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., October 14, 2019

Friday, October 18, 2019

Doug Crane Kayak Trips

Thursday – Sunday, October 17 – 20, 2019 | see times below
(904) 209-0335
1039 Shore Dr.

These guided kayak trips explore the marshes of the Matanzas River.

18th Annual Tactile Art Show

Opening reception at 5 p.m. Fri,. Oct. 4; exhibit runs thru Oct. 27, 2019
Free Event

The 18th Annual Tactile Art Show features a variety of touchable art, including pottery, sculpture, fiber art and more.

Pumpkin Patches and Fall Activities

Throughout the month of October in 2019

Pumpkins and fall festivals abound in St. Augustine during the month of October.

Blues Fest 2019

Friday and Saturday, October 18 and 19, 2019
(904) 228-0051

The Blues Fest at St. Benedict the Moor Catholic Church is all about great blues performances and great BBQ.

Sykes Family Farms Crop Maze

Fridays, Saturdays, and Sundays October 5 – 27, 2019 | See times below
The popular corn maze at Sykes Family Farms in Elkton, FL.

Explore the truly "amaizing" crop maze at Sykes Family Farms and enjoy lots of other fun fall activities.

Bratini Fundraiser

Friday, October 18, 2019, 6 – 9 p.m.
(904) 599-2551

Support cancer awareness while enjoying a night of food, music, and laughter at the Guy Harvey Resort in St. Augustine Beach.

Castillo Tour: Taking the Plunge

Friday, October 18, 2019, at 6:15, 7:15, and 8:15 p.m.
The Castillo de San Marcos hosts a special Candlelight Tour called "Taking the Plunge," which explores the life of a Spanish soldier during St. Augustine's First Spanish period.

This special Candlelight Tour brings to life the story of a young man whe served in the Castillo in the late 17th century.

HOLLER-Ween Fest 2019

Friday & Saturday, October 18 & 19 and 25 & 26, 2019 | 6:30 p.m.
(386) 986-8107

The whole family will enjoy the Halloween activities at the HOLLER-Ween Fest at the Florida Agricultural Museum.

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."

St. Augustine Orchestra's Season Premiere

Friday, October 18, 2019 | 8 – 9:30 p.m.
(904) 540-6664

The St. Augustine Orchestra will open its 2019-20 season with "Masterworks Concert: Brahms, Schubert, and Friends."

Saturday, October 19, 2019

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

Cracker Day Celebration 2019

Saturday, October 19, 2019, 8 a.m. – 5 p.m.

Enjoy a celebration of cowboy "cracker" heritage at the 60th Annual Cracker Day Celebration.

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.

GTM Guided Beach Exploration

Third Saturday of the month | 9:00 – 11:00 a.m.
(904) 823-4500
2200 Ponte Vedra Blvd.

Visitors can take a beachside walk through the Guana Research Reserve and learn about the natural wildlife.

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.

Biketoberfest 2019

Thursday – Sunday, October 17 – 20, 2019
Free Event

Daytona Beach hosts its 27th Annual Biketoberfest in 2019.

Sykes Family Farms Crop Maze

Fridays, Saturdays, and Sundays October 5 – 27, 2019 | See times below
The popular corn maze at Sykes Family Farms in Elkton, FL.

Explore the truly "amaizing" crop maze at Sykes Family Farms and enjoy lots of other fun fall activities.

A Historical Look Into the Old Spanish Quarries

Saturday, October 19, 2019 | 10 – 11 a.m.
(904) 461-2033

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

Weekend Cannon Firing

Every Friday, Saturday, and Sunday

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

Tolomato Cemetery Tour

The third Saturday of each month: 11 a.m. - 3 p.m.
(904) 257-3273
Free Event

The Tolomato Cemetery is open to the public only on the third Saturday of each month.

18th Annual Tactile Art Show

Opening reception at 5 p.m. Fri,. Oct. 4; exhibit runs thru Oct. 27, 2019
Free Event

The 18th Annual Tactile Art Show features a variety of touchable art, including pottery, sculpture, fiber art and more.

Blues Fest 2019

Friday and Saturday, October 18 and 19, 2019
(904) 228-0051

The Blues Fest at St. Benedict the Moor Catholic Church is all about great blues performances and great BBQ.

Pumpkin Patches and Fall Activities

Throughout the month of October in 2019

Pumpkins and fall festivals abound in St. Augustine during the month of October.

Doug Crane Kayak Trips

Thursday – Sunday, October 17 – 20, 2019 | see times below
(904) 209-0335
1039 Shore Dr.

These guided kayak trips explore the marshes of the Matanzas River.