferred to from Maryville College where he played Division III football. Following three serious concussions, when he wasn’t studying, he shifted his focus to music and never looked back.
Tickets & More Info Here!

Improv Comedy Night – August 13
2025-08-13 19:30 - 21:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States

Country Night with the JT Band – August 14
2025-08-14 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and enjoy with music by 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 Instagram!
Click here for Facebook!
