On this page you'll find a calendar of upcoming local events created by our friends over at St. Augustine Social. Click on a specific event to learn more. Our event calendar goes out three months. If you're planning a stay further in advance, please check back as your stay nears to see more events.

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Drake’s Raid Re-Enactment

June 1, 2019 @ 10:00 am - 5:00 pm


Historic Florida Militia will present the 30th annual reenactment of Sir Francis Drake’s raid on old St. Augustine on Saturday, June 1st from 10:00 a.m. to 5:00 p.m. Drake’s Raid is an annual event that re-creates this historic raid that occurred on June 6, 1586, when 2,000 Englishmen in 23 ships attacked the Spanish settlement of St. Augustine.

The re-enactment will include a re-created 16th-century-style military encampment, featuring drills, weapon demonstrations and living history interpretations.

At 7:00 p.m., the reenactment of the sacking and burning of the town will begin at the City Gate and will proceed down St. George Street to end at the Plaza de la Constitución.This event commemorates the temporary abandonment of the city of St. Augustine by Spanish colonial forces. After the town was looted and burned by Drake’s men, the Spanish returned to rebuild it.

Admission to this event is free. However, regular park admission rates apply for the encampment at the Colonial Quarter.

For more information on the reenactment, visit their website.


June 1, 2019
10:00 am - 5:00 pm
Event Category:


Colonial Quarter
33 St. George St
St. Augustine, FL 32084 United States
View Venue Website