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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."

Sponsored Partners

Lightner Museum of St. Augustine

Beacher's Lodge - Oceanfront Suites

Beacher's Lodge - Oceanfront Suites

La Fiesta - Ocean Inn & Suites

La Fiesta - Ocean Inn & Suites

Dolphin Tours at Red Boat Tours

Sunset Cruises at Red Boat Tours

All St. Augustine Events

Tuesday, May 19th, 2026

Live Music on Tuesdays

Every Tuesday

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

A cardboard British soldier from the Revolutionary War guards the entry to this exhibit

Florida at War: St. Augustine in the American Revolution

Wednesday, May 6, 2026 | 10:00 a.m. to 5:00 p.m.

Learn about St. Augustine during the Revolutionary War.

Songwriters Night in St. Augustine

St. Augustine Songwriters Night

Monthly, on Third Tuesdays | 6:00 p.m. - 8:00 p.m.

Each month, four local songwriters share their stories and songs.

A section of a painting by Susan Schwartz, showing one of the top towers of the Lightner

Lightner Museum, Exhibit Opening: "A Moment in Time"

Thursday, Mar. 19 - Tues, July 14, 2026 | 6:00 a.m. - 8:00 p.m.

Celebrating the country's 250th, with this special exhibit of Florida art.

Dance partners performing the cha-cha

Cha-Cha Dancing at Arnold's Lounge

Tuesdays, May 5 - 26, 2026 | 6:30 p.m. - 10:00 p.m.

Have a lively and playful time learning this Cuban dance form.

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.

Wednesday, May 20th, 2026

Live Music on Wednesdays

Every Wednesday

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

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 cardboard British soldier from the Revolutionary War guards the entry to this exhibit

Florida at War: St. Augustine in the American Revolution

Wednesday, May 6, 2026 | 10:00 a.m. to 5:00 p.m.

Learn about St. Augustine during the Revolutionary War.

West King Wednesday has a wide variety of local vendors set up

West King Wednesdays

Third Wednesdays | 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.

Appealing to several generations by blending reggae with hip-hop, jazz, and soul.

A section of a painting by Susan Schwartz, showing one of the top towers of the Lightner

Lightner Museum, Exhibit Opening: "A Moment in Time"

Thursday, Mar. 19 - Tues, July 14, 2026 | 6:00 a.m. - 8:00 p.m.

Celebrating the country's 250th, with this special exhibit of Florida art.

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 cardboard British soldier from the Revolutionary War guards the entry to this exhibit

Florida at War: St. Augustine in the American Revolution

Wednesday, May 6, 2026 | 10:00 a.m. to 5:00 p.m.

Learn about St. Augustine during the Revolutionary War.

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 section of a painting by Susan Schwartz, showing one of the top towers of the Lightner

Lightner Museum, Exhibit Opening: "A Moment in Time"

Thursday, Mar. 19 - Tues, July 14, 2026 | 6:00 a.m. - 8:00 p.m.

Celebrating the country's 250th, with this special exhibit of Florida art.

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.

salsa dancers

Salsa Dancing at T. Smith Asian Bistro

Thursdays, May 14, 2026 - Jun. 4, 2026 | 7:45 p.m. - 10:00 p.m.

Spice up your moves by participating in this salsa dance series.

Mike Tramp smiles and poses in front of a bright yellow backdrop.

Mike Tramp at Cafe Eleven

Thursday, May 21, 2026 | 8:00 p.m. - 10:00 p.m.

Delivering a high-energy blend of hard rock, glam, metal, and pop rock.

Friday, May 22nd, 2026

Live Music on Fridays

Every Friday

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

A cardboard British soldier from the Revolutionary War guards the entry to this exhibit

Florida at War: St. Augustine in the American Revolution

Wednesday, May 6, 2026 | 10:00 a.m. to 5:00 p.m.

Learn about St. Augustine during the Revolutionary War.

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.

A section of a painting by Susan Schwartz, showing one of the top towers of the Lightner

Lightner Museum, Exhibit Opening: "A Moment in Time"

Thursday, Mar. 19 - Tues, July 14, 2026 | 6:00 a.m. - 8:00 p.m.

Celebrating the country's 250th, with this special exhibit of Florida art.

A painting of a young woman from the 1500s standing in an archway

All the Devils Shakespeare: Much Ado About Nothing

Friday and Saturday, May 22 - 23, 2026 | 7:00 p.m. to 9:00 p.m.

A local theatre company focusing on classic plays, presents a Shakespeare comedy.

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.

Upcoming Featured Events

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

Today
May 19

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

Saturday, Jan. 10 - Sunday, Jun. 28, 2026 | 10:00 a.m. to 5:00 p.m.

View a photography exhibit depicting the Jim Crow era in St. Augsutine.

People lounging on the sand enjoying live music

Tomorrow
May 20

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.

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

Thursday
May 21

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.

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

Thursday
May 21

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 22

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.

A painting of a young woman from the 1500s standing in an archway

Friday
May 22

All the Devils Shakespeare: Much Ado About Nothing

Friday and Saturday, May 22 - 23, 2026 | 7:00 p.m. to 9:00 p.m.

A local theatre company focusing on classic plays, presents a Shakespeare comedy.

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.