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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Featured

St. Augustine Book Festival

Ximenez-Fatio House Museum 20 Aviles Street, St. Augustine

Stop by the courtyard of the Ximenez-Fatio House Museum for their 3rd annual St. Augustine Book Festival.  Free and Open to All! When: Saturday, September 20, 2025 -- 10:00am-4:00pm Discover a wide variety of authors and genres ... including children's books, fiction, Florida history, and more. Enjoy author 'Meet and Greets' * Explore exciting new [...]

Free to Attend

Recurring

2025 Live Wildly Showcase

Francis Field 25 W. Castillo Drive, St. Augustine

Sing Out Loud Festival 2025 Live Wildly Showcase September brings the 9th annual Sing Out Loud Festival to St. Augustine with live music performances at multiple venues.  Featuring performances by local, regional and national acts!  And ... many of the events are Free! One of the paid events is the Live Wildly Showcase ... a [...]

Prices Vary

Featured Recurring

Sing Out Loud Festival 2025

Various Locations in St. Augustine St. Augustine

Sing Out Loud Festival 2025 September in St. Augustine brings the annual Sing Out Loud Festival.  Enjoy live music performances at multiple venues on long weekends in September ... 5-7, 12-14, & 18-21. Featuring performances by local, regional, and national acts!  And ... many of the events are Free! The big event requiring a ticket [...]

Most are Free

Recurring

Car Club Cruise-In

Classic Car Museum of St. Augustine 4730 Dixie Hwy., St Augustine

Come check out the vehicles at the St. Augustine Car Club Cruise-In at the Classic Car Museum of St. Augustine. Open to the public and all local car clubs. Held the 3rd Saturday of the month - January through November (no December).   5:00pm-7:00pm (4:00pm-6:00pm during 'dark' months). Fun, fun, fun!  Music, door prizes and a [...]

Free

Recurring

Performances of Nunsense at Limelight

Limelight Theatre 11 Old Mission Avenue, St. Augustine

Join us for performances of the musical comedy 'Nunsense' at Limelight Theatre -- September 12 through October 5, 2025. About Nunsense Book, Music, and Lyrics by Dan Goggin Directed by David Buchman A hilarious musical comedy about five nuns staging a variety show to raise money after a culinary accident at the convent-equal parts clever [...]

Prices Vary

Recurring

Comedy Carousel

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

Join us at Third Space Improv on Saturdays for Comedy Carousel ... Improv Comedy in Constant Motion. Step right up for the fast, fun, and funny improv show where the laughs never stop spinning. Our all-star cast of spontaneous comedians take your suggestions and transform them into scenes, games, and characters that twist and turn [...]

$15.00 – $20.00