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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

2025 Food and Wine festival display

La Fiesta - Ocean Inn & Suites

La Fiesta - Ocean Inn & Suites

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

All St. Augustine Events

Saturday, May 3rd, 2025

Drum Runner Series Barrel Racing

Select Saturdays, Jan. - Nov., 2025 | 1:00 p.m. - 5:00 p.m.

These monthly equestrian competitions are free for spectators.

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

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.”

On a stage set of an old fishing cottage, two men face each other across a plaid tablecloth, holding whiskey glasses to their heads

Romanza: A Classic Theatre— "The Foreigner"

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

Two Englishmen visit a fishing camp in Georgia...confusion and hilarity ensue.

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

Magic Hideaway: Magic Show

Saturdays - Select Dates | One Show at 6:00 p.m.

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

The top of the St. Augustine Lighthouse lit by a full moon

Dark of the Moon Ghost Tour

Select Dark Nights | Times Vary

Armed only with glowsticks, guides tell tales of history and ghosts.

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.

A study of piano keys superimposed by a classical score

Romanza Festivale: 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.

Three sailboats racing on the Tolomato River

Ladybug Race, Workshops, and Dinner

Saturday and Sunday, May 3 and 4, 2025 | Time Vary

Learn about sailing and cruising with workshops and a race.

The St. Augustine Farmers Market promo poster

Farmers Market at the Classic Car Museum

Sundays from 10:00 a.m. to 2:00 p.m.

Support local businesses and farmers at this community event.

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.

Bidders smile and hold up their paddles.

Betty Griffin Center Quarter Auction

Sunday, May 4, 2025 | 11:00 a.m. - 2:00 p.m.

Bid on fun items using quarters, with proceeds going to the Betty Griffin Center.

On a stage set of an old fishing cottage, two men face each other across a plaid tablecloth, holding whiskey glasses to their heads

Romanza: A Classic Theatre— "The Foreigner"

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

Two Englishmen visit a fishing camp in Georgia...confusion and hilarity ensue.

Monsieur Hulot and his nephew in the film, "Mon Oncle"

St. Augustine Film Society: Mon Oncle

Sunday, May 4, 2025 | 4:00 p.m. - 7:00 p.m.

A French comedy about the exploration of two contrasting worlds.

The band Motet, standing together with a black background

Motet and Dizgo at Colonial Oak Music Park

Sunday, May 4, 2025 | 6:00 p.m. - 10:00 p.m.

Bringing together two touring groups for a dance party and musical chemistry.

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.

The top of the St. Augustine Lighthouse lit by a full moon

Dark of the Moon Ghost Tour

Select Dark Nights | Times Vary

Armed only with glowsticks, guides tell tales of history and ghosts.

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.

Bad Outdoorsman Suit artwork by Katie Hargrave and Meredith Laura Lynn

Bad Outdoorsmen Exhibit

Mondays - Saturdays, Jan. 20 - Apr. 19, 2025 | 10:00 a.m. - 4:00 p.m.

Challenge your perception of nature, conservation, and outdoor exploration.

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

Romanza: 9B Woodwind Quartet

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

Four woodwind musicians perform for Romanza's Chamber Music Series.

Akia Uwanda performing on stage with exuberance

Romanza: Akia Uwanda and Taylor Roberts

Monday, May 5, 2025 | 7:30 p.m. – 9:00 p.m.

A favorite Jacksonville singer and an acclaimed guitarist perform "The Music You Love."

Tuesday, May 6th, 2025

Live Music on Tuesdays

Every Tuesday

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

Bad Outdoorsman Suit artwork by Katie Hargrave and Meredith Laura Lynn

Bad Outdoorsmen Exhibit

Mondays - Saturdays, Jan. 20 - Apr. 19, 2025 | 10:00 a.m. - 4:00 p.m.

Challenge your perception of nature, conservation, and outdoor exploration.

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.

Upcoming Featured Events

A study of piano keys superimposed by a classical score

Saturday
May 3

Romanza Festivale: 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

Romanza: 9B Woodwind Quartet

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

Four woodwind musicians perform for Romanza's Chamber Music Series.

Akia Uwanda performing on stage with exuberance

Monday
May 5

Romanza: Akia Uwanda and Taylor Roberts

Monday, May 5, 2025 | 7:30 p.m. – 9:00 p.m.

A favorite Jacksonville singer and an acclaimed guitarist perform "The Music You Love."

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.

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

Wednesday
May 7

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.

Related categories

Violinst Luca Ciarla gesturing with his bow, on stage in front of a yellow background

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

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.