Jump into Fall Festivals!
As we head into fall and temps [begin to] simmer down, St. Augustine’s festival season is kicking up. Here’s the line-up of upcoming events filled with music, family, art, history, culture and a whole lot of fun!
Sing Out Loud Festival
September 2023
Multiple Venues
St. Augustine, FL
The Sing Out Loud Festival is back for the month of September!
This annual celebration of music features FREE concerts by local, regional and national acts at venues across St. Johns County. Follow them on Facebook to keep up to date on this year's performances, participating venues and more.
This year’s event will also include the first-ever Francis Field Showcase in downtown St. Augustine featuring performances by The Black Keys, Mumford & Sons, Maggie Rogers, Lord Huron, Elle King, Amos Lee, Yola, S.G. Goodman and War Hippies!
St. Augustine Songwriters Festival
September 29 through October 1, 2023
Historic Downtown
St. Augustine, FL
In partnership with Sing Out Loud, St. Augustine Songwriters Festival offers a unique perspective on the music scene by bringing hit songwriters to historic downtown St. Augustine. In addition to performing their chart-topping hits, songwriters will share testimonies, and offer a rare behind-the-scenes glimpse into their writing processes.
Participating venues include Colonial Oak Music Park, Prohibition Kitchen, St. Augustine Distillery, and Tradewinds Lounge.
For an up-to-date schedule and to learn more about each songwriter and their work, download the Apple/Android App on your mobile device or visit the St. Augustine Songwriters Festival online.
Pumpkin Festival and Handmade Market
September 30, 2023 at 9 a.m. to 5 p.m.
Wesley Wells Farms
3455 Joe Ashton Road, St. Augustine, FL, 32092
Wesley Wells Farms’ second annual Pumpkin Festival is happening Saturday, September 30th from 9 to 5pm.
The fields will be open for you-pick pumpkins plus their stuff-the-bucket produce pick. Fill your bucket with a variety of fresh vegetables you can harvest straight out of the field yourself for one flat rate. Or shop the produce stand for pre-picked veggies, farm merch, and more!
Don’t miss visiting the farm animals and be sure to check out our information boards posted throughout the farm with fun facts, jokes, and important growing info we want our community to know.
Creekside Festival
October 7 and 8, 2023
Princess Place Preserve
2500 Princess Place Road, Palm Coast, FL, 32137
The Creekside Festival is a Florida Heritage Festival that has become one of the most popular festivals around, attracting more than 10,000 visitors each year. The annual festival features family friendly activities, variety live music, bluegrass, country, rock & classic hits.
During the two-day event you can also experience historic demonstrations, check-out an authentic moonshine still, a variety of food, local vendors, beer garden, pony rides, petting zoo, kids zone with train rides, hay rides, face painting, bounce houses and much more in a picturesque natural setting at Princess Place Preserve.
25th Annual Greek Festival
October 7 and 8, 2023
Holy Trinity Greek Orthodox Church of St. Augustine
ALL Parking at RJ Murray Middle School, located at 150 N. Holmes Blvd. Enjoy FREE shuttle service to the festival!
On October 7th and 8th, immerse yourself in authentic Greek culture and heritage during the 25th Annual Greek Festival!
Transport your senses to Greece as you taste authentic homemade foods, drinks and pastries at the Kouzina (kitchen), Psistaria (grill), Zaharoplastio (sweet shop), Kafenio (cafe) and Taverna (bar). Explore the online menu to begin your Greek culinary journey - and pre-order whole pans online now!
For one weekend, surround yourself with the sounds of Greek music, enjoy live performances and participate in traditional Greek folk dancing. The 25th annual event also features an arts and crafts market showcasing Greek products as well as handcrafted items created by local artists, artisans and makers. You can even take a guided church tour and attend Sunday morning liturgy.
This is a FREE event, open to the public. Festival hours are Saturday from 11 a.m. to 7 p.m. and Sunday from noon to 6 p.m. There will be NO parking at the Church. Please park at RJ Murray Middle School, located at 150 N. Holmes Blvd and enjoy the free shuttle service provided by Old Town Trolley!
CROCtoberfest
October 7, 2023 at 6 to 9 p.m.
St. Augustine Alligator Farm
999 Anastasia Boulevard, St. Augustine, FL, 32080
Head to the St. Augustine Alligator Farm for their 5th Annual CROCtoberfest: Benefiting alligator science and research at the Rosenblatt Lab at the University of North Florida.
