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Colonial Oak Music Park concert

All St. Augustine Events

The Oldest City is known for its unique and plentiful events.

As the longest European-occupied settlement in the United States, St. Augustine is recognized as the nation’s oldest city and the host of many major events. St. Augustine's annual celebrations reflect this rich heritage and culture, where visitors and locals convene on historic downtown's brick streets. Our Calendar of Events lists all the gathering—big and small—whether they're at the beach, downtown, or on the river. There are historic reenactments, festivals and fairs, live concerts, and pirate parties, too. There's so many events to experience in St. Augustine that locals say, "it's a small town with a big calendar."

Wednesday
May. 6

A glass of white wine and a plate of food sitting on a rustic table by the water

Staff Spotlight

St. Augustine Food + Wine Festival—2026

Great food, wine, and more at two locations over three days.

Sponsored Partners

Lightner Museum of St. Augustine

La Fiesta - Ocean Inn & Suites

La Fiesta - Ocean Inn & Suites

Beacher's Lodge - Oceanfront Suites

Beacher's Lodge - Oceanfront Suites

All St. Augustine Events

Wednesday, May 20th, 2026

A wooded trug carried by a woman with filled with fresh herbs and fruits

Wednesday Pier Farmers Market

Every Wednesday | Times Vary

Support local farmers, makers, and artists and take a walk on the beach.

A photo of black youth at a dance in St. Augustine in the early 1900s

In Our Glory: Black Joy in Jim Crow St. Augustine

Saturday, Jan. 10 - Sunday, Jun. 28, 2026 |

View a display of photographs depicting the Jim Crow era in St. Augsutine.

West King Street Wednesdays located in St. Augustine, FL.

West King Wednesdays

Third Wednesdays, Feb. - Dec. | 10:00 a.m. - 10:00 p.m.

West King Street hosts pop-up markets, live music, and fun on third Wednesdays.

People lounging on the sand enjoying live music

Music and Art by the Sea 2026

Select Summer Wednesdays | 3:00 p.m. - 9:00 p.m.

Enjoy an art exhibition and local musicians at the pier in the summer.

The raggae artist, Protoje, sitting on stone steps surrounded by palms

Protoje at Colonial Oak Music Park

Wednesday, May 20, 2026 | 6:00 p.m. to 10:00 p.m.

Blending reggae with hip-hop, jazz and soul to appeal to several generations.

Archer taking aim with a recurve bow

Military Veteran Archery

Select Third Wednesdays | 7:15 p.m. to 8:30 p.m.

Take aim and connect with other veterans.

Thursday, May 21st, 2026

Live Music on Thursdays

Every Thursday

Restaurants and bars that offer live music on Thursdays throughout the year.

A photo of black youth at a dance in St. Augustine in the early 1900s

In Our Glory: Black Joy in Jim Crow St. Augustine

Saturday, Jan. 10 - Sunday, Jun. 28, 2026 |

View a display of photographs depicting the Jim Crow era in St. Augsutine.

A container of wine bottles at an outdoor event

St. Augustine Wine Walk

On the third Thursday of most months | 6:00 p.m. - 8:00 p.m.

Casa de Vino 57 hosts a wine walk and tasting around historic downtown.

A painting by Augusto Ferrer-Dalmau showing Bernardo de Gálvez at the Siege of Pensacola

Unknown Florida in the American Revolution

Monthly, Jan. - May, 2026 | 6:30 p.m. to 8:30 p.m.

Learn how events in Florida impacted the American Revolution at this lecture series.

A large palm tree at sunset, leaning over the ocean surf

Limelight Theatre: Once on This Island

Thursday, May 7 - Sunday, May 24, 2026 | Times Vary

A popular Broadway musicial based on Hans Christian Anderson's Little Mermaid.

Willie Nelson grips his guitar, gazing ahead in quiet reflection.

Willie Nelson and Family at The St. Augustine Amphitheatre

Thursday, May 21, 2026 | 7:30 p.m. - 10:00 p.m.

Country music trailblazers showcase timeless hits.

Friday, May 22nd, 2026

Live Music on Fridays

Every Friday

Restaurants and bars that offer live music on Fridays throughout the year.

A photo of black youth at a dance in St. Augustine in the early 1900s

In Our Glory: Black Joy in Jim Crow St. Augustine

Saturday, Jan. 10 - Sunday, Jun. 28, 2026 |

View a display of photographs depicting the Jim Crow era in St. Augsutine.

Blue Crab Festival 2026

Friday, May 22 - Sunday, May 24, 2026 | Times Vary

Eat delicious seafood with the company of live music and family activities.

Tim Meadows stands in a phone booth and poses for fans.

Tim Meadows at Ponte Vedra Concert Hall

Friday, May 22, 2026 | 7:30 p.m. - 10:00 p.m.

An Emmy-nominated comedian brings his sharp wit and iconic charm to the stage.

A large palm tree at sunset, leaning over the ocean surf

Limelight Theatre: Once on This Island

Thursday, May 7 - Sunday, May 24, 2026 | Times Vary

A popular Broadway musicial based on Hans Christian Anderson's Little Mermaid.

