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Drinks & Music

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Drinks & Music

Thursday, April 16th, 2026

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.

Mean Mary wears a black jacket and poses in front of a black backdrop.

Mean Mary at Cafe Eleven

Thursday, Apr. 16, 2026 | 8:00 p.m. - 10:00 p.m.

Playing music that pushes the boundaries of various genres.

Saturday, April 18th, 2026

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.

A cover band

Primal Crue at Cafe Eleven

Saturday, Apr. 18, 2026 | 8:00 p.m. - 10:00 p.m.

Igniting the stage with a high-voltage tribute to Mötley Crüe.

Tuesday, April 21st, 2026

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.

Friday, April 24th, 2026

Damon Fowler poses in front of a theater.

Damon Fowler at Cafe Eleven

Friday, Apr. 24, 2026 | 8:00 p.m. - 10:00 p.m.

Combining soul, blues, and rock in one unique performance.

Saturday, April 25th, 2026

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.

Yates McKendree poses with his guitar in front of a brown backdrop.

Yates McKendree at Cafe Eleven

Saturday, Apr. 25, 2026 | 8:00 p.m. - 10:00 p.m.

A award-winning blues artist known for his album, Buchanan Lane.

Saturday, May 2nd, 2026

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.

St. Augustine Brewers' Fest 2026

Saturday, May 2, 2026 | 1:00 p.m. to 5:00 p.m.

This popular annual event offers tastes from local, regional, and national craft breweries.

Dixon holds his violin and poses in front of a cluster of trees and bushes.

Dixon's Violin At Cafe Eleven

Saturday, May 2, 2026 | 8:00 p.m. - 10:00 p.m.

Blending classical instruments with a contemporary twist.

Tuesday, May 5th, 2026

Bandmates from Guttermouth perform live on stage.

Guttermouth at Cafe Eleven

Tuesday, May 5, 2026 | 8:00 p.m. - 10:00 p.m.

Unleashing their fast, loud, and unapologetically wild sound in a high-energy show.

Thursday, May 7th, 2026

Joseph Arthur performs with his guitar.

Joseph Arthur at Cafe Eleven

Thursday, May 7, 2026 | 8:00 p.m. - 10:00 p.m.

A Grammy-nominated artist celebrated for the acclaimed album Big City Secrets.

Friday, May 8th, 2026

Kelp performs on stage with their guitars and drums.

Kelp with Outeredge & Graves B'Hamala at Cafe Eleven

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

Surf-inspired grooves, energetic local rock, and psychedelic vibes collide for a dynamic night of genre-blending music.

Saturday, May 9th, 2026

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.

Alastair Greene wears a black hat and strums his guitar in front of a blue backdrop.

Alastair Greene at Cafe Eleven

Saturday, May 9, 2026 | 8:00 p.m. - 10:00 p.m.

Bringing decades of fan-favorite hits, and coast-to-coast energy to the stage.

Saturday, May 16th, 2026

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.

Sean Chambers performs live on stage with his guitar.

Sean Chambers at Cafe Eleven

Saturday, May 16, 2026 | 8:00 p.m. - 10:00 p.m.

Bringing his fiery guitar work and soulful sound to a high-energy performance packed with fan-favorites.

Sunday, May 17th, 2026

Jason Ricci plays the harmonica on stage with The Bad Kind music band.

Jason Ricci & The Bad Kind at Cafe Eleven

Sunday, May 17, 2026 | 8:00 p.m. - 10:00 p.m.

Blending harmonica melodies with contemporary alternative rock.

Tuesday, May 19th, 2026

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.

Thursday, May 21st, 2026

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.

Friday, May 22nd, 2026

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.

Saturday, May 23rd, 2026

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.

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.

Sunday, May 24th, 2026

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.

Wednesday, May 27th, 2026

Bandmates from The Cold Stares pose in front of a bar.

The Cold Stares At Cafe Eleven

Wednesday, May 27, 2026 | 8:00 p.m. - 10:00 p.m.

Blending rock and blues while taking fans on an audio journey.

Saturday, May 30th, 2026

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.

Saturday, June 6th, 2026

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.

Wednesday, June 10th, 2026

Musician Kyle Smith playing guitar instage, outside

Kyle Smith at Cafe Eleven

Wednesday, Jun. 10, 2026 | 8:00 p.m. - 10:00 p.m.

Fusing reggae, rock, ska and punk into a distinctly Southern California sound.

Saturday, June 13th, 2026

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.

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

St. Augustine's Cathedral Festival offers rides, games, fireworks, delicious food, and great music.

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.