St. Augustine Events

As the longest European-occupied settlement in the U.S., St. Augustine is recognized as the nation’s oldest city and host for a multitude of upcoming events. Annual celebrations in St. Augustine reflect this rich heritage and culture, where visitors and locals alike pack the cobblestone streets of historic downtown to participate in events. Our Calendar of Events lists all the exciting things to do in St. Augustine. There are authentic historical re-enactments, exciting attractions, local festivals and fairs, live music concerts, historic guided tours, and so much more to experience in the nation’s oldest city.

E.g., August 20, 2019

Friday, September 6, 2019

First Friday Art Walk

First Friday of each month, 5 - 9 p.m.
Free Event

Browse the wide variety of creative artwork exhibited at St. Augustine's fine art galleries and enjoy an evening of refreshments and live entertainment at this festive monthly event.

Saturday, September 7, 2019

These St. Augustine restaurants and bars offer live music on Saturdays throughout the year.

Drum Runner Series Barrel Racing

First Saturday of the month Feb. 2 – Nov. 2, 2019
Free Event

These monthly Drum Runners equestrian competitions are free for spectators.

Feel the Love 5K 2019

Saturday, September 7, 2019, 8:00 a.m.

This 5K welcomes ages 9 to 75+ for a run that begins and ends at the St. Augustine Beach Pier.

Amphitheatre Farmers Market

Every Saturday morning | 8:30 a.m. – 12:30 p.m.
Free Event

This weekly farmers market offers fresh local produce, baked goods, seafood, and a variety of arts and crafts.

St. Augustine Flea Market

Every Saturday and Sunday, 9 a.m. – 4 p.m.
Free Event

Huge flea market offering a variety of vendors including a hydroponic U-pick farm offering fresh produce.

Guided Exploration Hike at GTM Research Reserve

First Saturday of the month, 9:00 – 11:00 a.m.
Free Event

Visitors are welcome to participate in this scenic walk through the Guana Peninsula in Ponte Vedra Beach.

Fort Mose Militia Muster & Training

The first Saturday of the month | 9 - 11:30 a.m.
(904) 823-2232
Free Event

Experience authentic 18th century weapons demonstrations with the Fort Mose Militia.

Founder's Day 2019

Saturday, September 7, 2019, 10 a.m. – 5 p.m.
Free Event

Join the city of St. Augustine as it commemorates the 454th anniversary of its founding on September 8, 1565.

Morning Market at St. Augustine Outlet Mall

First Saturday of every month | 10 a.m. – 1 p.m.
(904) 217-5399
Free Event

Shop farm fresh, homemade and handmade goods at the St. Augustine Outlet Mall.

Annual Corvette and All Chevrolet Car and Truck Show

Saturday, September 7, 2019 | 10 a.m. – 3 p.m.
(904) 494-6724
2255 U.S. 1 South

Celebrate all things Chevrolet at the 6th Annual Corvette Show and enjoy live music, raffles, food trucks, and activities for the whole family.

Weekend Cannon Firing

Every Friday, Saturday, and Sunday

Be a part of history at the Castillo de San Marcos every weekend!

Sing Out Loud Festival 2019

4 weekends in September 2019 | See details below
Free Event

St. Augustine's Sing Out Loud Music Festival returns with four full weekends of free concerts at multiple venues in September 2019.

Sing Out Loud Music Festival: Saturday, September 7, 2019

Saturday, September 7, 2019
(904) 209-3746
Free Event

Here's the complete lineup for the Sing Out Loud Music Festival concerts on Saturday, September 7, 2019.

Sunday, September 8, 2019

These St. Augustine restaurants and bars offer live music on Sundays throughout the year.

St. Augustine Flea Market

Every Saturday and Sunday, 9 a.m. – 4 p.m.
Free Event

Huge flea market offering a variety of vendors including a hydroponic U-pick farm offering fresh produce.

Weekend Cannon Firing

Every Friday, Saturday, and Sunday

Be a part of history at the Castillo de San Marcos every weekend!

Sing Out Loud Festival 2019

4 weekends in September 2019 | See details below
Free Event

St. Augustine's Sing Out Loud Music Festival returns with four full weekends of free concerts at multiple venues in September 2019.

Sing Out Loud Music Festival: Sunday, September 8, 2019

Sunday, September 8, 2019
(904) 209-3746
Free Event

Here's the complete lineup for the Sing Out Loud Music Festival concerts on Sunday, September 8, 2019.

Bouquets & Boutonnieres Bridal Show 2019

Sunday, September 8, 2019, 12 noon – 4 p.m.
(904) 600-4554
600 Palencia Club Drive

Get a head start on your wedding planning at this comprehensive bridal show at the Palencia Club.

Monday, September 9, 2019

These St. Augustine restaurants and bars offer live music on Mondays throughout the year.

Tuesday, September 10, 2019

These St. Augustine restaurants and bars offer live music on Tuesdays throughout the year.

Night Market at the Amphitheatre

6 - 9 p.m. on 2nd and 4th Tuesday of the month from March thru October 2019
Free Event

This twice-a-month nighttime farmers market offers fresh local produce, baked goods, seafood, and a variety of arts and crafts.

Wednesday, September 11, 2019

These St. Augustine restaurants and bars offer live music on Wednesdays throughout the year.

Wednesday Pier Farmers Market

Every Wednesday
(904) 315-0952
Free Event

Find fresh, local foods, hand-crafted items, fresh herbs and much more at this beachfront farmers market.