Happenings in St. Augustine

Check for up to date happenings in St. Augustine.  We’ve highlighted a few of them for you.

Happenings in St. Augustine

There are so many happenings in St. Augustine and St. Johns County throughout the year.  From musical events to 5Ks to art shows to kids events and more.  We’ve selected a few of them we thought might be of interest and made note of them below.  You’ll find a complete listing of events on our Calendar Page.

Check ahead before attending an event as it may be affected by the weather.

Ongoing Events

Weekends, Oct 2-30, 2021 — Sykes Family Farm Crop Maze 2021 — Time Varies by Day
This annual event is fun for the entire family. Along with the 9 acre maze, there are hayrides, farm animals, cow milking station and more. You’re sure to have an a-mazing time!


October Happenings

Oct 15-17, 2021 — Rhythm & Ribs Festival — Times Vary by Day
Enjoy award-winning Bar-B-Que from 7 regional and national BBQ Champions as well as continuous live music, arts & craft vendors, kids games, rides, and activities at this 25th Annual event!

Oct 16, 2021 — Mammos Matter: Fishing Tournament — 6:30am
Ladies…enjoy a fun day of fishing while supporting the Pink Up the Pace foundation! Cash prizes for Total point and Biggest fish division!!

Oct 16, 2021 — Cracker Day 2021 — 9:00am-4:00pm
At this 62nd annual event, there are plenty of horses and horse races, activities, food, hay rides and pony rides, Farmers Market and vendors.

Oct 21, 2021 — SAiRA’s Mystery Wine and Dine — 6:00pm-9:00pm
Reserve your table table! Enjoy a delicious 5-course Tasting Menu with unique Wine Pairings at a participating SAiRA restaurant!

Oct 22-24, 2021 — St. Benedict the Moor Blues Festival — Times Vary by Day
Great blues and good food! And, this year Sunday Brunch and Gospel performances on Sunday as well.

Oct 22-24, 2021 — St. Augustine Songwriters Festival 2021 — Times Vary by Day
Today’s hottest hit songwriters, the legends of yesterday and the stars of tomorrow. Hear the songs that you know and love.

Oct 23, 2021 — Ancient City Kids Day — 11:00am-3:00pm
FREE, fun-filled day of activities for children and families! Games, Activities, Crafts, Bounce Houses and so much more!

Oct 23 & 24, 2021 — St. Augustine Fall Fling — 10:00am-5:00pm
Come out to the SJC Fairgrounds for Live Music, Arts & Crafts, Class Cars, Kids Zone, Barktoberfest (Pet Costume Contest), Raffles and Much More!

Oct 28, 2021 — Humane Society PUP (Pin Up Paws) Party 2021 — 6:00pm-9:00pm
Gourmet Picnic Festivities include: Complimentary Wine, Music by ProShow DJ Service, Silent Auction, and Wine Pull as well as a Free copy of 2022 Paws Across America Calendar!

Oct 29 & 30, 2021 — EstuSCARY Haunted Trail — 6:30pm-9:00pm
Don’t miss this frighteningly fun Halloween event at the GTM Reserve!

Oct 30, 2021 — Gory Telling Ghost Tales — 3:30pm-5:00pm
The Tale Tellers of St. Augustine will be sharing ghoulish stories guaranteed to provide chills and thrills!