On the first weekend of October each year, the Alligator Farm celebrates crocodilians through their Brew-at-the-Zoo, Croctoberfest! This conservation event features breweries and vendors from throughout Florida. You can sample beers from your neighborhood breweries as you learn about conservation work happening right here in St Johns County.
This is a strictly 21 and older event. No Children including infants or toddlers are permitted.
HorsePlay Fall Festival
October 14, 2023 at 11 a.m. to 4 p.m.
HorsePlay Therapy Center
1925 State Road 207, St. Augustine, FL, 32086
Bring the kids for a day of Fall fun at the HorsePlay Therapy Center barn. Pumpkin patch, pony rides, tractor rides, horse jumping demonstrations, face painting, bounce houses, arts & crafts, live music, food trucks, beer and wine, and more!
This year they will be have new surprise stations that they can't wait for you to see! The 2023 HorsePlay Therapy Center Fall Festival is sponsored by Indianhead Biomass Services.
St. Benedict Blues Festival
October 20 through 22, 2023
Saint Benedict of the Moor Catholic Church
86 Martin Luther King Avenue, St. Augustine, FL, 32084
The Saint Benedict the Moor Blues Festival will be held on October 20th through 22nd to benefit the Saint Benedict the Moor Catholic Mission Rectory Fund.
This year marks the 11th year of the annual festival featuring some of the best blues performers, amazing home cooked food and tons of fun.
Visit their event page for the full line-up of performances.
St. Johns County Cracker Day
October 21, 2023
St. Johns County Fairgrounds
5840 SR 207, Elkton, FL 32033
SJC Cracker Day returns to the St. Johns County Fairgrounds on October 21st!
The St. Johns County Cattlemen’s Association’s annual event will again feature a farmers market from 9 a.m. to 4 p.m., kids’ activities, entertainment and of course horse games!
Admission is only $5 per vehicle and onsite camping is available. Visit their Facebook page for details.
Vilano Vibe-Rations
October 23, 2023 at 1:30 a.m. to 8 p.m.
North Shores Community Park
120 Meadow Avenue, St. Augustine, FL, 32084
Catch the small town beach vibe at the second annual Vilano Beach music festival!
This year’s event will highlight the hottest local musicians who will be strumming up great tunes throughout the afternoon into the early evening.
As the music flows and the crowd is swaying, there will be plenty of deliciousness that will be served up by some of our city’s finest food truck vendors from BBQ to seafood and everything in between – come hungry! A beer tent and bars will be available and we will be serving up one-of-a-kind local brews, wines, cocktails and of course non-alcoholic bevvies.
These GOOD GOOD GOOD GOOD VIBE-Rations are being coordinated by Vilano Beach Main Street. Proceeds help to support community beautification efforts and other community events.
Ancient City Kids’ Day
October 28, 2023 at 11 a.m. to 3 p.m.
Francis Field
25 West Castillo Drive, St. Augustine, FL 32084
Coordinated by EPIC Behavioral Healthcare 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, giveaways, bounce houses or fun contests for kids. They will also be offering resource information for parents regarding programs and services in the community.
Whisky, Wine and Wildlife
November 2 through 5, 2023
Vilano Beach Main Street
190 Vilano Road, St. Augustine, FL, 32084
Whiskey, Wine & Wildlife artfully combines renowned beverage tastings and inspired cuisine from some of the South’s best chefs and local culinary superstars, with a chance to experience coastal wildlife up-close, all in one weekend!
The weekend’s events will raise funds and awareness for Vilano Beach Main Street and the GTM Reserve, with the Reserve’s research and education experts on-hand Friday and Saturday, showcasing some fun, interactive programs with coastal wildlife, from sea turtles to alligators!
Feel the Wheels
November 4, 2023 at 10 a.m. to 2 p.m.
Mall 2121 Parking Lot
2121 U.S. 1, St. Augustine, FL, 32086
Hosted by the Junior Service League of St. Augustine, Feel the Wheels is a day created to soak up that fall sunshine and let the little ones loose to explore all different types of vehicles.
Years past have provided race cars, trucks of all sizes, emergency vehicles, boats, motorcycles, tractors and much more. The event will be located in the front parking lot of Mall 2121. All proceeds from the event benefit local non-profits!
$5 per person entry fee
Children under 2 are free