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.

Photographers
Wednesday
Apr 22

Florida's Photo Fest - 2026

Wednesday - Sunday, Apr. 22 - 26, 2026 | Times Vary

Attend photography and birding events in the field and in the classroom.

A painter capturing the iconic architecture of St. Augustine during a Plain-Air Paint Out art event
Friday
Apr 24

Plein Air Paint Out

Select Days in Mar. & Apr. 2026 | Times and Locations Vary

Watch—or participate in—the artistic magic of the "plein air" painting event.

Sponsored Partners

Lightner Museum of St. Augustine
Ocean Sands Beach Boutique Inn
Beacher's Lodge - Oceanfront Suites
Beacher's Lodge - Oceanfront Suites
La Fiesta - Ocean Inn & Suites
La Fiesta - Ocean Inn & Suites
St. Augustine Food & Wine Festival 2026
A stage, lit with blue light, with a full audience awaiting the performance
Friday
Apr 24

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.

Volunteers picking up trash on the beach
Saturday
Apr 25

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 prize table full of baskets and an assortment of knick-knacks
Saturday
Apr 25

Cabbage, Potato, & Bacon Festival

Saturday - Sunday, Apr. 25 - 26, 2026 | Times Vary

Celebrate historic Hastings and its agriculture during this two-day event.

A table set up at The Great Potato Ball
Saturday
Apr 25

The Great Potato Ball

Saturday, Apr. 25, 2026 | 6:00 p.m. - 10:00 p.m.

Dress to impress at this gala supporting the rich heritage in Hastings.

An artist's canvas set up in front of the Lightner Museum courtyard
Sunday
Apr 26

Plein Air Pop-up Exhibit

Sunday, Apr. 26, 2026 | Noon to 3:00 p.m.

Discover stunning works from the 2026 Plein Air Paint Out.

Aviles Street during the First Friday Art Walk
Friday
May 1

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.

A nearly full moon in a dark blue sky
Saturday
May 2

Moonlight Hike at GTMNERR

Select Saturdays | 8:00 p.m. - 10:00 p.m.

Enjoy this rare opportunity to hike the trails at night.

Three women in black, standing between white columns
Monday
May 4

Romanza Presents Vivace!

Monday, May 4, 2026 | 6:45 p.m. to 8:00 p.m.

Three local vocalists harmonize and swing with the sounds of the 40s and 50s.

The Government House will be featured as part of the St. Augustine History Festival.
Wednesday
May 6

St. Augustine History Fest, 2026

Wednesday, May 6 - Sunday, May 10, 2026 | Times and Locations Vary

St. Augustine hosts an annual history festival in May of 2026.

Three rows of the Key of Seas student choir at Flagler College
Thursday
May 7

Romanza Festivale: Key of Seas

Thursday, May 7, 2026 | 8:00 p.m. - 9:30 p.m.

Enjoy Flagler College's music ambassadors and a cappella ensemble.

Reenactors participate in Drake's Raid on St. George Street in St. Augustine.
Friday
May 8

Drake's Raid Reenactment

Saturday, May 8, 2026 | 7:00 p.m. - 9:00 p.m.

Members of Florida Historic Militia reenact Sir Francis Drake's siege of San Agustin in 1586.

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