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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Ancient City Con 2025

World Golf Village Renaissance St. Augustine Resort 500 South Legacy Trail, St. Augustine

Ancient City Con 2025 Ancient City Con 2025 returns to the World Golf Village Renaissance St. Augustine Resort.  You won't want to miss Northeast Florida's longest running, multi-day, pop-culture convention experience. When: September 12-14, 2025 Featuring ..... * Guests -- Screen and Voice Talent * Cosplayers * Table-Top Gaming and Nerd Cafe Arcade * Panels [...]

Prices Vary

Featured Recurring

Gamble Rogers Folk Festival Showcase Weekend

The Waterworks 184 San Marco Avenue, St.Augustine

Gamble Rogers Folk Festival Sing Out Loud Showcase Weekend Be sure to join us for the Gamble Rogers Folk Festival Sing Out Loud Showcase Weekend!   At The Waterworks ... September 12-14, 2025. Showcase Schedule Friday, September 12 -- 7:00pm -- Headliner Concert (Ticketed Event -- $25.00) Gamble Rogers Folk Festival and The St. Johns Cultural [...]

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

Lee Brice at The Amp

St. Augustine Amphitheatre 1340C A1A South, St. Augustine

Lee Brice is bringing his What You Know About That Tour to the St. Augustine Amphitheatre on Saturday, September 13, 2025 ... with special guests Ashley Cooke & Lewis Brice. When Brice isn't selling out arenas, writing and recording songs, or building new brands like Dulce Vida Tequila and Loud Lemon, you'll find the family [...]

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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

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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

Spill the Tea: Fresh-Brewed Comedy

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

Head to Third Space Improv for Spill the Tea: Fresh-Brewed Comedy ... true confessions with fresh-brewed comedy. Come for the drama, stay for the laughs. A special guest joins us to share real-life stories, juicy secrets, or wild memories ... nothing is off the table. Then, our cast of improvisers takes those truths and spins [...]

$15.00 – $20.00