Oyster Bed Outlaws – August 31
2023-08-31 19:00 - 22:00 UTC | Colonial Oak Music Park, 21 St George Street, St Augustine, FL, 32084, United States
Country Night with The Oyster Bed Outlaws at the Oak!
7-10 PM
Free Admission
Family & Pet friendly!

Dyer Davis – September 1
2023-09-01 19:00 - 22:00
Dyer Davis Band plays the Oak on Friday, September 1!
7-10 PM
Free Admission!

Baba Caiman – September 2
2023-09-02 19:00 - 22:00
Latin Fusion Favorite, Baba Caiman returns to the Oak on Saturday September 2! Don’t miss it!
Free Admission
Families Welcome

The Saltones – September 3
2023-09-03 17:00 - 20:00
Check out the Saltones at the Oak on Sunday, September 3
5-8 PM
Free admission
Families welcome

Improv Comedy Night – September 6
2023-09-06 19:30 - 21:00
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

Justin Lee Partin Band – September 7
2023-09-07 19:00 - 22:00
Country Night at the Oak with the Justin Lee Partin Band!
7-10 PM
Free Admission
Family & Pet friendly!

Cat Ridgeway & The Tourists + MORE – September 8
2023-09-08 18:00 - 22:00
September brings the Sing Out Loud Showcase to the Oak! Join us for this annual epic celebration of live music in the Nation’s Oldest City!
Friday, September 8
6:00 PM – Rambler Kane
7:30 PM – Rancho La Chua
9:00 PM – Cat Ridgeway & The Tourists
***All Sing Out Loud performances at the Oak are free and family friendly***

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Cat Ridgeway & The Tourists

Rambler Kane

Rancho La Chua

Sun Drop Social + MORE! – September 9
2023-09-09 17:00 - 22:00
September brings the Sing Out Loud Showcase to the Oak! Join us for this annual epic celebration of live music in the Nation’s Oldest City!
Saturday, September 9
5:00 PM — I-Vibes
6:00 PM — Pili Pili ft. Sailor Jane
7:30 PM — DJ Raggamuffin
9:00 PM — Sun Drop Social
***All Sing Out Loud performances at the Oak are free and family friendly***

I-Vibes Photo courtesy of Kevin McDonald

Chef Jason Smith: The Lord Honey Cookbook Tour – September 10
2023-09-10 12:30 - 14:30
Lord Honey! Are y’all ready for an afternoon to remember? Chef Jason Smith will be presenting a cooking demo from his new cookbook, Lord Honey, Traditional Southern Recipes With a Country Bling Twist. From comedy to cooking, you will be entertained from the start to the end!

Chef Jason will walk you through his cookbook in a Southern Bling Fashion like no other. Mark your calendars and get ready for some good ‘ol, down-to-earth Country Bling fun. We will have the book for sale that afternoon, along with Chef Jason signing and takin’ photos.
See you there!

12:30 PM
FREE EVENT
Books available for purchase!

About Chef Jason Smith:
Known for his dazzling fashion, quick quips in the kitchen, and delicious cooking, Lord Honey Chef Jason Smith brings it right back to his granny’s kitchen in Kentucky in Lord Honey: Traditional Southern Recipes with a Country Bling Twist. He has no culinary or pastry training, nor has he been involved in the professional food world. He is a self-taught cook and baker, learning at his grandmother’s knee from the age of 6, in his beloved home state of Kentucky.
From humble beginnings as a school-cafeteria cooking manager and caterer, the breakout star of the Food Network went on to win Holiday Baking Championship, season 3; Holiday Baking Championship, Kids vs. Adults 2016; and the title of Food Network Star, season 13. He has participated in A&E’s Deliciously Twisted Classics, History Channel’s Fast History Of…, and recently wrapped up shooting Amazon Freevee’s THE GOAT.
Jason has also appeared on the Rachel Ray Show, Pickler & Ben, Home & Family and several other nationally and locally televised programs. Jason has also judged Haunted Ginger Bread Show Down, Holiday Wars, Worst Cooks in America, Worst Bakers in America, Christmas Cookie Challenge with Ree Drummond & Eddie Jackson, and is regularly featured on The Best Thing I Ever Ate. Finally, he is a contributor to Southern Living, Martha Stewart Living, Allrecipes.com, Real Simple, and Kentucky Living Mag, to name just a few.

