Jump into Fall Festivals!

Fall Festivals 2019.jpg

As we head into fall and the temperatures simmer down, St. Augustine’s festival season is kicking up. Use our summary of fall festivals to enjoy an Indian Summer filled with music, family, art, history and culture!


Sing Out Loud Festival

September 6 through September 29, 2019

The Amp

1340 A1A South, St. Augustine, FL 32080

Happening now at venues throughout St. Augustine, The Sing Out Loud Festival is an annual celebration of music featuring FREE concerts by local, regional and national acts!

The 2019 event features more than 330 acts! Follow them to keep up to date on this year's lineup, participating venues and more.

Proudly presented by the St. Augustine Distillery!

Hispanic Culture Film Festival

October 3 through October 6, 2019

Corazon Cinema and Cafe

36 Granada Street, St. Augustine, FL 32084

The Hispanic Culture Film Festival enables movie lovers to live an "experience" during several days in St. Augustine combining, culture, dining, beaches, parties with the best Spanish movies specially selected for the 7th Art lovers.


Datil Pepper Fall Festival

October 5 through October 6, 2019

St. Johns County Agricultural Center

3125 Agricultural Center Drive, St. Augustine, FL 32092

Celebrate St. Johns County’s official plant, the Datil Pepper, at the UF/IFAS Extension St. Johns County Agricultural Center Saturday 9 a.m. to 4 p.m. and Sunday 10 a.m. to 3 p.m. with vendors, a plant sale, an amateur Datil Pepper hot sauce contest and more. Admission is FREE!

St. Augustine Greek Festival

October 11 through October 13, 2019

Francis Field

25 West Castillo Drive, St. Augustine, FL 32084

You’ll experience so much of Greece at the St. Augustine Greek Festival — authentic food, dancing, music and heritage. Taste homemade Greek foods and pastries; join traditional Greek dancing and music, an outdoor marketplace, kids center with carnival rides, games, other children’s activities, and much more.

Admission: $5. Kids 14 and under and Active Duty military members and their families with ID are free.


Ancient City Kids’ Day

October 26, 2019

Francis Field

25 West Castillo Drive, St. Augustine, FL 32084

Coordinated by EPIC and brought to the community by a committee of children organizations, Ancient City Kids Day is a day of fun-filled activities for children and families.

The event is free for the public and will include more than 40 youth service organizations each of whom will offer games, activities, crafts, give-aways, bounce houses or fun contests for kids. They will also be offering resource information for parents regarding programs and services in the community.

There will be free t-shirts/goody bags for kids while they last and live entertainment all day. The only cost to the public will be for food or drinks but the cost is minimal.

Vilano Fest

November 2 through November 3, 2019

Vilano Pier

250 Vilano Road, St. Augustine, FL 32084

The annual Vilano Fest showcases Vilano Beach with great food and live music for the Sea Turtle Soirée on Saturday night, as well as the popular Tour of Homes on Sunday from 10:00 a.m. to 5:00 p.m.

Tickets for the Sea Turtle Soirée are $60.00 until October 20, 2019, after which date the cost will increase if tickets are still available. The Tour of Homes on Sunday is $20.00 per person. VIP passes include two tickets for both events and many other benefits (a complimentary bottle of bubbly at the Soirée, first on the Trolley for the Tour of Homes, and reserved parking both days) for $175. Visit here to purchase tickets.


STA Marketplace Sampler

November 10, 2019

Old Coast Ales

300 Anastasia Blvd, St. Augustine, FL 32080

Happening on November 10th from noon to 6 p.m. is the first STA Marketplace Sampler. Shop some of STA Marketplace’s finest members as you sip on a fresh crafted beer from Old Coast Ales and munch on Mexican delights from Osprey Tacos. Just follow the sounds of live music playing at 300 Anastasia Boulevard to discover a Sunday afternoon of local awesomeness.

Shop local artists and artisans including Darla Donley Art, WB Tatter Gallery, Two Bros Woodturning, Art by RJ Higgins, Martin Story Designs, Jordana Stone Design and Yellow Dog Forge. And that’s not all! Stay tuned as we announce more vendors in the coming weeks!

This is a FREE event that’s fun for the whole family!

7th Annual Holiday Craft and Vendor Event

November 17, 2019

Renaissance Resort, World Golf Village

500 South Legacy Trail, St. Augustine, FL 32092

Jacksonville Business Connections invites you to the 7th Annual Holiday Craft & Vendor Event featuring 150 vendors and crafters at the Renaissance World Golf Village Resort.

- Free to the public & Indoor event
- First 50 guests receive FREE swag bags!
- Kid friendly event - Character Meet & Greets To Be Announced
- Free Santa Meet & Greet - Nov 17th
- Charity Raffle at 7th Annual Holiday Craft & Vendor Event

Be sure to stop by and visit event sponsor and participant, Darla Donley Art. Darla paints beautiful pieces, including people and pet portraits on commission and also offers prints and original artwork. Her pieces make wonderful holiday gifts!


St. Augustine Festival of Art

November 30 through December 1, 2019

Francis Field

25 West Castillo Drive, St. Augustine, FL 32084

The St. Augustine Art Association, with the support of many community volunteers, has been hosting the annual St. Augustine Festival of Art for more than five decades. The 54th annual event will be held over Thanksgiving weekend and showcase many of our local artists including STA Marketplace favorite, Martin Story Designs.

This event is fun for the whole family. $2 entry donation at gate, includes prize drawing ticket.