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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Live Music at Funkadelic Food Shack

Funkadelic Food Shack 4225 A1A S., Ste A, St. Augustine

Join us for Live Music at Funkadelic Food Shack every Friday ... 5:30pm-8:30pm!  Grab a bite to eat while you're here.

First Coast Opera Fanfare! Event

St. Anastasia Catholic Church 5205 A1A S, St. Augustine

First Coast Opera Fanfare! Event Join us for this one-night-only event highlighting the season's upcoming operas.  Hosted by General & Artistic Director Curtis Tucker. When: Friday, October 10, 2025 -- Doors open @ 6:00pm | Dinner @ 6:30pm Where: Celebration Hall at St. Anastasia Catholic Church Featuring a multi-course catered dinner by Chef Norberto Jaramillo [...]

$50.00 – $150.00
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Crop Maze 2025

Sykes Family Farms 5995 Brough Rd, Elkton

Sykes Family Farm Crop Maze 2025 Come check out the Sykes Family Farm Crop Maze 2025 --  providing folks of all ages with a FARMtastic family tradition.  "A-mazing"!  Fun for the entire family! When:  Friday, Saturday, and Sunday, October 4 - November 2, 2025 There is a 9-acre maze full of “cornfusing” twists and turns [...]

Prices Vary

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Music at Colonial Oak Music Park

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

Music at Colonial Oak Music Park 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 [...]

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A Classic Theatre Presents Home, I’m Darling

The Waterworks 184 San Marco Avenue, St.Augustine

Mark your calendars! A Classic Theatre presents the first production of their 2025-2026 Season ... Home, I'm Darling. When: Friday, October 3         --  7:30pm Saturday, October 4    --  4:00pm Sunday, October 5       --  2:00pm Friday, October 10       --  7:30pm Saturday, October 11   --  4:00pm Sunday, October 12  [...]

$15.00 – $25.00

Leslie Jones at PV Concert Hall

Ponte Vedra Concert Hall 1050 A1A North, Ponte Vedra Beach

Leslie Jones is performing at the Ponte Vedra Concert Hall on Friday, October 10, 2025. She's a three-time Primetime Emmy Award nominee as well as a Writer’s Guild Award and NAACP Award nominee for her work on Saturday Night Live. And, she has also been honored as one of Time Magazine’s 100 Most Influential People. [...]

Prices Vary
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Stand Up Community Comedy Night

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

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