Through the years, Jason has taken his Granny’s heritage recipes and given them his own twist, to develop a style he likes to refer to as Country Bling. Good ol’ country and southern-rooted food elevated with fresh, vibrant ingredients, changing the minds of millions on how traditional food actually looks and tastes. Jason is truly the full package in entertaining. He has worked as a professional floral designer and event planner, a caterer and a specialty pastry artist—all endeavors that have been self-taught. Jason is an award-winning floral designer and was inducted into the Kentucky Floral Association Hall of Fame in 2016. Having worked as a school cafeteria manager, Jason continues to be active with the School Nutrition Association, making presentations across the United States.

John Dickie & Collapsible B + MORE! – September 10
2023-09-10 15:00 - 21:00
September brings the Sing Out Loud Showcase to the Oak! Join us for this annual epic celebration of live music in the Nation’s Oldest City!
Sunday, September 10
3:00 PM – The Dunehoppers
4:15 PM – The Skinny
5:30 PM – Big Pineapple
6:45 PM — The Naysayer
8:00 PM — John Dickie & Collapsible B
***All Sing Out Loud performances at the Oak are free and family friendly***

Collapsible B

The Dunehoppers

Improv Comedy Night – September 13
2023-09-13 19:30 - 21:00

Country Night with Ashley Wineland – September 14
2023-09-14 19:00 - 22:00
Ashley Wineland returns to the Oak for Country Night on Thursday September 14!
7-10 PM
Free Admission
Family friendly

Seed from a Tree + MORE! – September 15
2023-09-15 18:00 - 22:00
September brings the Sing Out Loud Showcase to the Oak! Join us for this annual epic celebration of live music in the Nation’s Oldest City!
Friday, September 15
6:00 PM – Paul Izak
7:30 PM – The Swell
9:00 PM – Seed From A Tree
***All Sing Out Loud performances at the Oak are free and family friendly***

The Pauses + MORE! – September 16
2023-09-16 19:00 - 22:00
September brings the Sing Out Loud Showcase to the Oak! Join us for this annual epic celebration of live music in the Nation’s Oldest City!
Saturday, September 16
7:00 PM – Ghost Tropic
8:00 PM – Evening Standards
9:00 PM – The Pauses
***All Sing Out Loud performances at the Oak are free and family friendly***

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Ghost Tropic

The Pauses

Grant Peeples + MORE! – September 17
2023-09-17 15:00 - 21:00
September brings the Sing Out Loud Showcase to the Oak! Join us for this annual epic celebration of live music in the Nation’s Oldest City!
Sunday, September 17
3:00 PM – Skin & Bonz
4:15 PM – The Taildraggers
5:30 PM – The Thick & Thin String Band
6:45 PM – Wild Shiners
8:00 PM – Grant Peeples
***All Sing Out Loud performances at the Oak are free and family friendly***
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Grant Peeples

Skin & Bonz

Thick & Thin String Band

Wild Shiners

Improv Comedy Night – September 20
2023-09-20 19:30 - 21:00

The Chris McNeil Band – September 21
2023-09-21 19:00 - 22:00
Country Night with The Chris McNeil Band at the Oak!
7-10 PM
Free Admission
Family & Pet friendly!

Ramona & The Riot + MORE! – September 22
2023-09-22 18:00 - 22:00
September brings the Sing Out Loud Showcase to the Oak! Join us for this annual epic celebration of live music in the Nation’s Oldest City!
Friday, September 22
6:00 PM – Billy Buchanan & His Rock ‘N Soul Revue
7:30 PM – TBA
9:00 PM – Ramona & The Riot
***All Sing Out Loud performances at the Oak are free and family friendly***

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Billy Buchanan

Ramona & the Riot

Amy Robbins + MORE! – September 23
2023-09-23 18:00 - 22:00
September brings the Sing Out Loud Showcase to the Oak! Join us for this annual epic celebration of live music in the Nation’s Oldest City!
Saturday, September 23
6:00 PM – TBA
7:00 PM – TBA
8:00 PM – Amy Robbins Band
9:00 PM – TBA
***All Sing Out Loud performances at the Oak are free and family friendly***

