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Drinks & Music

Thursday, June 18th, 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.

salsa dancers

Salsa Dancing at T. Smith Asian Bistro

Thursdays, May 14, 2026 - Jun. 18, 2026 | 7:45 p.m. - 10:00 p.m.

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

Chris Cain smiles and sings with his guitar in front of a black backdrop.

Chris Cain at Cafe Eleven

Thursday, Jun. 18, 2026 | 8:00 p.m. - 10:00 p.m.

A distinguished blues artist, known for soulful guitar licks and refined lyrics.

Friday, June 19th, 2026

Jimmie "JJ" Walker smiles in front of a blue backdrop.

JIMMIE “JJ” WALKER at Cafe Eleven - CANCELLED

Friday, Jun. 19, 2026 | 7:30 p.m. - 10:00 p.m.

A celebrated comedian, known for a style that audiences still call Dyn-o-mite.

Saturday, June 20th, 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.

Bandmates from Given to Fly pose with their musical instruments.

Given To Fly - The Pearl Jam Experience at Cafe Eleven

Saturday, Jun. 20, 2026 | 8:00 p.m. - 10:00 p.m.

A Pearl Jam tribute band delivering powerful renditions of alternative rock classics.

Tuesday, June 23rd, 2026

A couple swing dancing

Swing Dancing at Arnold's Lounge

Tuesdays, Jun. 9 - Jul. 21, 2026 | 6:30 p.m. - 9:00 p.m.

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

Saturday, June 27th, 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.

Bandmates from Exhaustra pose in a black and white photograph.

Exhaustra at Cafe Eleven

Saturday, Jun. 27, 2026 | 8:00 p.m. - 10:00 p.m.

Pushing sonic boundaries through their release Exits & Escapes.

Sunday, June 28th, 2026

The entrance to the building at Royal St. Augustine Golf and Country Cub

Jazz Jam by the St. Augustine Jazz Society

Last Sundays | 2:00 p.m. to 5:00 p.m.

Keeping jazz alive in St. Augustine with monthly music events.

Tuesday, June 30th, 2026

A couple swing dancing

Swing Dancing at Arnold's Lounge

Tuesdays, Jun. 9 - Jul. 21, 2026 | 6:30 p.m. - 9:00 p.m.

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

Thursday, July 2nd, 2026

Members of Remedy Tree lie flat on their stomachs, posing playfully atop a lush bed of grass.

Remedy Tree at Cafe Eleven

Thursday, Jul. 2, 2026 | 8:00 p.m. - 10:00 p.m.

Channeling the timeless spirit of Appalachia while carving out a sound uniquely their own.

Saturday, July 4th, 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.

Tuesday, July 7th, 2026

A couple swing dancing

Swing Dancing at Arnold's Lounge

Tuesdays, Jun. 9 - Jul. 21, 2026 | 6:30 p.m. - 9:00 p.m.

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

Saturday, July 11th, 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.

Victor Wainwright smiles and plays the keyboard in front of a blue backdrop.

Victor Wainwright & The Train at Cafe Eleven

Saturday, Jul. 11, 2026 | 8:00 p.m. - 10:00 p.m.

An award-winning artist showing you how to boogie.

Sunday, July 12th, 2026

The entrance to the building at Royal St. Augustine Golf and Country Cub

Blues Jam by the St. Augustine Jazz Society

Second Sundays | 2:00 p.m. to 5:00 p.m.

Promoting the blues and the musicians who play the blues in St. Augustine.

Tuesday, July 14th, 2026

A couple swing dancing

Swing Dancing at Arnold's Lounge

Tuesdays, Jun. 9 - Jul. 21, 2026 | 6:30 p.m. - 9:00 p.m.

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

Wednesday, July 15th, 2026

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.

Thursday, July 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.

Saturday, July 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.

Tuesday, July 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.

A couple swing dancing

Swing Dancing at Arnold's Lounge

Tuesdays, Jun. 9 - Jul. 21, 2026 | 6:30 p.m. - 9:00 p.m.

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

Wednesday, July 22nd, 2026

Jason Eady sits on a staircase and poses with his guitar.

Jason Eady at Cafe Eleven

Wednesday, Jul. 22, 2026 | 8:00 p.m. - 10:00 p.m.

Captivating country music fans with his authentic sound and soulful storytelling.

Thursday, July 23rd, 2026

Selwyn Birchwood holds his guitar and smiles in front of a black backdrop.

Selwyn Birchwood at Cafe Eleven

Thursday, Jul. 23, 2026 | 8:00 p.m. - 10:00 p.m.

A fiery, blues-rock experience packed with soul and swagger.

Friday, July 24th, 2026

Members of the Supervillains and Kelp strike a pose in front of a rustic wooden backdrop.

The Supervillains at Cafe Eleven

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

Delivering a sweet serving of reggae, punk, and ska hits.

Saturday, July 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.

Sunday, July 26th, 2026

The entrance to the building at Royal St. Augustine Golf and Country Cub

Jazz Jam by the St. Augustine Jazz Society

Last Sundays | 2:00 p.m. to 5:00 p.m.

Keeping jazz alive in St. Augustine with monthly music events.

Saturday, August 1st, 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, August 5th, 2026

Bandmates from The Band Solstice sit on couches and pose in front of a brown table with a checkerboard.

The Band Solstice at Cafe Eleven

Wednesday, Aug. 5, 2026 | 8:00 p.m. - 10:00 p.m.

Captivating audiences with a soaring sound and unforgettable live performances.

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

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