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 »

Bootleggers Ball 2 Fundraiser

Art 'n Motion 283 San Marco Ave, St. Augustine, FL, United States

Join the Matanzas Bay Buccaneers when they host their annual fundraising event ... The Bootleggers Ball 2.  Come dressed in the 1920's style ... the event has a speakeasy vibe. It's sure to be a "Roaring" good time for some great causes! Featuring .... Silent Auction * Music * Dancing * Cash Bar * Appetizers [...]

$65.00

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

Game On! St. Augustine Triathlon

Vilano Beach Oceanfront Park 2725 Anahma Drive, St. Augstine, FL, United States

Game On! St. Augustine Triathlon is back by popular demand!  The event includes an Olympic & Sprint Triathlon, Duathlon and Aquabike. When: Sunday, July 27, 2025 Where: Vilano Beach Oceanfront Park Swim * Bike * Run! The swim takes place in the Atlantic Ocean; a scenic bike course takes you North on A1A through the [...]

Prices Vary

Historic Weapons Demonstrations

Castillo de San Marcos 1 South Castillo Dr, St. Augustine, FL, United States

Be sure to check out the Historic Weapons Demonstrations at the Castillo de San Marcos National Monument … every week on Saturday and Sunday! Join park staff and volunteers (usually dressed in period garb). Hear history come alive with the boom of cannon or musket fire! Demonstrations are usually on the Castillo’s gundeck and last [...]

Park Entry Fee

What We See In The Shadows Exhibit

St. Augustine Art Association 22 Marine Street, St. Augustine, FL, United States

What We See In The Shadows Exhibit Be sure to stop in the St. Augustine Art Association to view this new exhibit. It is entirely in the dark ... with the exception of flashlights and wayfinders! We’re used to seeing artwork well-lit and beautifully displayed on the wall. So, what happens when you’re forced to [...]

Free Admission

Performances of Hairspray at Limelight

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

Join us for performanes of Hairspray at the Limelight Theatre - July 18 through August 10, 2025. About Hairspray Lyrics by Scott Wittman and Marc Shaiman Book by Mark O"Donnell and Thomas Meehan Directed by Jonny O'Leary Big hair and big hope! It’s 1962 in Baltimore and quirky, plus-sized, teenage Tracy Turnblad has one dream: [...]

Prices Vary

Gamble Jam Session

Gamble Rogers Memorial State Recreation Area 3100 S Oceanshore Blvd, Flagler Beach, FL, United States

Musicians of all skill levels are welcome to the Gamble Jam Session "Jam Out" at Gamble Rogers Memorial State Recreation Area. Musicians gather to play in remembrance of James Gamble Rogers IV.  He was a renowned folk singer, entertainer and storyteller and the park was renamed after him. Bring a chair and instrument and join [...]

Park Entry Fee

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
Go to Top