Calendar of Events
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Improv Comedy Night – September 27
Improv Comedy Night – September 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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Cumberland – September 28
Cumberland – September 28
Country Night at The Colonial Oak Music Park with Cumberland! 7-10 PM Free Admission Family & Pet friendly!
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Songwriters Festival – September 29
Songwriters Festival – September 29
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 ...
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Songwriters Festival – September 30
Songwriters Festival – September 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! Saturday, September 30 2:00 PM – 3:00 PM Jolie – Mick Fury ...
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Songwriters Festival – October 1
Songwriters Festival – October 1
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 ...
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Improv Comedy Night – October 4
Improv Comedy Night – October 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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Rio Grande Band – October 5
Rio Grande Band – October 5
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!
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Baba Caiman – October 6
Baba Caiman – October 6
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!
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Dewey Via Band – October 7
Dewey Via Band – October 7
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!
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Sports Sunday – October 8
Sports Sunday – October 8
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 – October 11
Improv Comedy Night – October 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 ...
1 event,
1 event,
Dogtoberfest feat. Dyer Davis Band – October 13
Dogtoberfest feat. Dyer Davis Band – October 13
Sierra Nevada Brewing Co. is bringing Dogtoberfest to the Oak! On this special evening, all profits from Oak bars will go towards supporting Ayla’s Acres No-Kill Animal Rescue. – Friday, October 13 from 7-10 PM – Free show by Dyer Davis Group – Dress your pups up for the the chance to win best dog costume! – 50/50 raffles – ...
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Caravel Concert Series feat. Whalin – October 14
Caravel Concert Series feat. Whalin – October 14
Whalin is ready to rock the Colonial Quarter’s new stage on Saturday, October 14! 7-10 PM 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!
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Sports Sunday! – October 15
Sports Sunday! – October 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!
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Improv Comedy Night – October 18
Improv Comedy Night – October 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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Whalin – October 19
Whalin – October 19
Country Night at the Oak featuring Whalin! 7-10 PM FREE Admission Family friendly!
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Earth Tonez – October 20
Earth Tonez – October 20
Head to the Colonial Oak Music Park for a show by Earth Tonez! 7-10 PM 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!
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Ramona & The Riot! – October 21
Ramona & The Riot! – October 21
Head to the Colonial Oak Music Park for Ramona & The Riot! 7-10 PM 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!
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Sports Sunday – October 22
Sports Sunday – October 22
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! #gallery-1 { margin: auto; } #gallery-1 .gallery-item { float: left; margin-top: 10px; text-align: center; width: ...
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Improv Comedy Night – October 25
Improv Comedy Night – October 25
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 ...
1 event,
Playin’ Possum – October 26
Playin’ Possum – October 26
Head to the Colonial Oak Music Park for Country Night featuring Playin’ Possum! 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!
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Spooktacular at The Colonial Quarter
For 3 nights the Grounds of the Colonial Quarter will transform into a Family-Friendly Halloween experience. Come see a Pirate ship complete with a full crew of skeleton pirates, a mermaid grotto w/live mermaids, the Rustier Cutlass Pirate Band, and a creepy cemetery with some historic St Augustine stories. October 27, 28, & 29 Open each night from 6:30 ...
Circus – October 27
Circus – October 27
Head to the Colonial Oak Music Park for a free performance by Circus! 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!
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Blue Moon – October 28
Blue Moon – October 28
Head to the Colonial Oak Music Park for Blue Moon 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!
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Sports Sunday! – October 29
Sports Sunday! – October 29
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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Fundraiser for the SJCSO Re-Entry Program – November 2
Fundraiser for the SJCSO Re-Entry Program – November 2
Come support the St. Johns County Sheriff’s Office Re-Entry Program at the Oak! This event will feature a live auction, 50/50 raffles, games, and a concert by Justin Lee Partin Band. FREE ENTRY! November 2, 2023 7-10 PM Event Sponsored by the Downtown Business Coalition The SJCSO Re-Entry Program helps to send the homeless that are on our streets back ...
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Smokestack – November 3
Smokestack – November 3
Head to the Colonial Oak Music Park for Smokestack! 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! 7-10 PM
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Caravel Concert Series with Whalin! – November 4
Caravel Concert Series with Whalin! – November 4
Whalin is ready to rock the Colonial Quarter’s new stage on November 4 from 7-10 PM 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!
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