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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. 7

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

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

Sponsored Partners

Lightner Museum of St. Augustine

TourPass, Save up to 40% off retail tour ticket prices

Ocean Sands Beach Boutique Inn

All St. Augustine Events

Saturday, May 3rd, 2025

Magician Bill Abbott in a blue tux, performing a card trick in front of red velvet curtains

Magic Hideaway: Magic Show

Saturdays - Select Dates | Two Shows - 6:00 p.m. and 8:30 p.m.

Jaw-dropping magic and mind reading at the Casa Monica Resort and Spa.

Five improvisers pause before performing

Romanza Festivale: Unscripted

Saturday, May 3 & Saturday, May 10, 2025 | 7:30 p.m. - 9:00 p.m.

The Romanza Festivale presents unscripted theatre, back by popular demand.

Improv performers in troupe t-shirts on stage at Third Space Improv

Sans Script Saturdays

Saturdays | 7:30 p.m. - 9:30 p.m.

A weekly comedy show created on Saturdays—sans script.

A study of piano keys superimposed by a classical score

Matanzas Vocal Artists

Saturday, May 3, 2025 | 7:30 p.m. - 9:00 p.m.

Four local vocalists present a concert accompanied by two pianists.

Sunday, May 4th, 2025

Live Music on Sundays

Every Sunday

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

A yoga class in session on the museum's lawn

Yoga on the Lawn

Every Wednesday & Sunday | 8:30 a.m. - 9:30 a.m. and 8:00 a.m. - 9:00 a.m.

The Ximenez-Fatio House hosts yoga in the museum's serene lawn.

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.

A living room sofa, covered with pillows, and lit by the sun

A Classic Theatre: The Foreigner

Fridays - Sundays, May 2 - 11, 2025 | Times Vary

An award-winning comedy that's frequently produced by college and local theaters.

Guests gathered at a decorated table

FCCC Presents: Beaches, A Celebration of the Arts

Sunday, May 4, 2025 | 6:00 p.m. - 8:00 p.m.

A fundraiser gala recognizing arts and education programs.

This chamber music ensemble has six members, two woodwind players and two strings

Romanza: The San Marco Chamber Music Society

Saturday, May 4, 2025 | 7:30 p.m. - 9:00 p.m.

A woodwind and string sixtet performs as part of the Romanza Festivale.

Monday, May 5th, 2025

Live Music on Mondays

Every Monday

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

Four members of a woodwind quartet, wearing black and holding their instruments are arrayed before a grand piano,

Chamber Music Series: 9B Woodwind Quartet

Monday, May 5, 2024 | 12:00 p.m. - 1:00 p.m.

Four woodwind musicians from North Florida perform in a Romanza concert.

Akia Uwanda performing on stage with exuberance

Akia Uwanda and Taylor Roberts: The Music You Love

Monday, May 5, 2024 | 7:30 – 9:00 p.m.

Romanza hosts a favorite singer from Jacksonville with an acclaimed guitarist.

Tuesday, May 6th, 2025

Live Music on Tuesdays

Every Tuesday

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

A couple swing dancing

Swing Dancing at Arnold's Lounge

Every Tuesday | 6:30 p.m. - 9:00 p.m.

"Cut a rug" in a fun, inclusive environment for all skill levels.

Singer Lisa Lockhart, in a blue dress, holds a microphone while standing in front of a burgandy curtain

Romanza Festivale: Lisa Lockhart & Friends

Tuesday, May 6, 2025 | 7:30 to 9:00 p.m.

Well-known area singers offer songs of love, freedom, and peace.

Wednesday, May 7th, 2025

Live Music on Wednesdays

Every Wednesday

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

Boats behind the Castillo de San Marcos National Monument

Salt Life Bluewater Tournament

Wednesday - Saturday, May 7 - 10, 2025 | See Times Below

Offshore fishing tournament with live entertainment, food, and big prizes.

A yoga class in session on the museum's lawn

Yoga on the Lawn

Every Wednesday & Sunday | 8:30 a.m. - 9:30 a.m. and 8:00 a.m. - 9:00 a.m.

The Ximenez-Fatio House hosts yoga in the museum's serene lawn.

The oldest U.S. city at sunset, as seen from the Argo, while near the Bridge of Lions

Tale Tellers of St. Augustine: "Stories from Florida's Past"

Wednesday, May 7, 2025 | 10:00 a.m. - 11:00 a.m.

