Cannon Firing at the Castillo de San Marcos

Can't-Miss Events

Find the Ancient City's latest and greatest events.

Throughout the year, St. Augustine hosts unforgettable festivals, live music, and cultural celebrations. Whether it’s a nationally recognized music festival, a holiday festivity, or an authentic reenactment, there's always something BIG happening in this tiny town. From art exhibits and live theater to historical events and culinary creations, our can't-miss events feature the best of the nation’s oldest city.

Comedian Danny Johnson, in a blue suit with blue glasses
Saturday
Oct 17

Danny Johnson, Stand Up Comedy

Saturday, Oct. 17, 2026 | 7:00 p.m. to 9:00 p.m.

Making people laugh with observational, clean humor about everyday life.

A group of costumed runners in prision black and white and one animal
Saturday
Oct 24

10th Annual Jail Break 5K

Saturday, Oct. 24, 2026 | 8:00 a.m. - 10:30 a.m.

Lace up and make your escape from the Old Jail.

EstuScary Haunted Trail flyer featuring a zombie on a trail surrounded by pumpkins and bats
Thursday
Oct 29

EstuScary Haunted Trail

Thursday through Saturday., Oct. 29-31, 2026 | Times Vary

A scary nighttime haunted trail walk for brave kids and adults.

Historic re-enactors showcase the food that was grown and eaten at Fort Mose in the mid-1700s.
Saturday
Nov 7

Fort Mose First Harvest

Saturday, Nov. 7, 2026 | 9:30 a.m - 3:00 p.m.

This harvest celebration includes cooking demonstrations and a farm market.

Live music being played under the gazebo
Saturday
Nov 21

Light-Up! Night

Saturday, Nov. 21, 2026 | 4:00 p.m. - 7:30 p.m.

Nights of Lights begins with music and the ceremonial flip of the switch.

The duo Mama's Broke depicted in front of a shiny curtain in a tintype style
Friday
Dec 4

Mama's Broke at the Waterworks

Monday, Dec. 4, 2026 | 7:30 p.m. - 9:30 p.m.

The Canadian duo both sing, write songs, and play multiple instruments.

Saturday
Dec 5

Christmas Parade 2026

Saturday, Dec. 5, 2026 | 9:00 a.m - 10:30 a.m.

Celebrate the holiday season at St. Augustine's annual parade featuring Santa.

Members of the garrision marching through the City Gate during Colonial Night Watch
Saturday
Dec 5

Colonial Night Watch

Saturday, Dec. 5, 2026 | 7:00 to 8:00 p.m.

Experience St. Augustine history and join a torch-lit parade.

The group for Luxury Coach & Lights Tour
Friday
Dec 11

Luxury Coach & Lights Tour

Friday, Dec. 11, 2026 | 4:00 p.m. to 8:30 p.m.

A night of shopping, sipping, and holiday shimmer.

Young ballet dancers, the angels in Nutcracker, holding candles in front of a grand staircase
Friday
Dec 18

The Nutcracker Ballet 2025

Friday, Dec. 18 - Sunday, Dec. 20, 2026 | Times Vary

St. Augustine Ballet presents four performances of this classic production.

A native turtle, as seen at an event promoting wildlife and the local area
Friday
Jan 29

Whiskey, Wine, & Wildlife

Friday - Sunday, Jan. 29 - 31, 2027 | Times Vary

Beverage tastings and southern cuisine to raise awareness for coastal wildlife.

A fairground swing operating against a blue sky
Friday
Feb 19

The 2027 Cathedral Festival

Friday, Feb. 19 - Sunday, Feb. 21, 2027 | See Times Below

This family festival offers live music, a fried shrimp dinner, and fair midway.

Stormtroopers from Star Wars get into the Easter spirit with bunny ears, tutus, and pink-accented costumes
Saturday
Mar 27

Easter Parade 2027

Saturday, Mar. 27, 2027 | 9:00 a.m. to 10:30 a.m.

A tradition that dates back to 1956, the parade is held on Easter Saturday.

Editor's Note: We encourage you to verify event times and details with the organizers, as they may change.