Winter Wonder Jams - December 22
2025-12-22 15:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
This 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, you can count on live music under the Oak.
Come grab a drink, enjoy the lights, and celebrate the season with us!

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!

Winter Wonder Jams - December 23
2025-12-23 15:00 - 22:00
This 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, you can count on live music under the Oak.
Come grab a drink, enjoy the lights, and celebrate the season with us!

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!

Click here for Instagram!
Click here for Facebook!

Sam Pacetti - December 24
2025-12-24 17:00 - 20:00
Enjoy music by Sam Pacetti on December 24 from 5-8 PM

Winter Wonder Jams - December 26
2025-12-26 15:00 - 22:00

Winter Wonder Jams - December 27
2025-12-27 15:00 - 22:00

Winter Wonder Jams - December 28
2025-12-28 15:00 - 22:00

Winter Wonder Jams - December 29
2025-12-29 15:00 - 22:00

Winter Wonder Jams - December 30
2025-12-30 15:00 - 22:00

2026 NYE Countdown with the Dewey Via Band!
2025-12-31 14:00 - 23:30
We’re ringing in the New Year with Sam Pacetti 2-5 PM followed by the Dewey Via Band at 7PM!

Baba Caiman - January 3
2026-01-03 19:00 - 22:00
Join us at the Oak with Latin Fusion Band, Baba Caiman!

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!

Dalton Campbell - January 4
2026-01-04 15:00 - 18:00
Join us at the Oak with Dalton Campbell from 3-6 PM

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!

Click here for Instagram!
Click here for Facebook!

Supervillains - January 7
2026-01-07 18:00 - 22:00
The 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 a loyal fanbase and are a standout act in the South Florida music scene.

Get tickets and more info here!

Country Night w/ Ashley Wineland! - January 8
2026-01-08 19:00 - 22:00
Join us at the Oak with National Touring Country Singer & Songwriter, Ashley Wineland!

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!

One Good Ring - January 9
2026-01-09 19:00 - 22:00
Join us at the Oak with One Good Ring!

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!

Tru Phonic - January 10
2026-01-10 19:00 - 22:00
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!

Closed for Private Event - January 11
2026-01-11 08:00 - 17:00
Closed for Private Event!

Want to host your special event at the Oak? Click here for more information!

Country Night w/ the Tennessee Ensemble - January 15
2026-01-15 19:00 - 22:00
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and enjoy live music with us and The Tennessee 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!

Closed for Private Event - January 16
2026-01-16 08:00 - 22:00

Dewey Via Band - January 17
2026-01-17 19:00 - 22:00
Join us at the Oak with the Dewey Via Band!

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!

Broken Hearts - Tom Petty & The Heartbreakers Tribute (TICKETED) - January 18
2026-01-18 18:00 - 22:00
THE BROKEN HEARTS – A TOM PETTY & THE HEARTBREAKERS TRIBUTE live in ST AUGUSTINE

LINK TO TICKETS & MORE INFO

Ballyhoo & Aurorawave (Ticketed Show) - January 22
2026-01-22 18:00 - 22:00
Ballyhoo!
Through 25 years and eight independent albums, the last four on their own Right Coast Records, Ballyhoo! have earned the exclamation point which marks their name. Starting in the basement of their mom’s Aberdeen, MD, home, rocking out on guitar and drums respectively, practicing every day, brothers Howi and Donald Spangler formed the proto-punk band in the mold of Green Day and Nirvana, with an eye towards the emerging ska genre led by Goldfinger, Sublime, 311 and No Doubt. The group’s eighth and most recent studio album, the breezy, ska-fueled, hook-filled Message to the World, on their own Right Coast Records, finds the self-declared “beach-rockers,” having grown up in public, accepting the responsibilities of adulthood while still hanging on to their dreams of world domination.With its newest members now veterans – keyboardist Vandrey has been in the band since 2000, while bassist Lucera joined in 2014 – Ballyhoo! is ready for what the future brings. Stylistically, their music ranges from the hard-edged punk of 2018’s Detonate, which captured the feelings of anger and depression from dealing with personal loss and the exhaustion generated by over a decade on the road, to the island reggae beats of the follow-up, Message to the World. “Whatever you want to achieve, just focus on that and work towards it,” explains Howi about the Ballyhoo! ethos. “Don’t worry about followers, views or even money. Just keep making good stuff. One day it may be possible to finally quit that day job and live your dream full time.” Ballyhoo! is still doing just that, purveying good vibes, positivity and fun live shows meant to take you away from real life for just a little bit.
AURORAWAVE emerges from the creative depths of former Iya Terra frontman Nathan Feinstein, and is the sonic culmination of his musical evolution. With unwavering authenticity, the band manifests as the genuine sound of Feinstein’s artistry, a fusion of his diverse musical encounters. aurorawave invites listeners into a world where diverse influences converge, creating a sound that is uniquely and unmistakably it’s own. Masterfully harnessing the raw power of heavier genres and intertwining it seamlessly with the smooth cadence of reggae, aurorawave is a dynamic and genre-blurring force that encapsulates the band’s unique musical vision. Brace yourselves for a wave of creativity as aurorawave prepares to flood the music scene with a series of releases and embark on extensive tours in 2024, inviting audiences to immerse themselves in the true essence of aurorawave.

