Fall Events in St. Augustine

Sing Out Loud

St. Johns County | September 9 – 30

Sing Out Loud is a month-long music festival that brings local, regional and nationally-renowned performers to various stages and parks throughout the county. This year, Sing Out Loud is developing local talent, as well, with events like the Songwriter’s Festival, Music Business Panel, Band Practice and Music Industry Mentorship. Check out the many free concerts and more information here.

West King Wednesdays

West King District | Every third Wednesday | 10am – 10pm

Every third Wednesday of the month, small business in West Augustine showcase their community and culture. This event includes live music, artists and special events. Some of the participating businesses include Bog Brewery, Buena Onda Café, Cultivate Tea and Spice Co., The Sweet City Cupcakes and Chandelle Paints. Admission is free and parking is available at Sweet City, as well as the public lot at Bog Brewery. For more information, click here.

Pumpkin Festival & Homemade Market

Wesley Wells Farms | September 24 | 9am – 5pm

Wesley Wells Farms is joining with local vendors and food trucks to present the 2022 Pumpkin Festival & Homemade Market. Join in on the fun picking pumpkins and other produce, as well as checking out the food trucks, crafts and baked goods. Families are encouraged to take photos in the fields with the sunflowers and meet the farm animals. Admission is $6 per person and children under 3 are free. To learn more, click here.

Pups and Sups Dog Surfing Classic

Guy Harvey Outpost Resort, St. Augustine Beach | September 30 – October 1

This fun event will be taking place at the Guy Harvey Resort in St. Augustine Beach, supporting the non-profit charity, K9s for Warriors, an organization that obtains, trains and provides service dogs for veterans in need. Some of the weekend’s events include dog surfing lessons, a fashion show and the Hang 20 Competition. Grab your boards and furry friends for this dog-friendly event. To learn more and find out how you can sign up, click here.

Pink Up the Pace 5K Walk/Run

10 South Castillo Drive | October 1 | 8am

Kick off October’s Breast Cancer Awareness Month with the Pink Up the Pace 5K walk/run through historic downtown St. Augustine. The race is now in its 14th year and supports the Pink Up the Pace non-profit organization, founded by Cindy Ortiz Chaconas in 2009, when diagnosed with breast cancer at age 28. All money raised stays in St. Johns County and goes directly towards assisting the uninsured and underinsured in the early detection of breast cancer. To sign up, click here.

Pumpkin Patches

Sykes & Cooper Farms | First United Methodist Church | Shores United Methodist Church

St. Augustine offers a number of places for families to choose their pumpkins for the fall season. Visit Sykes & Cooper Farm, First United Methodist Church or Shores United Methodist Church to pick the perfect pumpkin this year. For more information about St. Augustine’s pumpkin patches, click here.

Sykes Family Farms’ Crop Maze

Sykes Family Farms | October 1 – 31 | Fri – 6pm-10pm, Sat – 10am-10pm, Sun – 10am-5pm

Come visit the annual Sykes Family Farms’ crop mazes and take the challenge of the nine-acre maze. The maze is open to the public Fridays, Saturdays and Sundays from October 1 to October 30. This year’s crop maze will have four phases of difficulties, taking anywhere between 5 and 30 minutes to complete. There are also hayrides, a children’s play area, cow train, duck races, farm animals and a cow milking station, all included in the price of admission. To learn more about the Sykes Family Farms fall activities, click here.

St. Augustine Greek Festival

Holy Trinity Greek Orthodox Church | October 7 – 9

Located at the Holy Trinity Greek Orthodox Church, immerse yourself in the Greek culture with a variety of festivities throughout the weekend. Some of the highlights include Greek dancing performances and lessons, Greek cuisine and an arts and crafts show with products from Greek artisans. To view the menu and learn more, click here.

Rhythm & Ribs Festival

Francis Field | October 14 - 16

The Rhythm & Ribes Festival brings live music from the 60s, 70s and 80s to Francis Field all weekend. The festival celebrates delicious barbecue, music and good times, with live entertainment and chefs competing for the best barbecue. For ticket prices and more information, click here.

Creatures of the Night

St. Augustine Alligator Farm | October 21 – 23 | 5:30pm – 8pm

Head on over to the Alligator Farm for trick or treating and fun at the zoo! Join the wild side for 3 nights of treats, costumes and fun. Visitors will meet eerie bugs and beasts, explore the park and fill your bag with plenty of sweet treats. To purchase tickets and learn more, click here.

Tommy Tant Memorial Surf Classic

Flagler Beach | October 29 – 30

The Tommy Tant Memorial Surf Classic celebrates the life of Flagler Beach local surf standout, Tommy Tant, who passed away in 1998 from an aortic aneurysm. This year, the 21st annual classic will include two days of amateur and professional competition, with all proceeds benefitting the Tommy Tant Memorial Scholarship Fund, the Flagler County Food Bank and the National Marfan Foundation. To learn more or enter the contest, click here.

Moonlight Market

Sunday | November 12 | 5pm – 9pm

Hosted by Sunday and Jenna Alexander Studio, stop by to check out local handmade goods, art ceramics and vintage goods, as well as live music and refreshments. For more information, follow @sunday____everydayand @jennaalexanderstudio on Instagram.