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 ballerina leaping in the performance, "Rapunzel"
Friday
May 15

St. Augustine Ballet: "Rapunzel"

Friday, May 15 & Saturday, May 16, 2026 | Times Vary

Experience the tale of a trapped girl in a tower awaiting freedom and love.

Wine flutes with white and red wines and a tray of breads, olives, and cheese
Saturday
May 16

Romanza Festivale: A Taste of Italy

Saturday, May 16, 2026 | 4:00 p.m. to 6:30 p.m.

Slow down and savor Italian flavors, art by diverse artists, and community connections.

People lounging on the sand enjoying live music
Wednesday
May 20

Music and Art by the Sea 2026

Select Summer Wednesdays | 3:00 p.m. - 9:00 p.m.

Enjoy an art exhibition and local musicians at the pier in the summer.

Friday
May 22

Blue Crab Festival 2026

Friday, May 22 - Sunday, May 24, 2026 | Times Vary

Eat delicious seafood with the company of live music and family activities.

Volunteers picking up trash on the beach
Saturday
May 23

GTM Reserve Beach Cleanup

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

Join the GTM Research Reserve's monthly beach cleanup.

The cast of "The Wizard of Oz"
Saturday
May 23

Zoika's Dance: The Wizard of Oz

Saturday and Sunday May 23 - 24, 2026 | See Times Below

Performers tell the classic story of Oz and its familiar, playful characters.

A road sign against a blue sky, Slow Down
Saturday
May 30

PechaKucha: Slow Down

Saturday, May 30, 2026 | 6:00 p.m. - 9:30 p.m.

Taking your time, or not—come see the diverse stories based on the topic.

Creators of Lullaby of the Rivers Earth Day Festival and enthusiastic attendees
Sunday
May 31

Lullaby of the Rivers Festival

Sunday, May 31, 2026 | 10:00 a.m. to 5:00 p.m.

Enjoy this annual festival that combines live music and a reverence for nature.

Aviles Street during the First Friday Art Walk
Friday
Jun 5

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.

Tuesday
Jun 16

Night Market at the Amphitheatre

Four Select Tuesdays | 5:00 p.m. - 9:00 p.m.

On one Tuesday a season, the Night Market offers food, produce, music, and fun.

A stage, lit with blue light, with a full audience awaiting the performance
Friday
Jun 19

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.

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