Today
May 9
May 9
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.
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
May 9
May 9
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.
Today
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 in English.
Today
May 9
May 9
Music and Art by the Sea 2025
Select Wednesdays, in May, Jun., Aug., & Sep., 2025 | 3:00 p.m. - 9:00 p.m.
Enjoy an art exhibition and local musicians at the pier in the summer.
Sponsored Partners
Today
May 9
May 9
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.
Today
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.
Today
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.
Tomorrow
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.
Tomorrow
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 Fountain of Youth.
Tomorrow
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.
Tomorrow
May 10
May 10
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.
Tomorrow
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.
Tomorrow
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."
Sunday
May 11
May 11
Romanza Festivale: Svetlana & the New York Collective
Sunday, May 11, 2025 | 4:00 p.m. - 5:30 p.m.
A live performance from Billboard's 2019 #1 Jazz Album, "Night at the Movies."
Sunday
May 11
May 11
Romanza: The Art of Jazz and Wine
Sunday, May 11, 2025 | 6:00 p.m. to 8:00 p.m.
Art, wine, and jazz—enjoy this trifecta of Romanza fun.
Monday
May 12
May 12
Romanza: Telling Tales about the "Ladies of Florida"
Monday, May 12, 2025 | 11:00 a.m. - 12:00 p.m.
The Florida Storytelling Troupe focuses on tales about Florida ladies.
Monday
May 12
May 12
Romanza: Kimberly Beasley & Brian Luckett—Soprano and Guitar
Monday, May 12, 2025 | 12:00 p.m. - 1:00 p.m.
A soprano and guitarist present one of Romanza's chamber music concerts.
Tuesday
May 13
May 13
Romanza: The Elite First Coast Flute Choir
Tuesday, May 13, 2025 | 7:30 p.m. - 9:00 p.m.
An elite flute ensemble comprised of local community members.
Wednesday
May 14
May 14
Romanza Festivale: David Pedraza, Violist
Wednesday, May 14, 2025 | 12:00 p.m. - 1:00 p.m.
Two members of the Con Brio ensembles perform for this Chamber Music Series concert.
Wednesday
May 14
May 14
Romanza: Stories about Holding Down the Homefront
Wednesday, May 14, 2025 | 2:00 p.m. - 3:00 p.m.
The Storytelling Sims, present tales of St. Augustine during WWII.
Wednesday
May 14
May 14
Romanza Festivale: Dr. Jonathan Dotson, Classical Guitar
Wednesday, May 14, 2025 | 7:30 p.m. - 8:30 p.m.
Enjoy classical guitar performed by an expert and the ensemble he instructs.
Thursday
May 15
May 15
Deborah Dickey on Marjorie Kinnan Rawlings
Thursday, May 15, 2025 | 3:00 p.m. - 4:00 p.m.
Learn about the letters Rawlings shared with her husband during World War II.
Thursday
May 15
May 15
Michael Franti & Spearhead at the St. Augustine Amphitheatre
Thursday, May 15, 2025 | 6:30 p.m. - 10:00 p.m.
Experience positive vibes through reggae, hip-hop, and dancehall music.
Thursday
May 15
May 15
Romanza: Beaux Art Chamber Ensemble
Thursday, May 15, 2025 | 7:30 p.m. - 9:30 p.m.
Three award-winning musicians perform an evening of piano trios.
Friday
May 16
May 16
Romanza: Jazz with Evan Anderson Quartet
Friday, May 16, 2025 | 12:00 p.m. - 1:00 p.m.
This jazz quartet, from the UNF in Jacksonville, performs standards and new music.
Friday
May 16
May 16
Romanza Festivale: Mama Blue in the Plaza
Friday, May 16, 2025 | 6:30 p.m. - 8:00 p.m.
Bring your chair and listen to Mama Blue under the stars.
Friday
May 16
May 16
Romanza: A Classic Theater—"Shrink Wrap"
Friday, May 16 & 17, 2024 | Times Vary
A staged reading of a play skewering politics, the media, and corporate America.
Friday
May 16
May 16
Romanza: St. Augustine Concert Band
Friday, May 16, 2025 | 7:30 p.m. - 9:00 p.m.
The band's season finale, "Americana," features music from across the country.
Friday
May 16
May 16
Spring Fling with 3 Blind Dates – an Unscripted Romantic Comedy
Friday, May 16, 2025 | 8:30 p.m. - 10:00 p.m.
The audience's dating stories and spring inspire this improvised rom com.
Saturday
May 17
May 17
St. Augustine Ballet: "Rapunzel"
Saturday, May 17, 2025 | 1:30 p.m. & 7:00 p.m.
Experience the tale of a trapped girl in a tower awaiting freedom and love.
Saturday
May 17
May 17
St. Augustine Orchestra: Afternoon Tea
Saturday, May 17, 2025 | 4:00 p.m. - 6:00 p.m.
Listen to the chamber and have an elegant dining experience.
Saturday
May 17
May 17
Dylan Scott at The St. Augustine Amphitheatre
Saturday, May 17, 2025 | 7:00 p.m. - 10:00 p.m.
A country superstar famous for his breakout hit, "My Girl."
Saturday
May 17
May 17
Romanza: The Gainesville Brass Quintet
Wednesday, May 17, 2025 | 7:30 p.m. - 9:00 p.m.
Catch this brass concert featuring five brass musicians and organist, Thomas Rodgers.
Sunday
May 18
May 18
Romanza: Sundays with SAMF—Robert Sims
Sunday, May 18, 2025 | 2:30 p.m. - 4:30 p.m.
Enjoy this concert by Robert Sims, lyric baritone.
Editor's Note: We encourage you to verify event times and details with the organizers, as they may change.
