Drake's Raid
Drake's Raid

This Weekend in St. Augustine: Events & Things to Do

Looking for something to do this weekend in St. Augustine & Ponte Vedra?

Editor's Note: Please call to confirm before driving long distances as some times and details may vary.

Check out these upcoming weekend events!

1. As If! 90s Fest

Date: May 21, 2022

Headliners for the 2nd annual event include Grammy-nominated singer, Montell Jordan, who rose to fame in the 1990s for tunes like “This Is How We Do It,” “Somethin’ 4 da Honeyz,” and “Let’s Ride,” as well as Eve 6, a Southern California rock band with hit singles such as “Inside Out,” “Here’s to the Night,” “Promise,” and “Victoria,” and Quad City DJ’s, a multi-platinum group best known for the original “Space Jam” theme song as well as the hit “C’mon N’ Ride It (The Train).” Francis Field, 25 West Castillo Dr., St. Augustine. For more information, visit www.asifthe90sfest.com.

2. Living History Saunter

Date: May 21, 2022

Join living history interpreters from the Historic Florida Militia as they present a timeline of St. Augustine's colonial history from 5:30-8:30 p.m. The saunter begins at the north end of St. George Street and makes its way south to the Plaza. Interpreters answer questions related to St. Augustine's history and pose for pictures.

Catch Florida’s premiere Latin Fusion band back on stage at the Colonial Oak Music Park. Baba Caiman’s influences from different parts of Latin America highlight the beautiful sounds and rhythms from El Salvador, Colombia and the USA.

From 8:30 a.m.-12:30 p.m. every Saturday morning, shoppers stroll up and down the vendor-lined pathways of the St. Augustine Amphitheatre Farmers Market, browsing more than 100 tents loaded with local produce, flowers, baked goods, handmade arts and crafts and more.

5. First Friday Artwalk

Date: June 3, 2022

first friday artwalk event

Join Art Galleries of St. Augustine the first Friday of every month from 5-9 p.m. for new exhibits, refreshments and live music at many participating galleries.

For easy mobility downtown, patrons and visitors can enjoy the complimentary shuttle service that runs from 6-9 p.m. provided by Old Town Trolleys. To use this service, shuttle stickers may be picked up at any participating AGOSA gallery.

Drum Runners Barrel Racing | Florida's Historic Coast

Saddle up and head over to the St. Johns County Fairgrounds for monthly barrel, pole and other timed speed horse events at 1 p.m. Admission is free for spectators

schooner on the open sea

Set sail with Marineland and Schooner Freedom for a one-of-a-kind sailing experience. Come on board, help raise the sails, and then kick back and relax while you learn fascinating new facts about St. Augustine’s local marine life and their habitats.

8. Living History Saunter

Date: June 11, 2022

Join living history interpreters from the Historic Florida Militia as they present a timeline of St. Augustine's colonial history from 5:30-8:30 p.m. The saunter begins at the north end of St. George Street and makes its way south to the Plaza. I

Arts & Crafts Festival Tents | Florida's Historic Coast

A cool vibe Artisan’s Market featuring local art, trinkets, coffee, music, aromatherapy and more! Free Parking Available.

The St. Augustine Music Festival, a united multi-community choir performs an inspiring selection of Negro Spirituals and classical works all rejoicing in the triumphs of the Civil Rights movement.

11. St. Augustine Music Festival

Dates: June 23 - 25 & June 30 - July 2

The St. Augustine Music Festival is a series of six free concerts held throughout two weekends in the historic Cathedral Basilica of St. Augustine. The concerts take place Thursday to Saturday at 7:30 p.m.

12. Battle of Bloody Mose

Date: June 25, 2022

Visit Fort Mose Historic State Park for this event from 10 a.m.-2:30 p.m. with battle reenactments at 11 a.m. and 1 p.m. between the British and Scottish invaders and the victorious Spanish defenders along with the free black militia and Native American auxiliaries. Event admission is free.

Concertgoers watch as a five person band performs on stage amidst yellow and purple lights in St. Augustine, Florida.

Stop by the Colonial Oak Music Park from July 1 - 4, 2022 to celebrate Oak Fest which features some of the region's favorite performers. Hours are Friday, 8-10 p.m.; Saturday 5-10 p.m.; Sunday3-10 p.m. and Sunday 8-11 p.m. Admission is free.

15. Fireworks Over Matanzas

Date: July 4, 2022

Enjoy the Fourth of July Concert and Fireworks in St. Augustine starting at 6 p.m. with music by The All Star Orchestra in the Plaza de la Constitución. At 9:30 p.m., one of the largest fireworks displays on the East Coast bursts above the ancient Castillo de San Marcos and reflects in the waters of the Matanzas Bay. Admission is free.

For more upcoming events in St. Augustine and Ponte Vedra, check out our events calendar.