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The BEST Fall Festivals In & Around St. Augustine

Fall is in the air and that means it’s festival season in St. Augustine. Whether you’re looking for good food, music or even a free kid zone these Fall Festivals are sure to have something the entire family can enjoy.

Check our list and tell us your favorites! Did we miss one? Let me know in the comments!St. Augustine

Sing Out Loud Festival
September 810,15-17,22-24: Every event has a different location, so check before you go.
The Sing Out Loud Festival, a St. Augustine Celebration of Music is coming! Spanning three weekends and featuring free performances by over 130 local and national acts, the musical celebration will highlight artists drawn from the national scene as well as local performers from the great St. Augustine area! Performances will be staged in and around downtown St. Augustine, St. Augustine Beach and the St. Augustine Amphitheatre. All events are FREE and open to the public! The Sing Out Loud Festival is presented by Community First Credit Union!


St. Augustine Spanish Wine Festival
September 8-10: Various Locations Downtown St. Augustine

Celebrating Spanish Wine to benefit local charities.With more fun, more wine, better food and a totally new event, the 6th Annual St. Augustine Spanish Wine Festival is set for September! The St. Augustine Spanish Wine Festival celebrates Spanish food and wine from Friday, September 8, to Sunday, September 10, 2017. The Festival offers Spanish food and wine for visitors and locals to enjoy at a variety of events over three days, showcasing the many aspects of Spanish influence on the culinary scene in St. Augustine.


Ponte Vedra Auto Show
September 10: 9:00am-3:00pm

The Auto Show will feature up to 175 classic and new collectors’ cars all vying for the show’s 30+ trophies. New activities will include live music, food trucks, YMCA fun tent and local vendors. The St. Johns County Chamber of Commerce will host the 15th annual Ponte Vedra Auto Show presented by Fields Auto Group at Nocatee Town Center.


Lincolnville Festival
September 16-17
The 38th Annual Lincolnville Festival will take place on Saturday and Sunday, September 16 and 17, 2017, at Eddie Vickers Park. The free festival is a two-day celebration of the history and cultural importance of the Lincolnville community in St. Augustine, with music, dancing, great food and drink, and fun activities for the whole family.


Estuary Fest 
September 23: 10am-2pm
Join us for lots of FREE fun and games and help us celebrate National Estuaries Week and learn about our beautiful oceans, rivers, and estuaries. Family-friendly event with activities, art, music, food, and prizes! Complete the SCAVENGER HUNT and receive a bag of cool goodies (available to the first 50 families to complete the scavenger hunt). Bring some cash for the food trucks, raffles, and special activities.


Florida Heritage Book Festival
September 23
On September 23, 2017, enjoy a FREE celebration of writers and book lovers, a full day of free literary events in the heart of the Ancient City. Meet best selling authors. Hear author’s presentations. Interact with one on one conversations with authors at book signings. Visit author’s marketplace and be creatively inspired. Enjoy and learn from twenty best selling authors. Now entering its 10th successful year, the Florida Heritage Book Festival attracts a high caliber of regional and nationally-known presenters and features a variety of authors in various genres who spotlight the history, culture, and special character of Florida. 

All September 23rd Festival programs are free and open to the public with free trolley transportation to the Festival from the City Parking Garage. All presentations take place at the Ringhaver Center of beautiful and historic Flagler College. 


The Great American Scarecrow Festival 
September 30: 11:00am – 3:00pm
It’s that time year again for art, fun, food, music, pie and scarecrow making. An old fashioned fun-filled day for children of all ages. Bring your old clothes and we’ll provide the hay for your scarecrow creation. There will be apple bobbing, face painting, pumpkin painting, music and food and all for a great cause.  Support your local community and Pie in the Sky. Join in at Simple Gestures.


St. Johns River Bartram Frolic

September 30th-October 1st

Join us as we celebrate our beautiful heritage river and its history with William Bartram who traveled it in the late 1700s. Saturday will feature children’s educational acitivites, vendors, live music, boat tours, art exhibits, and nature excursions by kayak, bike, and foot. On Sunday, enjoy educational lectures from experts on the river and Bartram’s travels in addition to vendors, more outdoor activities and tours, and art.


First Annual Sea Grove Block Party

October 1st :: 12:00pm-4:00pm

This event will be fun for the whole family. Come check out our Sea Grove businesses, their party specials, great vendors, kids’ booth with the Library, Scavenger Hunt, Raffles, live music, and so much more!


SAiRA Food and Wine Festival
October 1st: 12:00pm-4:00pm
The SAiRA Food and Wine Festival is hosted annually by the St. Augustine Independent Restaurant Association to raise funds for the St. Augustine Boys & Girls Club. The annual event takes place this year on October 1, 2017, at St. Augustine’s elegant River House on the historic bayfront. The festival showcases culinary specialties from many of the city’s best independent restaurants and wines from around the world.