Amy Robbins

Charlie Robertson + MORE! – September 24
2023-09-24 15:00 - 21:00
September brings the Sing Out Loud Showcase to the Oak! Join us for this annual epic celebration of live music in the Nation’s Oldest City!
Sunday, September 24
3:00 PM – Jim Carrick & Charley Simmons
4:15 PM – Lee Hunter & Joey Kerr
5:30 PM – Marianne Lerbs
6:45 PM – John Winters & Mark Richey
8:00 PM – Charlie Robertson
***All Sing Out Loud performances at the Oak are free and family friendly***

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Mark Richey

Marianne Lerbs

Improv Comedy Night – September 27
2023-09-27 19:30 - 21:00

Cumberland – September 28
2023-09-28 19:00 - 22:00
Country Night at The Colonial Oak Music Park with Cumberland!
7-10 PM
Free Admission
Family & Pet friendly!

Songwriters Festival – September 29
2023-09-29 14:00 - 21:30
Coming all the way from Nashville, Tennessee! Meet the songwriters behind today’s top radio hits. Once a year, The St. Augustine Songwriters Festival brings the artists responsible for top hit country songs to local venues including the Oak! Stop by and enjoy this FREE event with us!

Friday, September 29
2:00 PM – 3:20 PM
Aris Smith – Paul Orehovec – Emmet Stevens Jr
3:30 PM – 5:00 PM
Lauren Hungate – Davis Loose – Mel Washington
5:10 PM – 6:40 PM
Russell Sutton – Tofur Brown – David Tolliver
6:50 PM – 7-20 PM
War Hippies
7:30 PM – 9:30 PM
Dave Berg – Brady Seals – Danny Myric

Songwriters Festival – September 30
2023-09-30 14:00 - 23:00
Coming all the way from Nashville, Tennessee! Meet the songwriters behind today’s top radio hits. Once a year, The St. Augustine Songwriters Festival brings the artists responsible for top hit country songs to local venues including the Oak! Stop by and enjoy this FREE event with us!

Saturday, September 30
2:00 PM – 3:00 PM
Jolie – Mick Fury
3:10 PM – 4:40 PM
Jamie Floyd – Jaida Dreyer – Chad Warrix
4:50 PM – 6:20 PM
Jesse Rice – Taylor Austin Dye – Cliff Cody
6:40 PM – 7:40 PM
Rob Williford – McCoy Moore

7:50 PM – 9:10 PM
Ronnie Bowman – Andy Albert – Adam Hood
9:20 PM – 10:50 PM
Bobby Pinson – Matt Dragstrem – Justin Wilson

Songwriters Festival – October 1
2023-10-01 11:00 - 17:00
Coming all the way from Nashville, Tennessee! Meet the songwriters behind today’s top radio hits. Once a year, The St. Augustine Songwriters Festival brings the artists responsible for top hit country songs to local venues including the Oak! Stop by and enjoy this FREE event with us!

Sunday, October 1
11:10 AM – 11:40 PM
Lost Saints

11:40 AM – 1:20 PM
Brian Davis – Murphy Elmore – McCoy Moore – Dave Brainard
1:30 PM – 2:50 PM
Lauren Hungate – Jenny Tolman – Jaida Dreyer
6:50 PM – 7-20 PM
War Hippies
3:00 PM – 4:50 PM
AJ Cross – Chris Blair – Preston James – Mick Fury

Improv Comedy Night – October 4
2023-10-04 19:30 - 21:00

Rio Grande Band – October 5
2023-10-05 19:00 - 22:00
Head to the Colonial Oak Music Park for Country Night featuring Rio Grande!
Enjoy live music, cool drinks from the on-site bars, and even grab dinner from the adjacent St. Augustine Seafood Company!
Fun for the whole family.
Friendly dogs welcome!

Baba Caiman – October 6
2023-10-06 19:00 - 22:00
Head to the Colonial Oak Music Park for a latin fusion performance by Baba Caiman!
Enjoy live music, cool drinks from the on-site bars, and even grab dinner from the adjacent St. Augustine Seafood Company!
Fun for the whole family.
Friendly dogs welcome!

Dewey Via Band – October 7
2023-10-07 19:00 - 22:00
Head to the Colonial Oak Music Park for local favorite, The Dewey Via Band!
Enjoy live music, cool drinks from the on-site bars, and even grab dinner from the adjacent St. Augustine Seafood Company!
Fun for the whole family.
Friendly dogs welcome!

Sports Sunday – October 8
2023-10-08 12:00 - 19:00
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!
