50 Free Things To Do
Featured Upcoming Events
St. Augustine History Fest, 2026
Wednesday, May 6 - Sunday, May 10, 2026 | Times and Locations Vary
St. Augustine hosts an annual history festival in May of 2026.
St. Augustine Food + Wine Festival—2026
Thursday, May 7 - Saturday, May 9, 2026 | Times and Locations Vary
Great food, wine, and more at two locations over three days.
Drake's Raid Reenactment
Saturday, May 8, 2026 | 7:00 p.m. - 9:00 p.m.
Members of Florida Historic Militia reenact Sir Francis Drake's siege of San Agustin in 1586.
St. Augustine Concert Band Season Finale
Friday, May 8, 2026 | 7:30 p.m. - 9:00 p.m.
The band's last concert of the season is presented by the Romanza Festivale.
Sunflower & Tomato Soirée
Saturday, May 9, 2026 | 9:00 a.m. - 4:00 p.m.
Visit a thriving family farm, purchase produce, and take part in the festivities.
Romanza: St. Augustine Community Chorus
Saturday, May 9, 2026 | 7:00 p.m. to 9:00 p.m.
The St. Augustine Community Chorus offer a program titled "The Way to Peace."




















