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 bowl of New England Clam Chowder, such as may be sampled at the CPS Chowder Festival
Sunday
Jan 18

CPS Chowder Festival

Sunday, Jan. 18 2026 | 12:00 p.m. - 4:00 p.m.

Some of St. Augustine's favorite restaurants offer chowder for tastings.

A stage, lit with blue light, with a full audience awaiting the performance
Friday
Jan 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.

A fairground swing operating against a blue sky
Friday
Feb 20

The 2026 Cathedral Festival

Friday, Feb. 20 - Sunday, Feb. 22, 2026 | See Times Below

This family festival features a fried shrimp dinner, live music, and fair rides/games.

Attendees dress as different versions of a "Florida Man"
Saturday
Feb 21

The Florida Man Games

Saturday, Feb. 21, 2026 | 10:00 a.m. — 7:00 p.m.

The Florida Man Games has moved to Bradenton, Florida.

The Gamble Rogers concert stage at the Waterworks
Saturday
Feb 21

A Gamble Rogers Concert Series

Select Saturdays Oct. 18, 2025 - Jun. 20, 2026 | 7:00 p.m. - 10:00 p.m.

St. Johns County Cultural Council presents this concert series.

A Flight to Freedom re-enactment scene taking place
Thursday
Feb 26

Flight to Freedom Re-Enactment

Thursday, Feb. 26 - Saturday, Feb. 28, 2026 | 9:00 a.m. to 4:00 p.m.

This living-history event tells the story of Fort Mose's significance in African-American history.

One of the vendors standing behind the displayed products
Saturday
Mar 7

Experience Psychic Fair

Saturday & Sunday, Mar. 7 - 8, 2026 | See Times Below

Readings, healers, speakers, and vendors share their modalities at this public event.

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