Don’t Miss These Exciting St. Augustine Events and Fall Festivals
Planning one last hurrah before we hunker down and await the holidays? Fall in the Ancient City is full of exciting things to do! Whether you’re looking for lively music festivals, thrilling corn mazes, charming pumpkin patches, or educational cultural festivals, you’ll find it all right here.
If you’ve never been to St. Augustine, FL, in the off-season, you’re in for a treat. The mild temperatures make outdoor fun that much more enjoyable. And with fewer people, you can enjoy some of the best entertainment in the city without the hassle of crowds. You’ll also benefit from off-season rates when it comes to your vacation rental!
Whether you have a week or just a few days, be sure to take note of all the exciting St. Augustine events and fall festivals coming in the next months and see how many you can incorporate into your stay.
Founders Day in St. Augustine
Celebrate the 459th anniversary of the nation’s oldest city at the Founders Day celebration. Head to the Fountain of Youth Archaeological Park for a day of reenactments, weapons demonstrations, fun activities and more!
Schedule of events:
- 10 AM: Reenactment of when the Spanish fleet first landed in 1565
- 11 AM: Catholic Mass at Mission Nombre de Dios
- 12 PM: Procession from the church to the Fountain of Youth
- 1 PM: Reenactment of the first Thanksgiving meal shared with the Timucuan tribe
- 1 PM – 5 PM: Encampment and weapons demonstrations at Fountain of Youth
When: September 7, 2024
Where: Fountain of Youth Archaeological Park
St. Augustine Songwriters Festival
This fall, the 7th Annual St. Augustine Songwriters Festival returns with some of the biggest names in country music. Each night, four downtown venues will host award-winning writers as they play their songs in the round. Listen as they take turns sharing secrets from the writer’s rooms and reminisce on how some of your favorite radio hits were born.
Featured performers will include Brett James (Jesus Take the Wheel), Liz Rose (multiple Taylor Swift songs), Matt Dragstrem (Sippin’ on Fire), and many more.
Catch the performances at Prohibition Kitchen, Colonial Oak Music Park, Tradewinds Lounge, and St. Augustine Distillery.
When: September 27 -29, 2024
Where: Various locations in downtown St. Augustine
Pumpkin Festival + Handmade Market
Wesley Wells Farm has the only pick-your-own pumpkin patch in St. Augustine. Visit this fall for family-friendly activities like hayrides, a petting zoo, kids zone games, food trucks, and photo ops. You’ll also be able to shop handmade goods from local vendors and even pick your own veggies in addition to your fall décor.
Tickets are seven dollars, and the farm will be open from 9 AM to 5 PM.
When: September 28, 2024
Where: Wesley Wells Farm
Sykes Family Farms Corn Maze
One of the most popular annual events in all of St. Johns County is almost ready! The Sykes Family Farms “Cornfusing” corn maze will open again on October 5th and will operate Friday through Sunday until October 27th.
This is one of the most exciting events in St. Augustine, so don’t miss out on your chance to experience the four levels of a-MAZE-ing fun. In addition to the maze at Sykes Family Farms, they’ll also have hay rides, playgrounds, a cow milking station, duck races, a cow train, farm animals, a barnyard ball zone, and glow-in-the-dark pumpkin blasters! Tickets are on sale now, so don’t wait to grab yours.
When: October 5-27, 2024
Where: Sykes Family Farms
CroctoberFest Brew at the Zoo
Sip your way through the St. Augustine Alligator Farm when you visit the most popular conservation event of the year. Brew at the Zoo features samples from popular craft breweries, as well as food and live music. Enjoy tasty treats as you learn about coastal ecology and all the thrilling animals that make up our unique Florida ecosystem.
The price of entry funds continued research and public education events that help foster an understanding of crocodile behaviors and better species management.
The event will take place from 6 PM to 9 PM Saturday, October 5th, so grab your ticket before they’re sold out!
When: October 5, 2024
Where: St. Augustine Alligator Farm
Florida Bohemian Festival
The largest one-day vendor event in St. Augustine is taking place on October 5th at the Florida Agricultural Museum. Don’t miss Ancient City Entertainment’s Bohemian Festival, featuring art, food, yoga, live performances, and more. This festival is aimed at bringing the community together to celebrate and unify the mind, body, and spirit. Events and goods will center around holistic items, with workshops and activities on recycling, gardening, naturopathy, and self-improvement. Admission is $20, and kids 12 and under get in free.
When: October 5, 2024
Where: Florida Agricultural Museum
Greek Festival
The 26th Annual St. Augustine Greek Festival is one of the top fall festivals in the city. This weekend of celebration highlights all the best parts of Greek culture. Enjoy music from DJ Taki Entertainment, as well as dance troupes who will even be offering traditional folk dance lessons!
In addition to the live entertainment, you’ll indulge your tastebuds in a variety of classic Greek dishes from spanakopita to baklava. Shop handmade and baked goods at the Agora (market) and find a perfect commemorative gift to take home. You’ll find everything from embroidered linens to hand-painted ceramics.
This event is the perfect opportunity to bring the family out and learn about a vibrant culture here in St. Augustine, so don’t miss out!
When: October 12-13, 2024
Where: Holy Trinity Greek Orthodox Church
St. Benedict Blues Festival
Dig into delicious gumbo and BBQ while you listen to fantastic blues music at the St. Benedict Blues Festival. Musicians from Northeast Florida and beyond will grace the stages at St. Benedict the Moor Catholic Church during their biggest fundraiser of the year.
Home-cooked food will be available each day with a brunch on Sunday. Admission is only seven dollars, so bring the family and enjoy this unique St. Augustine event.
When: October 18-20, 2024
Where: Linconville Neighborhood in St. Augustine
Ancient City Kids Day
One of the best family events in St. Augustine is back and better than ever. Ancient City Kids Day is a free event featuring more than 40 youth organizations. Enjoy games, crafts, bounce houses, giveaways, contests, and live entertainment all day.
When: October 26, 2024
Where: Francis Field
Trick-or-Treating on St. George Street
In town for Halloween? Be sure to take the kids to St. George Street for a night of trick-or-treating in the historic district. Participating locations will be marked with balloons or signs, and all costumed children are invited to stop by for Halloween fun.
A photographer will be on-site to capture pictures of your family, so be sure to dress to impress! This free activity is sure to be a highlight of your fall vacation to St. Augustine.
When: October 27, 2024
Where: Historic District along St. George Street
Book Your Fall Getaway Directly with Coastal Realty
As you can see, this time of year is full of things to do. And these are just the top ten most popular St. Augustine events and fall festivals. For even more options, you can view entire events lists that will show you everything happening in town during your specific travel dates. But before you can plan your activities or buy your event tickets, you need to secure your vacation rental!
At Coastal Realty, we have the perfect St. Augustine beach house rentals for you. Whether you want an oceanfront property or you’re bringing Fido and need a pet-friendly rental, you’ll find it all when you browse our available vacation rentals. Remember to book your stay directly with Coastal Realty for the best rate, and discover why we’re the 2024 Official Community Choice Award-winning team in St. Augustine.
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