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., September 22, 2019

Sunday, September 22, 2019

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

Guy Harvey Outpost Angler Academy: Surf Fishing

Select Sundays June – November 2019 | 6 – 10 a.m.

Learn surf fishing from one of the pros at the Guy Harvey Outpost Angler Academy.

Bird Walk at Anastasia State Park

Sunday September 22, 2019 | 8:00 – 10:00 a.m.

Bird watchers and nature lovers are invited to join this guided bird walk at Anastasia State Park.

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.

Ponte Vedra Auto Show 2019

RESCHEDULED to Sunday, September 22, 2019, 9 a.m. – 3 p.m.
Free Event

This annual auto show in Ponte Vedra Beach features almost two hundred collectors' cars, trucks, and motorcycles.

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.

The complete lineup of Sing Out Loud Music Festival concerts on Sunday, September 22, 2019.

Here's the complete lineup of free live entertainment scheduled for the Sing Out Loud Festival on Sunday, September 22, 2019.

Ancient City Con 2019

Fri., Sat., & Sun., Sept. 20, 21, & 22, 2019

The 12th Annual Ancient City Con brings new celebrity guests and a ton of activities for all ages to St. Augustine's Renaissance Resort.

Celebrating the Art and History of Florida's Highwaymen

Exhibit runs from Friday, Sept. 20, thru Wednesday, Oct. 9, 2019
2990 College Drive

This exhibit showcases the work of the Florida Highwaymen, who are recognized for their art and talent as well as for the important part they played in Florida history.

Fall Members Art Show 2019

September 11 – 29, 2019 | See below for hours
Free Event

This biannual exhibit showcases the finest work by St. Augustine's local and regional artists.

Limelight: Annie Get Your Gun

September 19 – October 20, 2019 | See below for times

The Limelight Theatre kicks off its 2019-20 season with the popular Broadway musical, "Annie Get Your Gun."

This equestrian gala celebrates the traditional performances of the famous riding schools in Vienna and Spain.

Monday, September 23, 2019

Celebrating the Art and History of Florida's Highwaymen

Exhibit runs from Friday, Sept. 20, thru Wednesday, Oct. 9, 2019
2990 College Drive

This exhibit showcases the work of the Florida Highwaymen, who are recognized for their art and talent as well as for the important part they played in Florida history.

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

Tuesday, September 24, 2019

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

Celebrating the Art and History of Florida's Highwaymen

Exhibit runs from Friday, Sept. 20, thru Wednesday, Oct. 9, 2019
2990 College Drive

This exhibit showcases the work of the Florida Highwaymen, who are recognized for their art and talent as well as for the important part they played in Florida history.

Fall Members Art Show 2019

September 11 – 29, 2019 | See below for hours
Free Event

This biannual exhibit showcases the finest work by St. Augustine's local and regional artists.

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.

Limelight: Annie Get Your Gun

September 19 – October 20, 2019 | See below for times

The Limelight Theatre kicks off its 2019-20 season with the popular Broadway musical, "Annie Get Your Gun."

Wednesday, September 25, 2019

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

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

Celebrating the Art and History of Florida's Highwaymen

Exhibit runs from Friday, Sept. 20, thru Wednesday, Oct. 9, 2019
2990 College Drive

This exhibit showcases the work of the Florida Highwaymen, who are recognized for their art and talent as well as for the important part they played in Florida history.

A Historical Look Into the Old Spanish Quarries

Wednesday, September 25, 2019 | 9 – 10 a.m.

Participants can learn all about the coquina that was quarried here and how it influenced the architecture and history of St. Augustine.

Fall Members Art Show 2019

September 11 – 29, 2019 | See below for hours
Free Event

This biannual exhibit showcases the finest work by St. Augustine's local and regional artists.