John Tyler Band – January 16
2025-01-16 19:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Country Night with the John Tyler 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!

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One Good Ring – January 17
2025-01-17 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Revive the Grateful Dead with One Good Ring at the Oak on January 17th!

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!

Smokestack – January 18
2025-01-18 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Jam out to blues, New Orleans groove, old school rock, and southern rock covers with Smokestack!

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!

Spafford (ticketed show) – January 19
2025-01-19 18:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Spafford are known for their astonishing improvisational ability and off-the-cuff extended jams, Spafford paints a picture in real-time each night with a musical palette known only to each other. It’s a private language comprised of both their talent as musicians as well as their formidable catalog of influences, spanning 90’s alt-rock radio hits to Steely Dan and The Crystal Method. Each Spafford show is a sonic pilgrimage, the journey of a team of musicians so in tune with each other that a single note communicates intent and purpose. Spafford is amongst the most creative and hard-traveling bands on the contemporary jam scene, performing countless sold-out headline dates along with high profile festival sets at Bonnaroo Music & Arts Festival, Firefly Music Festival, and many others.
Please Print PDF ticket for entry into event or your phone email can work as well. No Refund Event. Rain or Shine Event.

Click here to your tickets online at Eventbrite

Improv Comedy Night – January 22
2025-01-22 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

Tennessee & Wiesniacy – January 23
2025-01-23 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Catch live music by Tennessee and Wiesniacy from 7-10 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!

Whalin – January 24
2025-01-24 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Catch live music by Whalin from 7-10 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!

Dewey Via – January 25
2025-01-25 19:00 - 22:00
Don’t miss the Dewey Via Band at the Oak on January 25th from 7-10 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!

Sports Sunday – January 26
2025-01-26 11:00 - 21:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Join us for sports all Sunday long on our 128″ video wall at the Oak! Football season, it’s NFL football. Baseball Season, it’s MLB. Premier League Soccer matches, Basketball too. We have food and drinks for sale, so all you need is your team spirit!
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Improv Comedy Night – January 29
2025-01-29 19:30 - 21:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States

John Tyler Band – January 30
2025-01-30 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Catch the John Tyler Band from 7-10 PM at the Oak!

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!

Light the Wire – January 31
2025-01-31 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Light the Wire returns to the Oak with Indie Folk Rock on January 31st! 7-10 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!

Dyer Davis – February 1
2025-02-01 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Check out Dyer Davis 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!

Thurston Howell – February 2
2025-02-02 18:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
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!
Use the share tools on this event page to let your friends know where you will be. Please Print a PDF ticket for entry into the event, or your phone or email can also work. No Refund Event. Rain or Shine Event.

Tickets available here!

Improv Comedy Night – February 5
2025-02-05 19:30 - 21:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States

Tennessee & Wiesniacy – February 6
2025-02-06 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! Stop by for Tennessee & Wiesniacy 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!

Rae & the Ragdolls – February 7
2025-02-07 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Rae and the Ragdolls are an eclectic band of rock and rollers who make magic in the studio and on the stage. Writing and performing a blend of styles from folky psychedelia to room rattling rock, Rae and the Ragdolls have something for everyone to boogie down to. Hailing from the metro-Atlanta area, they have been on lineups with greats like Nick Perri and the Underground Thieves, The Velveteers, Starcrawler, Larkin Poe, Tyler Bryant and the Shakedown, Drive-By Truckers, and Mavis Staples. The band consists of wild front woman Rae G. Biv, William Bennett Jr. and Spencer Lingle splitting 6 string duties, Olivia Towe thumpin’ the bass, and Devon Hirsch beating the drums.

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!

Baba Caiman – February 8
2025-02-08 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, started in February 2016 in Jacksonville, FL by a group of friends who share an intense passion for music and fun!

Erika Weitz – Lead Singer
Raul Martinez – Percussionist
Michael Quintero – Drummer
Jose Piña – Bassist
Uller Ibarra Bailey – Guitarist
Mauren Delgado – Saxophonist

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!

Closing Early – February 9
2025-02-09 11:00 - 16:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Closing early today at 4PM

Improv Comedy Night – February 12
2025-02-12 19:30 - 21:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States

John Tyler Band – February 13
2025-02-13 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! Stop by and enjoy the sounds of the John Tyler 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!

John Tyler Band – February 14
2025-02-14 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Stop by the Oak for an evening of free live music by the John Tyler 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!

The Jess Zimmerman Band – February 15
2025-02-15 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Stop by the Oak for an evening of free live music by the Jess Zimmerman 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!

Closed for Private Event – February 16
2025-02-16 11:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Closed for private event!

Improv Comedy Night – February 19
2025-02-19 19:30 - 21:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States

Cam Wheaton Band – February 20
2025-02-20 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! Don’t miss The Cam Wheaton Band from 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!

Benefit Concert for Ayla’s Acres featuring Circus – February 21
2025-02-21 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
The Colonial Oak Music Park invites you to come together in compassion and community for a special Benefit Concert for Ayla’s Acres No-Kill Animal Shelter. Following a devastating fire at the shelter’s sanctuary – our community has the chance to help Ayla’s Acres rebuild and continue their mission of rescuing and caring for animals in need.

See you there for an evening of raffles, silent auction, and live music by classic rock band, Circus.
Friday, February 21st

– 7-10 PM– FREE ADMISSION– Raffles & Silent Auction– Bar profits to benefit Ayla’s– Pet & family friendly event

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Virginia Sweet & Alex Cano – February 22
2025-02-22 19:00 - 22:00
Stop by the Oak for an evening of free live music by Virginia Sweet & Alex Cano

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 New Master Sounds (Ticketed Show) – February 23
2025-02-23 18:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
The New Mastersounds have been delighting audiences with their infectious brand of funky soul-jazz since they formed in Leeds, England in 1999. For the first five years of the band’s career they were regulars at the Jazz Café in London, before they began to turn heads on the funk scene in the US, where guitarist/producer/bandleader Eddie Roberts now lives. For over a decade they have been a staple act of the late-night scene during New Orleans’ annual Jazz Fest. Always happy to hit the studio between tours, this veteran band now boasts a rich recorded catalogue that includes fifteen original studio albums, four live albums, several compilations, and a remix album. Though they have collaborated over the years with such musical luminaries as Maceo Parker, Fred Wesley, Corinne Bailey Rae, Art Neville, Bernard Purdie and Lou Donaldson, they are at their best on stage as a tightly-packed quartet – bass, drums, guitar and keyboards – firing off scorching grooves and feeding on the energy of the dancers in the front row.​​​​
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.

TICKETS HERE

No Comedy Tonight! – February 26
2025-02-26 19:30 - 21:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Improv with First Coast Comedy is canceled tonight! Catch the crew at the Oak next Wednesday!
