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Guide to Fall Festivals in St. Augustine

Guide to Fall Festivals

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.

Sing Out Loud Festival
August 26,27,31 :: September 2,3,9,10,11 :: 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 8-11 :: 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 5th Annual St. Augustine Spanish Wine Festival is set for September! After record attendance last year, this year’s event is refined, with a renewed focus on intimate, authentic and quality. This year’s events feature limited admission opportunities. Since every festival event has sold out in each of the first four years, organizers have gone above and beyond to put the emphasis this year on even higher quality wines, food, speakers and entertainment.

Ponte Vedra Auto Show
September 11 :: 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. Aside from the new location there will be a number of exciting changes including unique displays and activities. We will also be highlighting the historic date in our history by celebrating the United States Military as well as first responders with a brief opening ceremony and various exhibits highlighting their service. Other new activities will include live music, food trucks, YMCA fun tent and local vendors. The St. Johns County Chamber of Commerce will host the 14th annual Ponte Vedra Auto Show presented by Fields Auto Group at Nocatee Town Center.

Florida Heritage Book Festival
September 15-1
Each year The Florida Heritage Book Festival showcases Florida’s rich and diverse literary legacy with author presentations which promise to delight book lovers and provide inspiration for aspiring authors. And this year we’ve raised the bar even higher by presenting an enticing mix of bestselling authors whose body of work—in both fiction and nonfiction—is truly impressive.While the spotlight shines brightest on our Featured Authors, the Festival Marketplace offers opportunities for published authors and other vendors to interact with readers and buyers throughout Saturday’s Book Festival. We hope you’ll be here to help us celebrate the written word and the joys of reading. All festival events are free and open to the public. (Excluding two children’s workshops.) Flagler College Ringhaver Student Center – Free Parking at the First United Methodist Church. 

Weenie Fest
September 24 ::
North Florida Dachshund Club is proud to present the 1st annual Weenie Fest. Admission for spectators is only $5.00 or a donation of an item that our partnering charity is in constant need of (bowls, food, leashes… For a complete list see our website). Bring the whole family whether they have two legs or four, to the St. Johns County Fairgrounds.

Lincolnville Festival
September 24 and 25

The 37th Annual Lincolnville Festival celebrates the 150th birthday of the Lincolnville community in St Augustine with a weekend of music, dancing, great food and drink, and fun activities for the whole family. The free festival will be held at Eddie Vickers Park.

A Gathering of Friends Children’s Art Festival
September 25th :: 10:00am – 4:00pm

Get ready for some Fun! The Friends of the Amphitheatre is hosting the Children’s Arts Festival with 35 individuals and organizations who will share their talents with the children. This is a totally interactive experience and it’s free! Children can sing, dance, play instruments, engage in a variety of art projects, make a puppet, tell stories, play theatre games, frolic with pirates, learn magic tricks, get a library card, make a loom, join a drum circle, and lots, lots more. Area organizations with information for families, and a select group of non-food vendors will also be on hand. Concession stands will be open all day. Mark your calendars and bring the kids to FOSAA’s Third Annual, A Gathering of Friends – Children’s Arts Festival at the Amphitheatre.

Datil Pepper Festival
October 1 and 2

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 7-9

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.)   

Oktoberfest: St. Augustine Sertoma Club
October 15th and run from 11::00am – 10:00pm

Oktoberfest 2015 was very successful and the Sertoma Club of St. Augustine is planning an even better event in 2016. In 2015, we had well over 2,500 attendees and over 40 vendors and that was on a Sunday. German food, beer, and live music! Francis Field – W. Castillo Drive, St. Augustine

Rype and Readi’s Farm Fall Festival and Farm Feast
October 15 :: 4pm-7pm
Rype and Readi Farm will be featuring an extraordinary pumpkin patch and apple slinging competition. How far can you sling an apple? Hit a target and win a free pumpkin! Join us afterwards for our Farm Feast.

