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.

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.

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.

One man competing in the Celtic Games at the Celtic Music and Heritage Festival
Saturday
Mar 13

Celtic Festival Highland Games

Saturday and Sunday, Mar. 13 & 14, 2027| 10:00 a.m. until done

A Scottish tradition of competitive sports that exhibit the strength of the athletes.

The parade steps out with the honor guard followed by bagpipers
Saturday
Mar 13

St. Patrick's Parade

Saturday, Mar. 13, 2027 | 10:00 a.m. - 11:30 a.m.

The Celtic Heritage Festival starts with a parade in the Oldest City.

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.