Ramona + The Riot – December 26
2024-12-26 19:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
A coming together of hip-hop, rhythm and blues, funk, pop, rock, and soul. Don’t miss this perfectly outrageous performance by Ramona + The Riot!

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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Bret Blackshear & The Jess Zimmerman Band – December 27
2024-12-27 14:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Don’t miss Bret Blackshear followed by the Jess Zimmerman Band!
Bret Blackshear: 2-5 PM
The Jess Zimmerman Band: 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!
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Kyra Livingston & Cumberland Band – December 28
2024-12-28 14:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Rock out with Kyra Livingston & The Cumberland Band!
Kyra Livingston: 2-5 PM
Cumberland: 7-10 PM

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 – December 29
2024-12-29 18:00 - 21:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Rock out with Whalin at your favorite outdoor live music venue in historic St. Augustine!

FREE show
6-9 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!

Sam Pacetti and Bad Dog Mama – December 30
2024-12-30 14:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
See you at the Oak for live music all afternoon & evening!
2-5 PM with Sam Pacetti
7-10 PM with Bad Dog Mama

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!
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Dalton & Campbell // NYE Countdown with Dewey Via Band – December 31
2024-12-31 14:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
The Oak is the place to be on New Year’s Eve! Check out a free show by Dalton & Campbell from 2-5 PM then ring in the new year with the Dewey Via Band starting at 8 PM!

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Tennessee & Wiesniacy – January 1
2025-01-01 14:00 - 21:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Catch live music by Tennessee and Wiesniacy from 2~5 PM and again from 6~9 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!

Cade & The Palmetto Kickers – January 2
2025-01-02 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! Check out Cade & The Palmetto Kickers!

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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TBA! – January 3
2025-01-03 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Artist TBA!

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!

Improv Comedy Night – January 8
2025-01-08 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

Cumberland – January 9
2025-01-09 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 Cumberland 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!

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Vern Daysel & The Burning Breeze – January 10
2025-01-10 19:00 - 22:00
Southern Rock under the Oak with Vern Daysel and The Burning Breeze!

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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Caravel Concert Series w/ The John Tyler Duo – January 11
2025-01-11 19:00 - 22:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Rock out with us on the Colonial Quarter’s Maritime Stage from 7-10 PM with the John Tyler Duo!
Don’t miss this epic show brought to you in partnership with the St. Augustine Distillery.
Free Admission
Family Friendly
Multiple bars on site featuring St. Augustine Distillery spirits.
See you there!

Enter at the Bayfront – 14 S Castillo Dr
OR

Directly on St. George Street next to The Bull and Crown Pub! 53 St. George Street.

Sports Sunday – January 12
2025-01-12 11:00 - 21:00
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 15
2025-01-15 19:30 - 21:00 | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States

John Tyler Band – January 16
2025-01-16 19:00 - 22:00 | 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!

Click here for Instagram!
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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!
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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

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

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