Fall 2016 St. Augustine Record Fair
October 16 :: 11:00am – 5:00pm

The Fall 2016 St. Augustine Record Fair, presented by local record store ToneVendor and the St. Augustine Amphitheatre, will be held at the St. Augustine Amphitheatre. The biannual St. Augustine Record Fair is a free, family-friendly event and is open to the public.

Taste of the Beach
October 16 :: 12:00 pm – 5:00 pm

The St. Augustine Beach Civic Association invites you to a cultural dining and musical experience with proceeds given to The Betty Griffin House. Betty Griffin House provides support for women and children who are victims of domestic abuse here in St. Johns County. Beachside restaurants compete in this culinary competition, showcasing their best dishes from appetizers to entrées and desserts. Guests can taste it all and vote on their favorites! The 11th Annual Taste of the Beach will take place at the St. Johns County Ocean Pier.

Ancient City Kids Day
October 22 :: 11:00 am – 3:00 pm

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 hotdogs and hamburgers are available. Ancient City Kids Day allows adults and kids to share in relationship-building activities that create positive and memorable experiences. The event takes place at Francis Field.

The Great American Scarecrow Festival
October 22 :: 11:00am – 4:00pm

It’s that time year again for art, fun, food, music, pie and scarecrow making. Support your local community and Pie in the Sky. Join in at Simple Gestures.

River of Life United Methodist Church Fall Festival
October 22 11am-4pm

2600 Race Track Rd
St Johns, FL 32259
Join in on this free family festival. There will be complimentary hot dogs, chips, drinks, cotton candy, snow cones, Popcorn, hay rides, pony rides (11-1:45pm), train rides (12-3pm), two bouncy houses, face painting, balloon art, local entertainment and of course pumpkins! Parking is at the Julington Creek Elementary School where you can take a hay ride or a golf cart to the festival. Handicapped parking is always in the church parking lot.

Our Lady Good Counsel Church Fall Festiv’All
October 30 :: 11am-4pm
5950 State Road 16
St. Augustine, FL 32092
Get your pumpkins at Our Lady of Good Counsel! Fall Festiv’All will include a pumpkin patch, car show, inflatable course, food, games, Bold City Beer Sports Tent and Prince Pele’s Polynesian Revue.

The Shriner’s Chowder Challenge for Children
October 30 :: 12:00pm – 4:00pm

The Chowder Challenge for Children is an event formed by the St. Augustine Shrine Club.  The “Challenge” is to determine who makes the best chowders in north Florida – and all proceeds raised will benefit the Shriners Hospital for Children – a 501(c)(3) entity. Proceeds for the Shriners Hospital for Children are raised by purchasing $1 tickets for a sample of Chowder, as well as from the sale of beer, wine, mixed drinks, soda, water, hot dogs and chips. The event held at the St. Augustine Amphitheatre.

The St. Augustine Pirate Gathering
November 4-6

Join us for the Annual “Saint Augustine Pirate Gathering”. Aye, we be calling re-enactors, living historians and casual pirates from all over the 7 seas. Come ashore and see the pirate mutiny, weapons demonstrations, sailor’s encampment, Thieves Market and hear stories of the high seas, shanties and a wee matey’s play area! We welcomed all pirates, so come ashore dressed in your best piratical pirattitude and enjoy a weekend of fun. This year’s event will be held at a St. Frances Field and Historical Quarter in Downtown Saint Augustine. Be a pirate for the weekend! 

The 32nd Annual Great Chowder Debate
November 6 :: 12:00pm – 4:00pm

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!

Turning Point Church Fall Festival
October 31 :: 5:30pm – 8:30pm

3500 FL-16
St Augustine, FL 32092
Invite your friends and family for this fun night with games, bounce houses, a small petting zoo, hay rides, galore. Spread the word and get your costumes ready!

Harvest Fest at Anastasia Baptist (SR 16)
October 28 :: 6pm – 8pm

110 Circle Drive East
St. Augustine, FL 32084
Trunks with candy, games, and prizes, a giant slide, food, and live music will be part of the FREE community event.

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