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.

The layout of the retro taproom
Tomorrow
Oct 8

STA Songwriters Competition

Thursdays, Oct 1, 8, 22, and 29, 2026 | 7:00 p.m. to 10:00 p.m.

Amy Hendrickson hosts a song writing contest for St. Johns County songwriters.

The crowd of runners and walkers warming up for the Donna 5K at TPC
Saturday
Oct 10

Donna 5K at TPC Sawgrass

Saturday, Oct. 10, 2026 | 8:30 a.m. start

Support the fight against breast cancer at this 5K.

A montage of Greek foods and a child in Greek clothing
Saturday
Oct 10

Greek Festival 2026

Saturday and Sunday, Oct. 10 and 11, 2026 | Times Vary

Savor, sip, shop and enjoy Greek music and dancing, then take food home.

Sponsored Partners

Lightner Museum of St. Augustine
Dolphin Tours at Red Boat Tours
Sunset Cruises at Red Boat Tours
Ocean Sands Beach Boutique Inn
Saturday
Oct 10

SurfQuest Beach Days

Select Saturdays, Apr. 11 through Oct. 10, 2026 | 1:00 p.m. to 4:00 p.m.

Volunteers make the beach and surf accessible to people with disabilities.

A voice microphone against a black background that is highlighted by multi-colored stage lights
Friday
Oct 16

War of the Worlds Radio Play

Fridays - Sundays Oct. 16 - 18, 2026 | 7:00 p.m. to 9:00 p.m.

All of the Devils Shakspeare presents the now classic radio play by H.G. Wells.

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.

The audience at an outdoor blues and southern food fest sit at tables and in rows
Friday
Oct 23

St. Benedict Blues Festival 2026

Friday-Sunday, Oct. 23 - 25, 2026 | See Times Below

Enjoy gumbo, barbeque, and great blues performances at this annual festival.

A stage, lit with blue light, with a full audience awaiting the performance
Friday
Oct 23

Jazz Poetry Cafe

Select Fridays, Nov. 28, 2025 - Nov. 27, 2026 | 7:00 p.m. - 11:00 p.m.

This cabaret-style event features musical performances and the spoken word.

The sherriff apprehending a prisioner during the Jail Break 5K
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.

Volunteers picking up trash on the beach
Saturday
Oct 24

GTM Reserve Beach Cleanup

Fourth Saturdays Monthly | 9:00 a.m. - 11:00 a.m.

Join the GTM Research Reserve's monthly beach cleanup.

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.

A female chef with her dishes
Friday
Nov 6

Lincolnville Festival, 2026

Friday, Nov. 6 - Sunday, Nov. 8, 2026 | See Times Below

The annual festival offers three days of live music, dancing, and family activities.

Aviles Street during the First Friday Art Walk
Friday
Nov 6

First Friday Art Walk

First Friday of each month | 5:00 p.m. - 9:00 p.m.

A monthly celebration of art throughout St. Augustine's galleries.

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 | 10:00 a.m. to 1:00 p.m.

This harvest celebration includes cooking demonstrations and a farm market.

The 2024 Best in Show winner at Ponte Vedra Auto Show, a 1967 Ferrari 330GTC
Sunday
Nov 8

Ponte Vedra Auto Show - 2026

Sunday, Nov. 8, 2026 | 10:00 a.m. - 3:00 p.m.

This annual auto show features more than 100 classic cars and trucks.

A Veteran's Day Ceremony taking place
Wednesday
Nov 11

Veterans Day Events 2026

Wednesday, Nov. 11, 2026 | Times Vary

What's happening in St. Augustine for Veterans Day 2026.

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.

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