Romanza presents five storytellers with five stories about St. Augustine.

The Government House will be featured as part of the St. Augustine History Festival.

St. Augustine History Fest, 2025

Wednesday, May 7 - Sunday, May 11, 2025 | Times and Locations Vary

St. Augustine hosts the fourth annual history festival in May of 2025.

The stained-glass windows and chandelier in the First Congregation Sons of Israel in St. Augustine.

St. Augustine History Fest Special Tours, 2025

Wednesday, May 7 - Sunday, May 11, 2025 | Times and Locations Vary

These historic properties offer free tours during one week in May.

Two piaianists playing the same grand piano, facing away from us

Romanza Festivale: The Echo Piano Duo

Wednesday, May 7, 2025 | 12:00 p.m. - 1:00 p.m.

These two pianists have performed in the United States, Germany, and China.

Amber Hall will lead a Community Drumming event during the Lincolnville Courtyard Concert Tuesday, May 3, 2022.

Romanza: Community Drumming with Amber Hall

Wednesday, May 7, 2025 | 6:00 – 6:30 p.m.

Join in and drum, or listen to the rhythms others create.

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

St. Augustine Food + Wine Festival

Wednesday, May 7 - Sunday, May 11, 2025 | Times and Locations Vary

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

St. Augustine band the Dunehoppers

Romanza Festivale: The Dunehoppers

Wednesday, May 7, 2025 | 6:30 p.m. - 7:30 p.m.

Bring your own chair and tap your feet along with the bluegrass and folk music.

Thursday, May 8th, 2025

Boats behind the Castillo de San Marcos National Monument

Salt Life Bluewater Tournament

Wednesday - Saturday, May 7 - 10, 2025 | See Times Below

Offshore fishing tournament with live entertainment, food, and big prizes.

Live Music on Thursdays

Every Thursday

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

The stained-glass windows and chandelier in the First Congregation Sons of Israel in St. Augustine.

St. Augustine History Fest Special Tours, 2025

Wednesday, May 7 - Sunday, May 11, 2025 | Times and Locations Vary

These historic properties offer free tours during one week in May.

The Government House will be featured as part of the St. Augustine History Festival.

St. Augustine History Fest, 2025

Wednesday, May 7 - Sunday, May 11, 2025 | Times and Locations Vary

St. Augustine hosts the fourth annual history festival in May of 2025.

Upcoming Featured Events

Audience under a shower of confetti at As If! The 90s Fest 2023

Saturday
May 3

As If! The '90s Fest

Saturday, May 3, 2025 | 2:00 p.m. - 9:00 p.m.

Slip your Game Boy in your Starter jacket and celebrate at the “As If! The ’90s Fest.”

A study of piano keys superimposed by a classical score

Saturday
May 3

Matanzas Vocal Artists

Saturday, May 3, 2025 | 7:30 p.m. - 9:00 p.m.

Four local vocalists present a concert accompanied by two pianists.

This chamber music ensemble has six members, two woodwind players and two strings

Sunday
May 4

Romanza: The San Marco Chamber Music Society

Saturday, May 4, 2025 | 7:30 p.m. - 9:00 p.m.

A woodwind and string sixtet performs as part of the Romanza Festivale.

Four members of a woodwind quartet, wearing black and holding their instruments are arrayed before a grand piano,

Monday
May 5

Chamber Music Series: 9B Woodwind Quartet

Monday, May 5, 2024 | 12:00 p.m. - 1:00 p.m.

Four woodwind musicians from North Florida perform in a Romanza concert.

Akia Uwanda performing on stage with exuberance

Monday
May 5

Akia Uwanda and Taylor Roberts: The Music You Love

Monday, May 5, 2024 | 7:30 – 9:00 p.m.

Romanza hosts a favorite singer from Jacksonville with an acclaimed guitarist.

Singer Lisa Lockhart, in a blue dress, holds a microphone while standing in front of a burgandy curtain

Tuesday
May 6

Romanza Festivale: Lisa Lockhart & Friends

Tuesday, May 6, 2025 | 7:30 to 9:00 p.m.

Well-known area singers offer songs of love, freedom, and peace.

Related categories

Cannon Firing at the Castillo de San Marcos

Featured Events

Musicians playing at the St. Augustine Celtic Festival

Festivals

Live Entertainment

Arts & Culture

Sports & Outdoors

For Kids

Historical

Pink azaeleas in bloom among live oaks

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.