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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66th Annual Cracker Day 2025

St. Johns County Fairgrounds 5840 State Road 207, Elkton, FL

66th Annual Cracker Day 2025 Head to the St. Johns County Fairgrounds on Saturday, October 11, 2025 for the annual Cracker Day!  Market and Activities 9:00am-4:00pm. The Horse Games and Festival are sponsored by the St. Johns County Cattlemens' Association and reflects the county's agricultural history. Watch and learn about the Cracker Cattle and cowboy [...]

$5.00

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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 [...]

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St. Augustine Greek Festival 2025

Holy Trinity Greek Orthodox Church 2940 CR 214, St. Augustine

St. Augustine Greek Festival 2025 Immerse yourself in Greek culture and heritage at the 27th Annual St. Augustine Greek Festival.  Celebrate All Things Greek ... authentic Greek food, pastry, music, dancing and more! When: Saturday, October 11 -- 11:00am to 9:00pm Sunday, October 12   -- 12:00pm to 5:00pm​​​​ Where:  Holy Trinity Greek Orthodox Church Join [...]

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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

UNF Jazz Duo Musical Performance

First Coast Cultural Center 6000B Sawgrass Village Circle, Ponte Vedra Beach

UNF Jazz Duo Musical Performance Join us at the First Coast Cultural Center for an exciting performance by UNF Jazz Department musicians.  They're back by popular demand ... Raymond Clines on Piano and Corbin Schmid on Bass!  They'll delight the audience with a musical combination consisting of an array of jazz standards and improvisation inspired [...]

$25.00 – $35.00

Jon Batiste at The Amp

St. Augustine Amphitheatre 1340C A1A South, St. Augustine

Jon Batiste is at the St. Augustine Amphitheatre for The Big Money Tour – Jon Batiste Plays America on Saturday, October 11, 2025.  Batiste is a five-time Grammy Award-winning and Academy Award-winning singer, songwriter, and composer. 'Beethoven Blues (Batiste Piano Series, Vol. 1)', his eighth studio album - was released in November 2024.  The album marks [...]

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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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EMMA Concert Series 2025-2026

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

EMMA Concert Series 2025-2026 EMMA Concert Series are concerts featuring local and international orchestras, dance and quality musical entertainment. The series begins in October and finishes in April.  The concerts are for everyone with a variety of musical selections for every age range -- regardless of age, gender, or familiarity with the concert hall. The [...]

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Comedy Carousel

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

Join us at Third Space Improv on Saturdays for Comedy Carousel ... Improv Comedy in Constant Motion. Step right up for the fast, fun, and funny improv show where the laughs never stop spinning. Our all-star cast of spontaneous comedians take your suggestions and transform them into scenes, games, and characters that twist and turn [...]

$15.00 – $20.00