This Weekend in St. Augustine: Events & Things to Do

Looking for something to do this weekend in St. Augustine & Ponte Vedra?

Editor's Note: Please call to confirm before driving long distances as some times and details may vary.

Check out the top weekend events this October:

Weekend Events on Florida's Historic Coast

1. First Friday Art Walk

Date: October 1, 2021

first friday artwalk event

Join Art Galleries of St. Augustine the first Friday of every month from 5-9 p.m. for new exhibits, refreshments and live music at many participating galleries.

Experience free musket firing demonstrations from 9-11:30 a.m. at Fort Mose Historic State Park. Youth are welcome to participate in Junior Militia training using handmade wooden toy muskets. This program is free. 15 Fort Mose Trail, St. Augustine

Fall is in the air at Sykes Family Farms. This family friendly event offers a corn maze, you pick sunflowers, hayride, playgrounds, races and viewing of farm animals. Open every Friday, Saturday and Sunday through October 30.

4. CROCtober Fest - Brew at the Zoo!

Date: October 2, 2021

Participants will enjoy roaming the zoo at night while sampling beer from amazing local breweries! Participation from multiple local restaurants and conservation organizations will make this event another unforgettable experience!

5. St. Augustine Greek Fest TO GO

Date: October 8 & 9, 2021

Immerse yourself in Greek culture and heritage through your taste buds! Back by popular demand, Greek Fest TO GO offers your favorite Greek dishes - available by the plate or order the whole pan!

6. Ghost with the Most Cocktail Tour

Date: October 8, 15, 29 & 30

Be careful when chanting his name 3 times, because 'The Dead Guy' is sure to make an appearance! So, let’s turn on the ‘juice’ and see what shakes loose, as you tour with the ‘Ghost with the Most’!

Arts & Crafts Festival Tents | Florida's Historic Coast

A cool vibe Artisan’s Market featuring local art, trinkets, coffee, music, aromatherapy and more! Free Parking Available. Come and get your Sunday groove on from 10 a.m. to 2 p.m.

8. Rails to Trails Bike Ride

Date: October 14 & 15, 2021

Trailhead along the River to Sea Loop | Florida's Historic Coast

Bring your bike and join this Rails to Trails ride from 10 a.m. to 12 p.m. at the Cora C. Harrison Preserve Trailhead, 8989 State Road 207. This beautiful ride will take your through the trails in Hastings to Deep Creek. The program is free and open to all ages.

9. Rhythm & Ribs Festival

Date: October 15-17, 2021

Enjoy three days of live music, award-winning BBQ, craft beer, vendors, kids’ rides and more at Francis Field. The festival is Friday 5-10 p.m., Saturday 11 a.m.-10 p.m. and Sunday 11 a.m.-5 p.m. This year's headliners include Travis Tritt, Muscadine Bloodline and Walker Montgomery.

10. St. Benedict Blues Festival

Date: October 22-24, 2021

Enjoy three days of blues music on the grounds of Saint Benedict the Moor Catholic Church Friday & Saturday, 4-10 p.m. and Sunday 12-5 p.m. Admission is $5.00 per person, and there is free parking on site. There will be plenty of food and refreshments available, including a beer tap by Ancient City Brewing.

11. St. Augustine Songwriters Festival

Date: October 22-24, 2021

Hear the stories behind your favorite No. 1 songs by the writers who wrote them. Songwriters are always behind the scenes, but not at this event, which takes place at various locations on Florida’s Historic Coast.

12. St. Augustine Fall Fling

Date: October 23 & 24, 2021

Bring your lawn chairs, your blankets and plan to spend the day. Join us for a home grown festival featuring artisans, crafters, Barktoberfest, kids zone, car show, live music, raffles to benefit our nonprofit organizations and so much more!

13. St. Augustine Heritage Festival

Date: October 23, 2021

reenactment drakes raid

St. Augustine Heritage Association is hosting a family fun day a fun day reenactors from groups representing many historic periods from St. Augustine’s History from the native Timucuans through Florida’s Statehood. There will be plenty of food, music, storytelling and more.

14. Haunted Waters Tour

Date: October 29 & 30, 2021

Back from the depths of the Matanzas, Schooner Freedom is offering haunted sails this Halloween season featuring classic stories of St. Augustine’s most haunted seaside history.

15. Jailbreak 5K

Date: October 30, 2021

Stay Fit on Florida's Historic Coast

Make a break from St. Augustine at the Jail Break 5K. This 5K race takes participants from The Authentic Old Jail across the Vilano Bridge, through Porpoise Point, ending at the Vilano Beach access. The race starts at 8 a.m.

16. Sleep with the Spirits at Ripley's

Date: October 30, 2021

This is your chance to spend an entire night in Ripley's Haunted castle! Check in will be 11:45 p.m. on Saturday, October 30th and you will depart at 7:00 a.m. on Sunday, October 31st. Bring your air mattress and sleeping bag - if you think you will sleep. You will have access to all of our paranormal investigative equipment and areas of the building that guests have never accessed before!

Halloween weekend at the Colonial Quarter ends with a music festival featuring local and regional music. Admission to the show is $20 and includes a Haunted Tour (The Lost Garrison) and the Concert. AND don’t forget to wear your costume! There will be a costume contest with cash prizes during the event. inFESTation begins at 3 p.m., haunted tours begin at 6 p.m. and the festivities conclude at 10 p.m.

For more upcoming events in St. Augustine and Ponte Vedra, check out our events calendar.