Link to tickets and more info!

Circus - January 23
2026-01-23 19:00 - 22:00
Join us at the Oak with the 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!

The Keystone Breakers - January 24
2026-01-24 19:00 - 22:00
Join us at the Oak with The Keystone Breakers!

The Keystone Breakers are a band based out of Southeastern PA heavily influenced by 70’s Country, Cosmic Country, Southern Blues, and American Roots Music. Since 2014, they have been performing their own brand of original music and putting their own touch on the classics, while continuing to deliver their audience with a unique, yet familiar experience with their relatable story telling songs, tasteful country guitar licks, and three part harmonies. The Keystone Breakers’ mission is to push the boundaries while respecting and honoring the tradition of true country music of the past.
With the latest album release, Ridge Roads, the band has gained the attention of country music fans throughout the Northeast. They also gained the attention of the popular magazine, Honky Tonk Times, and were featured in an article in Issue 21.

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!

Thurston Howell - January 25
2026-01-25 18:00 - 22:00
Ahoy mates! Prepare to set sail on a groovy voyage with Charlotte’s own Thurston Howell, Your Premiere Yacht Rock Spectacular!
Picture this: a musical escapade that whisks you away on a nostalgic odyssey through the smooth sounds of the 70s and 80s, sprinkled with a dash of modern zest. The bridge crew of Captain J.P. “Silky” Lents on keys, alongside the dynamic duo of First Mate Cameron Love on guitar and Activities Director Leona Love on percussion, will have you feeling the wind in your hair with their soaring vocals! And the engine room rhythm section of Professor Newland Archer on bass, Phineas Wigglesworth IX on drums, and Dr. Artemis Thatch on Sax, will have you dancing the night away on the deck! Thurston Howell crafts a symphony of classic hits all night long, from Toto and Michael McDonald, all the way to Hall and Oates and Steely Dan!
These seasoned musicians are not just performers; they are magicians, weaving soaring melodies, lush harmonies, and irresistibly tight grooves into every note. Imagine yourself swaying to the rhythm, captivated by the enchanting tunes, as Thurston Howell transforms any event into a lively spectacle. From concert halls and festival stages, to private soirées and corporate shindigs, they make it their mission to get your feet tapping and voices harmonizing to the most beloved soft rock anthems.
So, rally your crew, head to the edge of the dock, and climb aboard with the crew of the Thurston Howell! Because You Can’t Fake SMOOTH!

Get your tickets & more info here!

Country Night w/ Muhly - January 29
2026-01-29 19:00 - 22:00
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and enjoy live music with us and Muhly!

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!

The Tennessee Ensemble - January 30
2026-01-30 19:00 - 22:00
Join us at the Oak with the Tennessee Ensemble!

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!

Ajeva - January 31
2026-01-31 19:00 - 22:00
Join us at the Oak with Ajeva!
Ajeva is a funk rock band from St Petersburg FL known for their electrifying mix of funk, rock, and improv, Ajeva brings high-energy performances that blend powerful grooves with feel-good vibes. This band’s soulful, funky sound and tight musicianship have made them a favorite across the Southeast, delivering performances that are as uplifting as they are musically diverse.

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!

Red Not Chili Peppers (Ticketed Show) - February 4
2026-02-04 18:00 - 22:00
RED NOT CHILI PEPPERS pay tribute to the ultimate funk rock quartet: a band who has developed one of the largest die-hard followings in the world by transcending four decades of chart-topping success. Combining nostalgic hits, full throttle energy, and virtuosic performances, the Red Nots channel the
raging party that has given the Chili Peppers international acclaim and regal rock and roll status. Having performed at many of the country’s most prestigious concert halls as well as every major tribute festival, the Red Nots’ undying devotion to the classic California sound has filled venues and rocked audience’s socks off all over the US and abroad. With a huge song catalog that spans every era of the Chili’s prolific career at their command, every Red Nots show provides a unique live music experience. Formed in 2009, the Red NOT Chili Peppers quickly rose to become the nation’s most active Chili Pepper tribute as well as spanning the globe through Dubai, Brazil, Mexico, and Japan. With world-class musicians on the roster, the Red Nots have stopped at nothing to develop the most accurate re-creation of the distinctive alternative funk rock sound pioneered by the Red Hot Chili Peppers.
Use the share tools on this event page to let your friends know where you will be. Please Print PDF ticket for entry into event or your phone email can work as well. No Refund Event. Rain or Shine Event. No outside chairs.

Country Night w/ the Josh Tennessee Worthy Ensemble - February 12
2026-02-12 19:00 - 22:00
Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and enjoy live music with us and 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!

Muhly - February 13
2026-02-13 19:00 - 22:00
Join us at the Oak with Muhly!

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!
