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.

Aviles Street during the First Friday Art Walk
Friday
Aug 7

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.

Sponsored Partners

Lightner Museum of St. Augustine
Beacher's Lodge - Oceanfront Suites
Beacher's Lodge - Oceanfront Suites
Dolphin Tours at Red Boat Tours
Sunset Cruises at Red Boat Tours
Saturday
Aug 15

Seminole War Commemoration

Saturday, Aug. 15, 2026 | 10:00 a.m. - 11:15 a.m.

Attend the annual parade and Second Seminole War Commemoration.

People lounging on the sand enjoying live music
Wednesday
Aug 19

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.

Volunteers picking up trash on the beach
Saturday
Aug 22

GTM Reserve Beach Cleanup

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

Join the GTM Research Reserve's monthly beach cleanup.

Saturday
Aug 22

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 stage, lit with blue light, with a full audience awaiting the performance
Friday
Aug 28

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.

Bad Dog Mama playing for a crowd at the Colonial Oak Music Park on St. George Street
Friday
Sep 4

Sing Out Loud Music Festival

Sep. 4 - 27, 2026 | Select Days, Times Vary

Each September this festival presents local and national musicians throughout town.

A sea turtle enjoys Mickler Beach in Ponte Vedra.
Saturday
Sep 5

Holiday Beach Shuttles 2026

Summer Holiday Weekends

Free shuttles make it easier to park and ride from the north to Mickler Beach.

The Founder's Day taking place at the Mission Nombre de Dios
Saturday
Sep 12

Founder's Day 2026

Saturday, Sep. 12, 2026 | 10:00 a.m. - 2:00 p.m.

An annual celebration honoring Pedro Menendez landing in St. Augustine.

Fresh produce at a local market
Saturday
Sep 12

Old City Home & Garden Expo

Saturday, September 12, 2026, 10:00 a.m. - 5:00 p.m.

Browse the many options available for indoor and outdoor improvement.

Tuesday
Sep 15

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.

Celebrate National Estuaries Week with at this free festival for the whole family at GTM Research Reserve.
Saturday
Sep 19

Estuary Fest 2026

Saturday, Sep. 19, 2026 | 10:00 a.m. - 2:00 p.m.

Celebrate National Estuaries Week at this free festival for the whole family.

A banquet room with guests for a Human Society gala surrounded by photos of dogs
Thursday
Sep 24

Pin Up Paws: Broadway!

Thursday, Sep. 24, 2026 | 6:00 p.m. - 9:00 p.m.

The pets are Broadway stars on the 2027 Pin Up Paws Calendar, unveiled at this gala.

A group of cosplay attendees at the 2025 Ancient City Con
Friday
Sep 25

Ancient City Con 2026

Friday - Sunday, Sep. 25-27, 2026 | Times Vary

Annual celebration of science fiction, anime, fantasy, horror, and gaming.

A nearly full moon in a dark blue sky
Saturday
Sep 26

Moonlight Hike at GTMNERR

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

Enjoy this rare opportunity to hike the trails at night.

Sunday
Sep 27

Sing Out Loud Record Fair

Sunday, Sep. 27, 2026 | 11:00 a.m. - 3:00 p.m.

Filled with family fun and more than 30,000 music collectibles.

This charity 5K run/walk promotes breast cancer awareness and raises money for early detection services.
Saturday
Oct 3

Pink Up the Pace 2026

Saturday, Oct. 3, 2026 | 8:00 a.m. - 12:00 p.m.

Promoting breast cancer awareness and raising money for early detection.

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.

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