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Drinks & Music

Thursday, May 8th, 2025

Plates of Candlelight South's food and alcoholic beverages

Boozin' on the Boulevard

Every Thursday | 5:00 p.m. - 8:00 p.m.

Try an assortment of beverages and cuisine with easy transportation.

Nattali Rize sits in a chair and poses in front of a bright yellow backdrop.

Nattali Rize At Cafe Eleven

Thursday, May 8, 2025 | 8:00 p.m. - 10:00 p.m.

A celebrated reggae artist known for her smash hit, "One People."

Friday, May 9th, 2025

Davy Knowles clutches his guitar and sings to audiences in front of a black backdrop.

Davy Knowles at Café Eleven

Friday, May 9, 2025 | 8:00 p.m. - 10:00 p.m.

A guitar-toting blues and rock artist sparking energy in his performances.

Saturday, May 10th, 2025

Visitors strolling through the local vendors tents

Amphitheatre Farmers Market

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

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

Bandmates from the Backtrack Blues Band smile and pose with their guitars.

Backtrack Blues Band at Cafe Eleven

Saturday, May 10, 2025 | 8:00 p.m. - 10:00 p.m.

A high-energy blues band, known for their smash hit, "Heavy Built Woman."

Sunday, May 11th, 2025

Sue Foley wears a hat and poses in a field with flowers.

Sue Foley at Cafe Eleven

Sunday, May 11, 2025 | 8:00 p.m. - 10:00 p.m.

An award-winning blues maven, presenting her latest and greatest hits.

Tuesday, May 13th, 2025

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.

Thursday, May 15th, 2025

Plates of Candlelight South's food and alcoholic beverages

Boozin' on the Boulevard

Every Thursday | 5:00 p.m. - 8:00 p.m.

Try an assortment of beverages and cuisine with easy transportation.

Friday, May 16th, 2025

Albert Castiglia performs on stage with his guitar.

Albert Castiglia At Café Eleven

Friday, May 16, 2025 | 8:00 p.m. - 10:00 p.m.

Setting fire to the stage with timeless blues hits.

Saturday, May 17th, 2025

Visitors strolling through the local vendors tents

Amphitheatre Farmers Market

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

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

Tuesday, May 20th, 2025

Bob Patterson and David Watt Besley hosting Songwriters Night at the Oasis, with guests Don Cooper and Kat Archer

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 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.

Thursday, May 22nd, 2025

Plates of Candlelight South's food and alcoholic beverages

Boozin' on the Boulevard

Every Thursday | 5:00 p.m. - 8:00 p.m.

Try an assortment of beverages and cuisine with easy transportation.

Friday, May 23rd, 2025

Blue Crab Festival 2025

Friday, May 23 - Sunday, May 25, 2025 | Times Vary

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

A stand up microphone on the Third Space Improv stage.

Magic Mic

Fourth Fridays | 8:00 p.m. - 10:00 p.m.

An all arts open mic for both local and visiting talent.

Saturday, May 24th, 2025

Visitors strolling through the local vendors tents

Amphitheatre Farmers Market

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

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

Blue Crab Festival 2025

Friday, May 23 - Sunday, May 25, 2025 | Times Vary

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

Sunday, May 25th, 2025

Blue Crab Festival 2025

Friday, May 23 - Sunday, May 25, 2025 | Times Vary

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

Tuesday, May 27th, 2025

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.

Thursday, May 29th, 2025

Plates of Candlelight South's food and alcoholic beverages

Boozin' on the Boulevard

Every Thursday | 5:00 p.m. - 8:00 p.m.

Try an assortment of beverages and cuisine with easy transportation.

Rick Springfield at St. Augustine Amphitheatre

Thursday, May 29, 2025 | 6:30 p.m. - 10:00 p.m.

An '80s icon presenting "Jessie's Girl" and other classic hits.

Saturday, May 31st, 2025

Visitors strolling through the local vendors tents

Amphitheatre Farmers Market

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

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

Tuesday, June 3rd, 2025

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.

Anthony Gomes wears black clothing while posing with his guitar.

Anthony Gomes at Cafe Eleven

Tues. & Wed., Jun. 3 & Jun. 4, 2025 | 8:00 p.m. - 10:00 p.m.

A Mississippi Delta Blues maven with celebrity appeal.

Wednesday, June 4th, 2025

Anthony Gomes wears black clothing while posing with his guitar.

Anthony Gomes at Cafe Eleven

Tues. & Wed., Jun. 3 & Jun. 4, 2025 | 8:00 p.m. - 10:00 p.m.

A Mississippi Delta Blues maven with celebrity appeal.

Thursday, June 5th, 2025

Plates of Candlelight South's food and alcoholic beverages

Boozin' on the Boulevard

Every Thursday | 5:00 p.m. - 8:00 p.m.

Try an assortment of beverages and cuisine with easy transportation.

Saturday, June 7th, 2025

Visitors strolling through the local vendors tents

Amphitheatre Farmers Market

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

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

Tuesday, June 10th, 2025

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.

Thursday, June 12th, 2025

Plates of Candlelight South's food and alcoholic beverages

Boozin' on the Boulevard

Every Thursday | 5:00 p.m. - 8:00 p.m.

Try an assortment of beverages and cuisine with easy transportation.

Saturday, June 14th, 2025

Visitors strolling through the local vendors tents

Amphitheatre Farmers Market

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

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

Related categories

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Featured Events

Musicians playing at the St. Augustine Celtic Festival

Festivals

Live Entertainment

Arts & Culture

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Pink azaeleas in bloom among live oaks

Seasonal

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Local Things to Do

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