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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Howl-O-Ween Pet Costume Contest

SJC Parks & Rec Facebook

Howl-O-Ween Pet Costume Contest Now through October 26, 2025, be sure to submit photos of your pets in their Halloween best via the comment section of the Facebook post linked below!  Your pictures can be with or without other family members, but your pet must be in costume! Photos will be posted for viewing on Monday, [...]

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Halfway to SweetWater Music Fest 2025

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

Halfway to SweetWater Music Fest 2025 Be sure to mark your calendars for the Halfway to SweetWater Music Fest 2025!  Jam bands, funk, rock, psychedelic acts, art, fire dancers, burlesque, and more. When: Friday, October 17        --  Gates Open 4:20pm | Music Til 11:00pm Saturday, October 18   --  Gates Open 12:30pm | [...]

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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.

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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 [...]

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Drag Queen-a-Palooza Halloween Edition

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

Drag Queen-a-Palooza Halloween Edition Celebrate the rainbow community and the Halloween season with Karrissa T. Wade and her Queens!  Dare to be dazzled by the most fabulous extravaganza in St. Augustine.  Drag Queen-a-Palooza is a whirlwind of shimmering sequins, jaw-dropping performances, and unapologetic attitude. Get ready to sashay into a realm where every strut is a [...]

$25.00 – $30.00