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

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.

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."

Monday, September 23, 2019

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.

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.

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.

Thursday, September 26, 2019

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

Lightner After Hours

The last Thursday of the month from 6:00 to 8:00 p.m.
(904) 824-2874
Free Event

Everyone is invited to enjoy live music, hors d'oeuvres, wine, and art at this monthly event.

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."

Friday, September 27, 2019

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

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.

Pups & Sups Surfing Contest

Friday - Saturday, September 27 - 28, 2019 | See below for times
(954) 465-3804, (954) 368-4845

Participants can surf with their dogs at this fun competition.

Sing Out Loud Music Festival: Friday, September 27, 2019

Friday, September 27, 2019
(904) 209-3746
Free Event

Here's the complete lineup of free live entertainment scheduled for the Sing Out Loud Festival on Friday, September 27, 2019.

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."

Saturday, September 28, 2019

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

Pups & Sups Surfing Contest

Friday - Saturday, September 27 - 28, 2019 | See below for times
(954) 465-3804, (954) 368-4845

Participants can surf with their dogs at this fun competition.

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.

The Castillo de San Marcos National Monument offers free admission in honor of National Public Lands Day.

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: Saturday, September 28, 2019

Saturday, September 28, 2019
(904) 209-3746
Free Event

Here's the complete lineup of free live entertainment scheduled for the Sing Out Loud Festival on Saturday, September 28, 2019.