A Night Under the Stars

Friday, May 22, 2026 | 8:30 p.m. to 10:00 p.m.

Experience the wonders of the cosmos.

Saturday, May 23rd, 2026

Live Music on Saturdays

Every Saturday

Restaurants and bars that offer live music on Saturdays throughout the year.

Cars and Coffee photo for Classic Car Museum of St. Augustine

Cars & Coffee

Fourth Saturday of the Month | 8:00 a.m. - 10:00 a.m.

Share your love for coffee and classic cars.

Visitors strolling through the local vendors tents

Amphitheatre Farmers Market

Saturdays | 8:30 a.m. to 12:30 p.m.

Enjoy fresh local produce, handmade arts and crafts, and live entertainment.

Volunteers picking up trash on the beach

GTM Reserve Beach Cleanup

Fourth Saturdays Monthly | 9:00 a.m. - 11:00 a.m.

Join the GTM Research Reserve's monthly beach cleanup.

A photo of black youth at a dance in St. Augustine in the early 1900s

In Our Glory: Black Joy in Jim Crow St. Augustine

Saturday, Jan. 10 - Sunday, Jun. 28, 2026 |

View a display of photographs depicting the Jim Crow era in St. Augsutine.

Cannon Firing at the Castillo de San Marcos

Weekend Cannon Firing

Saturdays and Sundays | 10:30 & 11:30 a.m., and 1:30, 2:30, & 3:30 p.m.

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

Blue Crab Festival 2026

Friday, May 22 - Sunday, May 24, 2026 | Times Vary

Eat delicious seafood with the company of live music and family activities.

The cast of "The Wizard of Oz"

Zoika's Dance: The Wizard of Oz

Saturday and Sunday May 23 - 24, 2026 | See Times Below

Performers tell the classic story of Oz and its familiar, playful characters.

Sam Barber sings while strumming his guitar.

Sam Barber At The St Augustine Amphitheatre

Saturday, May 23, 2026 | 7:00 p.m. - 10:00 p.m.

A celebrated artist known for his album, Restless Mind.

A large palm tree at sunset, leaning over the ocean surf

Limelight Theatre: Once on This Island

Thursday, May 7 - Sunday, May 24, 2026 | Times Vary

A popular Broadway musicial based on Hans Christian Anderson's Little Mermaid.

Bandmates from the 502s smile and pose in colorful clothing.

The 502s at Ponte Vedra Concert Hall

Saturday, May 23, 2026 | 8:00 p.m. - 10:00 p.m.

Igniting stages nationwide with their high-energy “folk orchestra” sound and singalong anthems.

Sunday, May 24th, 2026

Live Music on Sundays

Every Sunday

Restaurants and bars that offer live music on Sundays throughout the year.

Upcoming Featured Events

The cast of "The Wizard of Oz"

Saturday
May 23

Zoika's Dance: The Wizard of Oz

Saturday and Sunday May 23 - 24, 2026 | See Times Below

Performers tell the classic story of Oz and its familiar, playful characters.

A small tortois on a green lawn

Saturday
May 30

PechaKucha: Slow Down

Saturday, May 30, 2026 | 6:00 p.m. - 9:30 p.m.

Taking your time, or not—come see the diverse stories based on the topic.

A brilliant sunrise over the Bridge of Lions and St. Augustine City Marina

Saturday
May 30

Ancient City Limits: Amy Hendrickson & John Dickie IV

Saturday, May 30, 2026 | 7:00 p.m. to 9:30 p.m.

Presenting singer/songwriters Amy Hendrickson and John Dickie IV.

Creators of Lullaby of the Rivers Earth Day Festival and enthusiastic attendees

Sunday
May 31

Lullaby of the Rivers Festival

Sunday, May 31, 2026 | 10:00 a.m. to 5:00 p.m.

Enjoy this annual festival that combines live music and a reverence for nature.

A singer, leans on a grey chair while standing in front of a brick wall

Sunday
May 31

Sundays with SAMF: Robert Sims, Baritone

Sunday, May 31, 2026 | 3:00 p.m. - 5:00 p.m.

A powerful singer returns to the Waterworks stage for the St. Augustine Music Festival.

Bandmates from The Black Crowes pose in black in front of a garage door.

Tuesday
Jun 2

The Black Crowes at the St. Augustine Amphitheatre

Tuesday, Jun. 2, 2026 | 7:00 p.m. - 10:00 p.m.

A celebrated band known for blues-soaked swagger and powerhouse hits like "Hard to Handle."

Related categories

Cannon Firing at the Castillo de San Marcos

Featured Events

Musicians playing at the St. Augustine Celtic Festival

Festivals

A magician lights a straw man that is standing in his left palm

Live Entertainment

The composer faces the St. Augustine Community Chorus as they perform in the Cathedral Basilica of St. Augustine

Arts & Culture

People paddling kayaks toward the sunset in Guana

Sports & Outdoors

For Kids

Historical

Bright spring flowers decorate a building in Historic St. Augustine

Seasonal

Food

Local Things to Do

Fundraisers

Editor's Note: We encourage you to verify event times and details with the organizers, as they may change.