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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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!   Comprised of over 40 headline and partner events featuring music, dance, visual arts, theatre, spoken word, and more at several locations throughout St. Augustine.  And ... best of [...]

Most are Free
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Improv Comedy Night at the Oak

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

Join First Coast Comedy veteran professionals for Improv Comedy Night!   They have no plan and willingly dive headfirst into almost any challenge the audience throws at them.  This often results in unforgettably hilarious moments. Where: Outdoors at The Colonial Oak Music Park When:  Wednesdays from 7:30pm-9:00pm Bring the entire family...the show is for everyone. [...]

Pay What You Will
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!   Comprised of over 40 headline and partner events featuring music, dance, visual arts, theatre, spoken word, and more at several locations throughout St. Augustine.  And ... best of [...]

Most are Free

Michael Franti & Spearhead at The Amp

St. Augustine Amphitheatre 1340C A1A South, St. Augustine, FL, United States

Michael Franti & Spearhead bring their Welcome To The Family Tour to the St. Augustine Amphitheatre on Thursday, May 15, 2025 ... with special guest Niko Moon.  The Welcome To The Family Tour is a large summer tour across the US that celebrates connection, unity, and community. A globally recognized musician, activist, and award-winning filmmaker [...]

Prices Vary
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Level 1 Improv: Improv Basics for Grown-ups

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

Bring more joy, fun, and laughter into your life by learning how to get out of your head and into the moment during the Level 1 Improv: Improv Basics for Grown-ups classes.   All while making new friends, too! Throughout this 6-week class, students will explore the basic concepts of improvisational theater in a warm, safe [...]

$225.00
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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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Fly by Night at Limelight Theatre

Limelight Theatre 11 Old Mission Avenue, St. Augustine, FL, United States

Performances of the musical Fly by Night are at Limelight Theatre May 8-25, 2025. About the Musical Conceived by Kim Rosenstock | Written by Will Connolly, Michael Mitnick, and Kim Rosenstock Directed by Sherri Provence "The most underrated musical of the last 25 years" - Onstage A star-crossed prophecy in a metaphysical musical. A lot [...]

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!   Comprised of over 40 headline and partner events featuring music, dance, visual arts, theatre, spoken word, and more at several locations throughout St. Augustine.  And ... best of [...]

Most are Free

Dylan Scott at The Amp

St. Augustine Amphitheatre 1340C A1A South, St. Augustine, FL, United States

Dylan Scott brings his Country Til I Die Tour to the St. Augustine Amphitheatre on Saturday, May 17, 2025; special guests Dasha and Graham Barham. Scott is a triple threat.  He's a powerful vocalist with a deep, unmistakable drawl; an old-soul songwriter with a young spirit; and a family man with a tender heart.  The [...]

Prices Vary
Recurring

Fly by Night at Limelight Theatre

Limelight Theatre 11 Old Mission Avenue, St. Augustine, FL, United States

Performances of the musical Fly by Night are at Limelight Theatre May 8-25, 2025. About the Musical Conceived by Kim Rosenstock | Written by Will Connolly, Michael Mitnick, and Kim Rosenstock Directed by Sherri Provence "The most underrated musical of the last 25 years" - Onstage A star-crossed prophecy in a metaphysical musical. A lot [...]

Prices Vary
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