• Thurston Howell – January 25

    Colonial Oak Music Park 21 St George Street, St Augustine, FL, 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 […]

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  • Country Night w/ Muhly – January 29

    Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

    Thursday means one thing at the Oak — Country Night with Pendleton Whisky! Stop by and enjoy live music with us and Muhly! 7-10 PM FREE Fun for all ages Friendly pups welcome Multiple bars stocked with craft beers, St. […]

    FREE
  • The Tennessee Ensemble – January 30

    Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

    Join us at the Oak with the Tennessee Ensemble! 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 […]

    FREE
  • Ajeva – January 31

    Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

    Join us at the Oak with Ajeva! Ajeva is a funk rock band from St Petersburg FL known for their electrifying mix of funk, rock, and improv, Ajeva brings high-energy performances that blend powerful grooves with feel-good vibes. This band’s […]

    FREE
  • Red Not Chili Peppers (Ticketed Show) – February 4

    Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

    RED NOT CHILI PEPPERS pay tribute to the ultimate funk rock quartet: a band who has developed one of the largest die-hard followings in the world by transcending four decades of chart-topping success. Combining nostalgic hits, full throttle energy, and […]

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  • Spafford (Ticketed Show) – February 18

    Colonial Oak Music Park 21 St George Street, St Augustine, FL, 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 […]

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  • Lakeview – February 25

    Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

    Tattooed, rural, and blue-collar country duo Lakeview (Jesse Denaro and Luke Healy) are among Nashville’s hottest newcomers. Garnering 130M+ streams and amassing a loyal following of 550K+ across social media, these “weekend warriors-turned-Music Row favorites” (The Tennessean) have managed to […]

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  • Jammy Buffett (Ticketed Show) – March 8

    Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

    Jimmy Buffett often spoke of “traveling the songlines,” a phrase borrowed from the Aboriginal tradition of mapping the land through music and story—paths that connect people, places, and moments across time. Jammy Buffet picks up that journey, where Buffett’s coastal […]

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  • Grateful Dub (Ticketed Show) – March 11

    Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

    GRATEFUL DUB: a Reggae-infused tribute to the GRATEFUL DEAD - RoC (Roots of Creation) has taken on a unique new project: Grateful Dub: a Reggae-infused tribute to the Jerry Garcia & The Grateful Dead. Combining their longtime love for Reggae-Dub style […]

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  • Lanco (Ticketed Show) – March 26

    Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

    Formed nearly a decade ago, LANCO has cemented itself as one of country music’s most dynamic acts. Their debut album, Hallelujah Nights, landed at No. 1 on the Billboard Top Country Albums chart and featured the 2X Platinum hit “Greatest […]

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  • Given to Fly (Ticketed Show) – April 19

    Given to Fly – The Pearl Jam Experience was voted #1 tribute band in the Capital Region of New York and has been promoted on social media by Pearl Jam themselves! Given to Fly is a standout tribute that recreates […]

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  • Zoso – April 26

    Colonial Oak Music Park 21 St George Street, St Augustine, FL, United States

    Celebrating their 30th anniversary in 2025, Zoso has become one of the most iconic and respected Led Zeppelin tribute experiences in the world, having played over 4,800 shows across the globe. Known for their unparalleled dedication to faithfully recreating the […]

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