Datil Pepper Festival
October 7 and 8

The University of Florida’s St. Johns County IFAS Extension will host the annual Datil Pepper Festival. The two-day event will focus on St. Augustine’s special relationship with the datil pepper, and will feature a Cook-Off with several participating local restaurants. There will be a wide selection of datil pepper products, plants, and decor available for sale during the event. Featuring a variety of activities and delicious datil pepper tastings. Festival located at the St. Johns County Agricultural Center, located at the end of Agricultural Center Drive, accessible by CR 208 from SR 16.


Greek Festival
October 13-15

The St. Augustine Greek Festival celebrates all things Greek – food, dancing, music, and heritage. You can taste from our homemade Greek foods and Greek pastries. Join us in traditional Greek dancing and music. The festival also includes an outdoor marketplace and kids center with carnival rides, games, and other children activities. Join us on the St. Francis Field located on U.S.1 and West Castillo Drive. Admission is $5 (children 14 and under free with paying adult, free for active military and their  immediate family.)   


Children’s Arts Festival
October 15: 10:00am-3:00pm
The Fourth Annual Children’s Art Festival will take place at the St. Augustine Amphitheatre on Sunday, October 15, 2017. This popular free event is presented by The Friends of the St. Augustine Amphitheatre and seeks to encourage children to explore their creativity with interactive projects throughout the day, from 10 a.m. to 3 p.m.


Fall Fest and Chili Cook-Off

October 15 :: 12pm-5pm

EAT: Come Out And Sample Chili Flavors While Teams Compete For The Title Of Best Chili In NE Florida!
PLAY: Our Kid Zone Offers Bounce Houses, Fall Games, Costume Contest And Much More Including A “Big Toy” Zone.
FUN: View Our Jumbotron TV Streaming Live Football And Sample A Variety Of Local Food Trucks.


Ancient City Kids Day
October 28: 11am-3pm
Coordinated by EPIC and brought to the community by a committee of children-serving organizations, Ancient City Kids Day is an annual event that encourages and reminds all of us to spend meaningful time with the children in our lives.

During this free community celebration, parents and kids will enjoy games, arts & crafts, live entertainment, a non-profit resource fair and more! The only cost to patrons is at the food tent where hot dogs and hamburgers are available.


First Coast Arts and Crafts Fall Show
October 28: 9am-3pm
Make plans to join us at our next events on October 28. Our shows are held at the Mark Lance National Guard Armory, 190 San Marco Ave, St Augustine, Florida, from 9 am to 3 pm. There’s no admission charge for shoppers and free parking.

Vendors at the First Coast Arts and Crafts Show showcase handcrafted items from jewelry and home décor to clothing, candles, artwork, and more. Food and drink vendors will also participate in this annual arts and crafts show.


The Annual Great Chowder Debate
November 5

Inaugurated in 1984, the Great Chowder Debate is one of the longest-running chowder championships in the country. Over 30 restaurants from the St. Augustine area come out every November to donate their chowders and their time in hope of winning first place. The Great Chowder Debate features over 5,000 patrons and over 2,000 gallons of chowder, served by some of the Florida’s best restaurants and chefs. Tickets for tastes of chowder will be sold for $1 each. Try all the chowders at the Conch House!


Florida Tiny House Festival
November 17-19
Last year, Florida was ROCKED with hugely successful 60,000+ attendee and 97 tiny home 2016 Florida Tiny House Festival, and since then there has been the popular 2nd Annual Georgia Tiny House Festival and the record-breaking 2017 New Jersey Tiny House Festival. Active/retired military, law enforcement, first-responders (firefighters/EMTs) get in FREE at the gate with valid photo ID.


Fall Arts and Crafts Festival
November 25-26
The St. Augustine Art Association has been hosting the St. Augustine Art & Craft Festival for decades! Located at Francis Field next to the Visitor’s Center in the Uptown Arts District, this premier outdoor art fair is a Thanksgiving tradition that attracts thousands of visitors, discerning art collectors, and savvy holiday shoppers. The event helps support the Art Association programs, while animating the local arts scene and boosting the economy of the nation’s oldest city.

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2 Responses to The BEST Fall Festivals In & Around St. Augustine

  1. Nicole J August 24, 2017 at 8:36 pm #

    Sea Grove Town Center is also having a Fall Festival Oct 8 – City Wellness is heading it up.

    National Night Out is October 3 5-8 at the pier.

    • Brandie
      Brandie September 5, 2017 at 4:13 pm #

      Thank you for the info Nicole!

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