See all St. Augustine, Florida has to offer. Visit the Nation’s Oldest City.

St. Augustine, the nation’s oldest city, also holds the distinction of being one of the nation’s most charming. Whether you’re a longtime resident or visiting the area for the first time, we’ve gathered all the resources you need to find where to stay, what to do and other community information about our unique little village.

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Music at Colonial Oak Music Park

Colonial Oak Music Park 33 St George St., St. Augustine, FL, United States

While you're in downtown St. Augustine, stop in and listen to the Music at Colonial Oak Music Park.  You'll hear anything from country to blues to funk to folk to rock 'n roll. Free Admission for most events.  Family-friendly. 7:00pm-10:00pm  -- Thursday, Friday, and Saturday nights - with Thursday being Country Night 6:00pm-10:00pm  -- Sunday [...]

Free Admission
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Unscripted Community Comedy Night

Third Space Improv 200 Malaga Street, #7, St. Augustine, FL, United States

Be a part of Unscripted Community Comedy Night, a celebration of creativity and connection in our community!  This is more than just a show—it's a shared experience where you inspire the stories, laughter, and unexpected moments that unfold on stage. Why This Show is Special: *Community-Focused Fun: Our performers weave your suggestions into unique scenes, [...]

$12.00 – $17.00
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Ladybug Race Event

Camachee Cove Yacht Harbor Marina 3076 Harbor Drive, St. Augustine, FL, United States

2nd Annual Ladybug Race Event The 2nd Annual Ladybug Race Event - hosted by St. Augustine Sailing - is May 3 & 4, 2025. Celebrating the local sailing community and shining a light on equitable access for all ... it includes more sailing, more learning, and more fun. The keynote speaker (ZOOM event) is Tracy [...]

Prices Vary
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Romanza Festivale 2025

Downtown St. Augustine St. Augustine, FL, United States

Romanza Festivale of Music and The Arts 2025  It's time once again for the annual Romanza Festivale of Music and The Arts -- May 2-18, 2025!  Featuring dozens of concerts, shows, exhibits and much more at several locations throughout St. Augustine.  And ... best of all ... most events are Free! The Festivale showcases productions [...]

Most are Free

Craft Brewers’ Festival 2025

Fountain of Youth Archaeological Park 11 Magnolia Avenue, St. Augustine, FL, United States

St. Augustine Craft Brewers’ Festival 2025  Rain or shine, the 6th Annual St. Augustine Craft Brewers' Festival is Saturday, May 3, 2025 from 1:00pm-5:00pm ... at the Fountain of Youth Archaeological Park. Enjoy unlimited samples from 25+ local and regional breweries. (Local breweries to be announced).  Also on hand will be local food trucks, live [...]

Prices Vary
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Music at Colonial Oak Music Park

Colonial Oak Music Park 33 St George St., St. Augustine, FL, United States

While you're in downtown St. Augustine, stop in and listen to the Music at Colonial Oak Music Park.  You'll hear anything from country to blues to funk to folk to rock 'n roll. Free Admission for most events.  Family-friendly. 7:00pm-10:00pm  -- Thursday, Friday, and Saturday nights - with Thursday being Country Night 6:00pm-10:00pm  -- Sunday [...]

Free Admission

Dinner and A Movie

Solomon Calhoun Community Center 1300 Duval Street, St. Augustine, FL, United States

Dinner and A Movie - Moana 2 Join SJC Parks & Rec for this family night out!  Presented in partnership with the Northeast Florida Community Action Agency. Included is a catered dinner, music, and a showing of Moana 2. When: Saturday, May 3, 2025 -- 7:30pm-10:30pm Where: Solomon Calhoun Center Gymnasium Seating is limited.  So, [...]

Free
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Ladybug Race Event

Camachee Cove Yacht Harbor Marina 3076 Harbor Drive, St. Augustine, FL, United States

2nd Annual Ladybug Race Event The 2nd Annual Ladybug Race Event - hosted by St. Augustine Sailing - is May 3 & 4, 2025. Celebrating the local sailing community and shining a light on equitable access for all ... it includes more sailing, more learning, and more fun. The keynote speaker (ZOOM event) is Tracy [...]

Prices Vary
Recurring

Romanza Festivale 2025

Downtown St. Augustine St. Augustine, FL, United States

Romanza Festivale of Music and The Arts 2025  It's time once again for the annual Romanza Festivale of Music and The Arts -- May 2-18, 2025!  Featuring dozens of concerts, shows, exhibits and much more at several locations throughout St. Augustine.  And ... best of all ... most events are Free! The Festivale showcases productions [...]

Most are Free
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