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 »

Recurring

A Classic Theatre Presents Miracle on 34th Street

The Waterworks 184 San Marco Avenue, St.Augustine

A Classic Theatre Presents Miracle on 34th Street ... A Live Radio Play You'll definitely want to mark your calendars so you won't miss a performance of this Holiday classic told in the style of a live 1940’s era radio broadcast.  The magic has been recreated ... complete with live sound effects and holiday jingles!  [...]

$15.00 – $25.00
Recurring

Performances of Annie at Limelight

Limelight Theatre 11 Old Mission Avenue, St. Augustine

Performances of the beloved musical Annie are at Limelight Theatre December 5-21, 2025. About Annie Book by Thomas Meehan Music by Charles Strouse Lyrics by Martin Charnin Original Broadway Production by Martin Charnin Directed by Jonny O'Leary The musical is about Annie - an optimistic orphan who captures hearts (and maybe even saves a billionaire). [...]

Prices Vary
Featured Recurring

St. Augustine Winter Spectacular 2025

Lewis Auditorium at Flagler College 14 Granada Street, St. Augustine

St. Augustine Winter Spectacular 2025 You're sure to get in the Holiday spirit at the St. Augustine Winter Spectacular at Lewis Auditorium!  This popular family-friendly, entertaining holiday production follows a young girl’s journey home for the holidays. Expect high-kick dancers reminiscent of the iconic Radio City Rockettes, mixed with Holiday music, ballerinas, acrobats, actors, and [...]

Prices Vary

Featured

Women’s Chorale Winter Concert

Trinity Parish Church 215 St. George Street, St. Augustine

Join us for the North Florida Women's Chorale Winter Concert ... Angels of Light.  The Chorale will fill the air with harmonious melodies that capture the essence of the season. The performance is a beautiful celebration of music and community spirit. Kerry Fradley - Director, Kathleen Vande Berg - Collaborative Accompanist When:  Sunday, December 14, [...]

Free - Donations Appreciated

Recurring

Music at Colonial Oak Music Park

Colonial Oak Music Park 33 St George St., St. Augustine

While you're in downtown St. Augustine in December, 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 — with the exception of ticketed events. Family-friendly. 7:00pm-10:00pm — Thursday, Friday, and Saturday nights [...]

Most are Free