Calendar of Events
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Improv Comedy Night – November 27
Improv Comedy Night – November 27
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 ...
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Closed! Happy Thanksgiving!
We are closed for Thanksgiving! See you back for more FREE live music tomorrow!
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King Steel – November 29
King Steel – November 29
Join us at the Oak with King Steel 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!
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Cam Wheaton – November 30
Cam Wheaton – November 30
Join us at the Oak with Cam Wheaton! 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!
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Comedy Night – December 4
Comedy Night – December 4
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 ...
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Country Night w/ Playin’ Possum – December 5
Country Night w/ Playin’ Possum – December 5
Thursday means one thing at the Oak — Country Night! Come see us with Playin’ Possum! 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!
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John Tyler & Wiesniacy – December 6
John Tyler & Wiesniacy – December 6
Catch John Tyler & Wiesniacy 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!
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Big Engine Band – December 7
Big Engine Band – December 7
Get ready for old-school style rock with Big Engine 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! ABOUT THE BAND — Hailing from Jacksonville, FL, a city with a storied musical history; Big Engine roars through biker ...
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HR of Bad Brains (TICKETED) – December 8
HR of Bad Brains (TICKETED) – December 8
H.R. of BAD BRAINS w/ a live reggae band and THE RAGING NATHANS in ST AUGUSTINE All Ages 6-10 PM H.R. Paul D. Hudson, known professionally as H.R. (Human Rights), is an American musician who leads the hardcore punk band Bad Brains, and is an instrumental figure in the development of the genre. His vocal delivery has been described as ...
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Comedy Night – December 11
Comedy Night – December 11
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 ...
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Country Night w/ Cliff Dorsey – December 12
Country Night w/ Cliff Dorsey – December 12
Thursday means one thing at the Oak — Country Night! Come see us with Cliff Dorsey 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!
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Smokestack – December 13
Smokestack – December 13
Rock out with Smokestack and their blues, southern rock and groove-oriented styles! 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!
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Baba Caiman – December 14
Baba Caiman – December 14
Latin Fusion band, Baba Caiman returns to the Oak on December 14th! 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!
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Sports Sunday – December 15
Sports Sunday – December 15
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! Click here for Instagram! Click here for Facebook!
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Comedy Night – December 18
Comedy Night – December 18
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 ...
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Country Night w/ Cam Wheaton – December 19
Country Night w/ Cam Wheaton – December 19
Thursday means one thing at the Oak — Country Night! Come see us with Cam Wheaton! 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!
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Dyer Davis Band – December 20
Dyer Davis Band – December 20
Rock out with us and The Dyer Davis 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!
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Bret Blackshear & The Dewey Via Band – December 21
Bret Blackshear & The Dewey Via Band – December 21
Bret Blackshear 2-5 PM Dewey Via Band 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!
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The Life Atlantic – December 22
The Life Atlantic – December 22
You’re invited to a rare public appearance by The Life Atlantic! AND ADMISSION IS FREE! The Life Atlantic is a fresh voice on the event/party scene, a collection of Florida’s finest performance talent featuring Disney studio vocalists, Universal and Busch Gardens stage performers, and Grammy-nominated musicians. See YOU at the Oak on Sunday, December 22 from 6-9 PM FREE show ...
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Sam Pacetti and Tennessee & Wiesniacy – December 23
Sam Pacetti and Tennessee & Wiesniacy – December 23
Stop by the Oak for tunes from 2-9 PM! 2-5 PM: Sam Pacetti 6-9 PM: Tennessee & Wiesniacy FREE show 2-9 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!
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Sam Pacetti – December 24
Sam Pacetti – December 24
Catch Sam Pacetti at the Oak from 5-8 PM! FREE show 5-8 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!
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Closed Christmas Day – December 25
Closed on Christmas Day! We’ll be back TOMORROW with Ramona & the Riot!
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Ramona + The Riot – December 26
Ramona + The Riot – December 26
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! Click here for Instagram! Click here ...
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Bret Blackshear & The Jess Zimmerman Band – December 27
Bret Blackshear & The Jess Zimmerman Band – December 27
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! Click here for Facebook!
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Kyra Livingston & Cumberland Band – December 28
Kyra Livingston & Cumberland Band – December 28
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!
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Whalin – December 29
Whalin – December 29
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!
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Sam Pacetti and Bad Dog Mama – December 30
Sam Pacetti and Bad Dog Mama – December 30
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! Click here for Facebook!
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Dalton & Campbell // NYE Countdown with Dewey Via Band – December 31
Dalton & Campbell // NYE Countdown with Dewey Via Band – December 31
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! #gallery-1 { margin: auto; } #gallery-1 .gallery-item { float: left; margin-top: 10px; text-align: center; width: 33%; } #gallery-1 img { border: ...
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Tennessee & Wiesniacy – January 1
Tennessee & Wiesniacy – January 1
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!
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Cade & The Palmetto Kickers – January 2
Cade & The Palmetto Kickers – January 2
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! Click here for Facebook!
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TBA! – January 3
TBA! – January 3
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!
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