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.
Saturday
Jan 24
Jan 24
46th Annual Matanzas 5000
Saturday, Jan. 24, 2026 | 8:00 a.m.
Race through Historic Downtown.
Saturday
Jan 24
Jan 24
Collage Concert: The River City Rhythm Kings
Saturday, Jan. 24, 2026 | 7:30 p.m. - 9:15 p.m.
Swing with Dixieland Jazz and start celebrating Mardi Gras a bit early.
Saturday
Jan 24
Jan 24
South Carolina Ballet: A Midsummer Night's Dream
Saturday, Jan. 24, 2026 | 7:30 p.m. - 9:30 p.m.
EMMA presents a favorite Shakespeare comedy brought to life by dance and music.
Thursday
Jan 29
Jan 29
Los Lonely Boys at Ponte Vedra Concert Hall
Thursday, Jan. 29, 2026 | 7:30 p.m. - 10:00 p.m.
A signature Tejano, rock, and soul band that energizes fans nationwide.
Friday
Feb 6
Feb 6
Fort Mose Jazz & Blues Series: Ledisi
Friday, Feb. 6, 2026 | 7:00 p.m. - 9:30 p.m.
Winner of a Grammy and two Soul Train awards, this R&B singer opens the 2026 festival.
Friday
Feb 6
Feb 6
The Sixties Show at Ponte Vedra Concert Hall
Friday, Feb. 6, 2026 | 8:00 p.m. - 10:00 p.m.
Re-creating groovy rock, folk, blues, and pop classics from the 60s.
Saturday
Feb 7
Feb 7
Strawberry Festival
Saturday, Feb. 7, 2026 | 9:00 a.m. - 4:00 p.m.
Visit a thriving family farm, purchase produce, and take part in the festivities.
Saturday
Feb 7
Feb 7
Fort Mose Jazz & Blues Series: Gary Clark Jr.
Saturday, Feb. 7, 2026 | 7:00 p.m. - 9:30 p.m.
A four-time Grammy Award winning artist appears on day two of the series.
Saturday
Feb 7
Feb 7
Karla Bonoff at Ponte Vedra Concert Hall
Saturday, Feb. 7, 2026 | 8:00 p.m. - 10:00 p.m.
Celebrated pop rock and soft rock singer Karla Bonoff revisits her greatest hits.
Friday
Feb 13
Feb 13
Jazz and Blues Series: Robert Cray Band & Ruthie Foster
Friday, Feb. 13, 2026 | 7:00 p.m. - 9:30 p.m.
The Fort Mose series presents two Grammy winners, Robert Cray and Ruthie Foster.
Saturday
Feb 14
Feb 14
Spoonbills & Sprockets Cycling Tour
Saturday, Feb. 14, 2026 | 7:00 a.m.
Cycle Florida's A1A All-American Road.
Saturday
Feb 14
Feb 14
Jazz and Blues Series: Don Was and the Pan Detroit Ensemble
Saturday, Feb. 14, 2026 | 7:00 p.m. - 9:30 p.m.
Bassist, producer, and composer Don Was brings is new band to St. Augustine.
Saturday
Feb 14
Feb 14
Collage Concert: North Florida Jazz Quartet
Saturday, Feb 14, 2026 | 7:30 p.m. - 9:00 p.m.
Celebrate Valentine's Day with one of Northeast Florida's great jazz quartets.
Sunday
Feb 15
Feb 15
Fort Mose Jazz & Blues Series: Samara Joy
Sunday, Feb. 15, 2026 | 7:00 p.m. - 9:30 p.m.
Only 26, vocalist Samara Joy wows audiences and has won five Grammy awards.
Tuesday
Feb 17
Feb 17
Gipsy Kings Featuring Nicolas Reyes at Ponte Vedra Concert Hall
Tuesday, Feb. 17, 2026 | 7:00 p.m. - 10:00 p.m.
An award-winning band presenting multi-cultural sounds.
Thursday
Feb 19
Feb 19
St. Augustine Spanish Food and Wine Festival
Thursday, Feb. 19, to Saturday Feb. 21, 2026 | See Times Below
Celebrating Spanish wine and culture to benefit local charities.
Friday
Feb 20
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.
Saturday
Feb 21
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.
Saturday
Feb 21
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.
Saturday
Feb 21
Feb 21
Gamble Rogers Concert Series: Sunny War
Saturday, Feb. 21, 2026 | 7:00 p.m. - 10:00 p.m.
This distinctively different and highly skilled guitarist, writes honest and emotive songs.
Wednesday
Feb 25
Feb 25
Steve Hackett at Ponte Vedra Concert Hall
Wednesday, Feb. 25, 2026 | 7:30 p.m. - 10:00 p.m.
An iconic Hall of Fame inductee bringing legendary hits to life.
Thursday
Feb 26
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.
Saturday
Feb 28
Feb 28
Styx at St. Augustine Amphitheatre
Saturday, Feb. 28, 2026 | 7:00 p.m. - 10:00 p.m.
Rock and Roll Hall of Fame inductee known for timeless hits.
Tuesday
Mar 3
Mar 3
John Oates at Ponte Vedra Concert Hall
Tuesday, March 3, 2026 | 7:30 p.m. - 10:00 p.m.
An award-winning artist celebrated for his blue-eyed soul, pop rock, and R&B sound.
Thursday
Mar 5
Mar 5
Rod Stewart at the St Augustine Amphitheatre
Thursday, Mar. 5, 2026 | 7:30 p.m. - 10:00 p.m.
A Rock and Roll Hall of Fame inductee, celebrated for the iconic hit “Young Turks.”
Thursday
Mar 5
Mar 5
Evan Honer at Ponte Vedra Concert Hall
Thursday, Mar. 5, 2026 | 7:30 p.m. - 10:00 p.m.
A celebrated artist offering a fresh, heartfelt perspective on love and new beginnings.
Saturday
Mar 7
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.
Saturday
Mar 7
Mar 7
St. Augustine Community Chorus: Journey Americana
Satuday & Sunday, Mar. 7 & 8, 2026 | Times Vary
Celebrate America's 250th birthday with the local chorus and their themed songs.
Sunday
Mar 8
Mar 8
EMMA: Jacksonville Symphony Orchestra
Sunday, Mar. 8, 2026 | 2:00 p.m. - 4:00 p.m.
Celebrate the moving music of John Williams, at this Jacksonville Symphony concert.
Tuesday
Mar 10
Mar 10
THE PLAYERS Championship 2026
Tuesday, Mar. 10 - Sunday, Mar. 15, 2026 | Times Vary
Golf fans are invited to view the annual PLAYERS Championship each March.
Editor's Note: We encourage you to verify event times and details with the organizers, as they may change.
