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.
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.
Wednesday, Apr. 23 - Sunday, Apr. 27, 2025 | Times and Locations Vary
Watch — or participate in — the artistic magic of the "plein air" painting event.
Wednesday - Sunday, Apr. 23 - 27, 2025 | Times Vary
Attend photography and birding events in the field and in the classroom.
Thursday, Apr. 24, 2025 | 6:30 p.m. to 8:00 p.m.
Did tourism in Florida start with Henry Flager and his Ponce Hotel?
Thursday, Apr. 24, 2025 | 7:00 p.m. - 10.00 p.m.
A Southern rock outlaw known for his smash hit, "The Devil Comes Back to Georgia."
Friday, Apr. 25, 2025 | 12:30 p.m.
Watch plein air artists paint as you picnic in the Radzinski Family Garden.
Fourth Fridays, Mar. 28 - Aug. 22, 2025 | 7:00 p.m. - 11:00 p.m.
This cabaret-style event features musical performances and the spoken word.
Saturday, Apr. 26, 2025 | 8:00 a.m. and 9:00 a.m.
Honor K9 law enforcement at this World Golf Village running event.
Saturday - Sunday, Apr. 26 - 27, 2025 | Times Vary
Celebrate historic Hastings and its agriculture during this two-day event.
Saturday, Apr. 26, 2025 | 11:00 a.m. - 1:00 p.m.
Join Plein Air judge, Steven Walker, for a live painting demonstration.
Saturday, Apr. 26, 2025 | 7:30 p.m.
EMMA presents the Ocala Symphony Orchestra, conducted by Matthew Wardell.
Sunday, Apr. 27, 2025 | 10:30 a.m.
Lace up your sneakers and savor every moment of this annual culinary 5K.
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.
Sunday, Apr. 27, 2025 | Noon to 6:30 p.m.
Discover stunning works from the 2025 Plein Air Paint Out.
Tuesday, Apr. 29, 2025 | 8:00 p.m. - 10:00 p.m.
Two iconic southern soul and blues artists perform their greatest hits.
Wednesday, April 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, 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."
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, 2025 | 7:30 p.m. - 9:00 p.m.
Romanza 2025 opens with Flagler College's Key of Seas vocal ensemble.
Fridays - Sundays, May 2 - 11, 2025 | Times Vary
Two Englishmen visit a fishing camp in Georgia...confusion and hilarity ensue.
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, 2025 | 7:30 p.m. - 9:00 p.m.
Four local vocalists present a concert accompanied by two pianists.
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, 2024 | 12:00 p.m. - 1:00 p.m.
Four woodwind musicians perform for Romanza's Chamber Music Series.
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, 2025 | 7:30 to 9:00 p.m.
Well-known area singers offer songs of love, freedom, and peace.
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 - Sunday, May 11, 2025 | Times and Locations Vary
These historic properties offer free tours during one week in May.
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, 2025 | 6:30 p.m. - 7:30 p.m.
Bring your own chair and tap your feet along with the bluegrass and folk music.
Wednesday, May 7 - Sunday, May 11, 2025 | Times and Locations Vary
Great food, wine, and more at three locations over five days.
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, 2025 | 7:30 p.m. - 8:30 p.m.
This vocailist and guitar duo perform Barbra Streisand's best songs.
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, 2025 | 7:00 - 8:30 p.m.
Romanza takes to the beach, with a rousing concert from this brass ensemble.