Today
Apr 26
Apr 26
Plein Air Paint Out
Wednesday, Apr. 23 - Sunday, Apr. 27, 2025 | Times and Locations Vary
Watch — or participate in — the artistic magic of the "plein air" painting event.
Can't-Miss Events
Find the latest and greatest events in the oldest city.
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.
Today
Apr 26
Apr 26
EMMA Concert: Ocala Symphony Orchestra
Saturday, Apr. 26, 2025 | 7:30 p.m.
EMMA presents the Ocala Symphony Orchestra, conducted by Matthew Wardell.
Tomorrow
Apr 27
Apr 27
Cabbage, Potato, & Bacon Festival
Saturday - Sunday, Apr. 26 - 27, 2025 | Times Vary
Celebrate historic Hastings and its agriculture during this two-day event.
Tomorrow
Apr 27
Apr 27
Race to the Taste 5K
Sunday, Apr. 27, 2025 | 10:30 a.m.
Lace up your sneakers and savor every moment of this annual culinary 5K.
Sponsored Partners
Tomorrow
Apr 27
Apr 27
A Taste of St. Augustine 2025
Sunday, Apr. 27, 2025 | 11:00 a.m. - 4:00 p.m.
Sample a wide variety of St. Augustine cuisine at this popular annual food festival.
Tomorrow
Apr 27
Apr 27
Plein Air Pop-up Exhibit
Sunday, Apr. 27, 2025 | Noon to 3:00 p.m.
Discover stunning works from the 2025 Plein Air Paint Out.
Tomorrow
Apr 27
Apr 27
Florida's Birding & Photo Fest - 2025
Wednesday - Sunday, Apr. 23 - 27, 2025 | Times Vary
Attend photography and birding events in the field and in the classroom.
Tuesday
Apr 29
Apr 29
Mike Zito & Albert Castiglia at Cafe Eleven
Tuesday, Apr. 29, 2025 | 8:00 p.m. - 10:00 p.m.
Two iconic southern soul and blues artists perform their greatest hits.
Wednesday
Apr 30
Apr 30
Wilco at the St. Augustine Amphitheatre
Wednesday, Apr. 30, 2025 | 7:00 p.m. - 10:00 p.m.
A Grammy-winning band celebrated for their fusion of rock, folk, and experimental styles.
Thursday
May 1
May 1
Pat Benatar & Neil Giraldo at the St. Augustine Amphitheatre
Thursday, May 1, 2025 | 6:30 p.m. - 10:00 p.m.
Hall of Fame inductees return to the stage, performing their iconic hit, "Love Is a Battlefield."
Friday
May 2
May 2
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.
Friday
May 2
May 2
Romanza: Key of Seas
Friday, May 2, 2025 | 7:30 p.m. - 9:00 p.m.
Romanza 2025 opens with Flagler College's Key of Seas vocal ensemble.
Friday
May 2
May 2
Romanza: A Classic Theatre— "The Foreigner"
Fridays - Sundays, May 2 - 11, 2025 | Times Vary
Two Englishmen visit a fishing camp in Georgia...confusion and hilarity ensue.
Saturday
May 3
May 3
As If! The '90s Fest
Saturday, May 3, 2025 | 2:00 p.m. - 9:00 p.m.
Slip your Game Boy in your Starter jacket and celebrate at the “As If! The ’90s Fest.”
Saturday
May 3
May 3
Romanza Festivale: Matanzas Vocal Artists
Saturday, May 3, 2025 | 7:30 p.m. - 9:00 p.m.
Four local vocalists present a concert accompanied by two pianists.
Sunday
May 4
May 4
Romanza: The San Marco Chamber Music Society
Saturday, May 4, 2025 | 7:30 p.m. - 9:00 p.m.
A woodwind and string sixtet performs as part of the Romanza Festivale.
Monday
May 5
May 5
Romanza: 9B Woodwind Quartet
Monday, May 5, 2024 | 12:00 p.m. - 1:00 p.m.
Four woodwind musicians perform for Romanza's Chamber Music Series.
