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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Feel the Wheels 2025

Mall 2121 2121 US-1, St. Augustine

Feel the Wheels 2025 Join the Junior Service League (JSL) of St. Augustine for Feel the Wheels ... a unique hands-on experience for kids, adults, and volunteers alike!  Different service men and women, professionals from all different types of fields, and volunteers showcase their vehicles, allowing kids to jump on board for a first-hand experience. [...]

$5.00
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Hasting Fall Festival + Harvest Trail Tour

Main Street in Hastings Main Street, Hastings

Hasting Fall Festival + Harvest Trail Tour 2025 Gather your friends, family, and neighbors and head to the Hastings Main Street Fall Festival 2025!  And ... new for 2025 - there's a Harvest Trail Tour as well.  Celebrate the Fall Season with music, community, and fun! When:  Friday and Saturday, October 24 & 25, 2025 [...]

St. Augustine Mystic Faire

Center for Spiritual Living 1795 Old Moultrie Rd, St. Augstine

Join us for the St. Augustine Mystic Faire ... a celebration of all things mystical. When:  Saturday, October 25, 2025 -- 10:00am-4:30pm Where:  The Center for Spiritual Living * Learn about astrology and soul alignment. * Commune with loved ones on the other side. * Receive healings and/or psychic readings. * Shop for art, jewelry, [...]

$10.00
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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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Ancient City Kids Day 2025

Francis Field 25 W. Castillo Drive, St. Augustine

Ancient City Kids Day 2025 Be sure to mark your calendars for the 29th annual Ancient City Kids Day!  This FREE, fun-filled day is one of St. Augustine's largest youth activities and a popular event for the Entire Family! When:  Saturday, October 25, 2025 -- 11:00am-3:00pm Where:  Francis Field Over 40 Youth Service Organizations Booths [...]

Free to Attend

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Trick or Treat & Harvest Festival

Ximenez-Fatio House Museum 20 Aviles Street, St. Augustine

Mark your calendars for Trick or Treat & Harvest Festival at the Ximenez-Fatio House Museum. Free and Family-friendly! When: Saturday, October 25, 2025 -- 1:00pm-4:00pm This special community event is for locals and visitors alike! * Wear your spooky or not-so-spooky costume. * Play games ... win prizes! * Collect lots of candy!

Free to Attend

An Evening of Jazz

The Waterworks 184 San Marco Avenue, St.Augustine

For the Love of Jazz - An Evening of Jazz "For the Love of Jazz - An Evening of Jazz" is a special event in support of St Augustine Arts & Culture.  You'll enjoy the incredible talent of the "Jump ‘N Jax ‘N Jill Swing Band" as well as the "The Teal Cabana Band’ featuring [...]

$30.00
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St. Benedict the Moor Blues Fest 2025

St. Benedict the Moor Catholic Church 86 Martin Luther King Jr. Avenue, St. Augustine

St. Benedict the Moor Blues Fest 2025 October brings us the annual St. Benedict the Moor Blues Fest 2025!  Nestled in the heart of the historic district of Lincolnville. If you enjoy the blues and good food, then St Benedict the Moor Blues Festival is for you!  This popular, annual event features Rockin' Blues music, [...]

$7.00

Hastings Community Trunk-or-Treat Event

Al Wilke Park & Community Center 6150 South Main Street, Hastings

Hastings Community Trunk-or-Treat & Movie in the Park Bring your family to Al Wilke Park for a safe, spooky time with your friends and neighbors!  There will be decorated trunks, candy, games, and activities for the entire family! When: Saturday, October 25, 2025 -- 5:00pm-9:00pm Trunk-or-treating starts at 5:00pm.  Be sure to stick around for our [...]

Free

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GTM EstuScary

GTM Research Reserve South Beach Access Lot 2200 S Ponte Vedra Blvd. (A1A), Ponte Vedra Beach

GTM EstuScary Get ready for Guana Tolomato Matanzas National Estuarine Research Reserve's (GTM Research Reserve) ESTUSCARY!  Held in the Guana South Beach Acess Parking Lot. Schedule Friday & Saturday, October 24 & 25, 2025 | 7:00pm-9:30pm -- Haunted Trail Recommended for older children. This spine-chilling adventure is filled with scares, surprises, and fun. Dress in [...]

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Tedeschi Trucks Band at The Amp

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

Grammy Award-winning, Tedeschi Trucks Band - Live In 25 Tour will be at The St. Augustine Amphitheatre on Friday and Saturday, October 24 & 25, 2025. This rock and soul powerhouse holds the well-deserved reputation as one of the best live acts touring today.  TTB is known for its' world-class musicianship and contemporary blend of [...]

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Performances of Our Town at Limelight

Limelight Theatre 11 Old Mission Avenue, St. Augustine

Performances of Thornton Wilders' Our Town are at Limelight Theatre October 24 - November 9, 2025. About Our Town by Thornton Wilder directed by Ryan Mahannah The timeless masterpiece chat explores life, love, and loss in small-town America. A deeply human story that resonates with every audience. Performance Times: Thursday – Saturday @ 7:30pm | [...]

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Bryan Martin at PV Concert Hall

Ponte Vedra Concert Hall 1050 A1A North, Ponte Vedra Beach

Bryan Martin is performing at the Ponte Vedra Concert Hall on Saturday, October 25, 2025. Raised in a small town in Louisiana, Bryan began singing as a child in church. He fell in love with country music as early as four years old, when he memorized the words to Billy Ray Cyrus’ "Achy Breaky Heart". [...]

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Improv Spooktacular

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

Improv Spooktacular Join us at Third Space Improv ... Four Nights of Frights and Delights!  Get ready for a spine-tingling night of comedy like you’ve never seen before!  Where comedy and creepy collide!  Our ghoulishly talented performers are ready to conjure up scary scenes and stories out of thin air ... all based on YOUR spooky [...]

$15.00 – $20.00