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.

Open Businesses, Restaurants, & More – Learn More »

Entertainment

Events Search and Views Navigation

Event Views Navigation

Today

  • Ancient City Con 2025
    Recurring

    Ancient City Con 2025

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

    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
  • Sing Out Loud Festival
    Featured Recurring

    Sing Out Loud Festival 2025

    Various Locations in St. Augustine St. Augustine, FL, United States

    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
  • Gamble Rogers Folk Festival Sing Out Loud Showcase Weekend
    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
  • Sierra Ferrell at The Amp

    Sierra Ferrell at The Amp

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

    One of the brightest young luminaries in roots music today, Sierra Ferrell will be at the St. Augustine Amphitheatre on Friday, September 12, 2025. Ferrell brings a dose of beautifully strange magic to everything she touches. Since the release of her 2024 album 'Trail Of Flowers', the West Virginia-born singer/songwriter/multi-instrumentalist took home the Artist of [...]

    Prices Vary
  • Performances of Nunsense at Limelight
    Recurring

    Performances of Nunsense at Limelight

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

    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
  • Stand Up Community Comedy Night
    Recurring

    Stand Up Community Comedy Night

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

    Get ready to laugh until it hurts with Third Space Improv's Stand Up Community Comedy Night.  It's an Ancient City experience you don't want to miss!  Jax comedian, Sean Steele, hosts this "ha ha" extravaganza. When:  Second Friday of the Month --  8:00pm-10:00pm Where:  Third Space Improv What to expect: *Comedians from all over the [...]

    $20.00 – $25.00
  • Ancient City Con 2025
    Recurring

    Ancient City Con 2025

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

    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
  • Gamble Rogers Folk Festival Sing Out Loud Showcase Weekend
    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
  • Sing Out Loud Festival
    Featured Recurring

    Sing Out Loud Festival 2025

    Various Locations in St. Augustine St. Augustine, FL, United States

    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

    Lee Brice at The Amp

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

    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 [...]

    Prices Vary