Monday
May 5
May 5
Romanza: Akia Uwanda and Taylor Roberts
Monday, May 5, 2025 | 7:30 p.m. – 9:00 p.m.
A favorite Jacksonville singer and an acclaimed guitarist perform "The Music You Love."
Tuesday
May 6
May 6
Romanza Festivale: Lisa Lockhart & Friends
Tuesday, May 6, 2025 | 7:30 to 9:00 p.m.
Well-known area singers offer songs of love, freedom, and peace.
Wednesday
May 7
May 7
St. Augustine History Fest, 2025
Wednesday, May 7 - Sunday, May 11, 2025 | Times and Locations Vary
St. Augustine hosts the fourth annual history festival in May of 2025.
Wednesday
May 7
May 7
St. Augustine History Fest Special Tours, 2025
Wednesday, May 7 - Sunday, May 11, 2025 | Times and Locations Vary
These historic properties offer free tours during one week in May.
Wednesday
May 7
May 7
Romanza Festivale: The Echo Piano Duo
Wednesday, May 7, 2025 | 12:00 p.m. - 1:00 p.m.
These two pianists have performed in the United States, Germany, and China.
Wednesday
May 7
May 7
St. Augustine Food + Wine Festival
Wednesday, May 7 - Sunday, May 11, 2025 | Times and Locations Vary
Great food, wine, and more at three locations over five days.
Wednesday
May 7
May 7
Romanza Festivale: The Dunehoppers
Wednesday, May 7, 2025 | 6:30 p.m. - 7:30 p.m.
Bring your own chair and tap your feet along with the bluegrass and folk music.
Thursday
May 8
May 8
Romanaza Festivale: David Ouellette, Visual Artist
Thursday, May 8, 2025 | 3:00 p.m. - 4:00 p.m.
Local artist David Ouellette is the speaker at this wine and cheese event.
Thursday
May 8
May 8
Romanza Festivale: Yael and Gabriel
Thursday, May 8, 2025 | 7:30 p.m. - 8:30 p.m.
This vocailist and guitar duo perform Barbra Streisand's best songs.
Friday
May 9
May 9
Romanza Festivale: The Pinnacle Singers
Friday, May 9, 2025 | 12:00 p.m. - 1:00 p.m.
First Coast Opera presents a world-renowned operatic foursome performing in English.
Friday
May 9
May 9
Romanza Festivale Finale: Bold City Brass
Friday, May 9, 2025 | 7:00 - 8:30 p.m.
Romanza takes to the beach, with a rousing concert from this brass ensemble.
Friday
May 9
May 9
Romanza: St. Augustine Orchestra Spring Concert
Friday, May 9, 2025 | 8:00 p.m. - 9:30 p.m.
The orchestra features fun, light pieces, including the work of Leroy Anderson.
Saturday
May 10
May 10
Sunflower and Tomato Festival 2025
Saturday, May 10, 2025 | 9:00 a.m. - 5:00 p.m.
Visit a thriving family farm, purchase produce, and take part in the festivities.
Saturday
May 10
May 10
Florida Historic Militia Encampment
Saturday, May 10, 2025 | 10:00 a.m. to 5:00 p.m.
Members of Florida Historic Militia set up camp at the Oldest House Museum.
Saturday
May 10
May 10
Romanza: Flo-Arts Students Celebrate Musicals
Saturday, May 10, 2025 | 4:00 p.m. - 5:00 p.m.
Students of Florida School of the Arts perform music from Broadway for Romanza.
Saturday
May 10
May 10
Drake's Raid Reenactment
Saturday, May 10, 2025 | 7:00 p.m. - 9:00 p.m.
Members of Florida Historic Militia reenact Sir Francis Drake's siege of San Agustin in 1586.
Saturday
May 10
May 10
Romanza: St. Augustine Community Chorus
Saturday, May 10, 2025 | 7:30 p.m. to 9:00 p.m.
The Bel Canto Singers of Daytona join the Chorus in a program called "Hope Eternal."
Editor's Note: We encourage you to verify event times and details with the organizers, as they may change.
