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Drinks & Music

Wednesday, September 16th, 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.

People kicking their feet in a line dancing class

Line Dancing at Arnold's Lounge

Every Wednesday | 7:00 p.m. - 9:00 p.m.

Kick your feet, twirl, and learn combo steps at this weekly dance event.

Thursday, September 17th, 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, September 18th, 2026

Bandmates from Heart Shaped Box wear black clothing and pose in a parking lot.

Heart Shaped Box at Cafe Eleven

Friday, Sep. 18, 2026 | 8:00 p.m. - 10:00 p.m.

An authentic Nirvana tribute act, delivering renditions that spark nostalgia and ignite the crowd.

Saturday, September 19th, 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.

Ben Prestage wears a hat and holds his guitar as he sings on stage.

Ben Prestage at Cafe Eleven

Saturday, Sept. 19, 2026 | 8:00 p.m. - 10:00 p.m.

An award-winning artist brings swamp music to the city.

Wednesday, September 23rd, 2026

People kicking their feet in a line dancing class

Line Dancing at Arnold's Lounge

Every Wednesday | 7:00 p.m. - 9:00 p.m.

Kick your feet, twirl, and learn combo steps at this weekly dance event.

Thursday, September 24th, 2026

Two dancers, a man and a woman, on stage in a smoky theater

Velvet Underground Show

Thursday, Sept. 24 - Saturday, Oct. 3, 2026 | 7:30 p.m. to 9:00 p.m.

Enjoy this immersive speakeasy experience and Vegas-quality show.

Friday, September 25th, 2026

Two dancers, a man and a woman, on stage in a smoky theater

Velvet Underground Show

Thursday, Sept. 24 - Saturday, Oct. 3, 2026 | 7:30 p.m. to 9:00 p.m.

Enjoy this immersive speakeasy experience and Vegas-quality show.

Saturday, September 26th, 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.

Two dancers, a man and a woman, on stage in a smoky theater

Velvet Underground Show

Thursday, Sept. 24 - Saturday, Oct. 3, 2026 | 7:30 p.m. to 9:00 p.m.

Enjoy this immersive speakeasy experience and Vegas-quality show.

Sunday, September 27th, 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.

Two dancers, a man and a woman, on stage in a smoky theater

Velvet Underground Show

Thursday, Sept. 24 - Saturday, Oct. 3, 2026 | 7:30 p.m. to 9:00 p.m.

Enjoy this immersive speakeasy experience and Vegas-quality show.

Wednesday, September 30th, 2026

People kicking their feet in a line dancing class

Line Dancing at Arnold's Lounge

Every Wednesday | 7:00 p.m. - 9:00 p.m.

Kick your feet, twirl, and learn combo steps at this weekly dance event.

Two dancers, a man and a woman, on stage in a smoky theater

Velvet Underground Show

Thursday, Sept. 24 - Saturday, Oct. 3, 2026 | 7:30 p.m. to 9:00 p.m.

Enjoy this immersive speakeasy experience and Vegas-quality show.

Thursday, October 1st, 2026

Two dancers, a man and a woman, on stage in a smoky theater

Velvet Underground Show

Thursday, Sept. 24 - Saturday, Oct. 3, 2026 | 7:30 p.m. to 9:00 p.m.

Enjoy this immersive speakeasy experience and Vegas-quality show.

The Grass is Dead plays instruments on stage.

The Grass Is Dead at Cafe Eleven

Thursday, Oct. 1, 2026 | 8:00 p.m. - 10:00 p.m.

Performing a fusion of folk, bluegrass, and swing music.

Friday, October 2nd, 2026

Two dancers, a man and a woman, on stage in a smoky theater

Velvet Underground Show

Thursday, Sept. 24 - Saturday, Oct. 3, 2026 | 7:30 p.m. to 9:00 p.m.

Enjoy this immersive speakeasy experience and Vegas-quality show.

Saturday, October 3rd, 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.

Two dancers, a man and a woman, on stage in a smoky theater

Velvet Underground Show

Thursday, Sept. 24 - Saturday, Oct. 3, 2026 | 7:30 p.m. to 9:00 p.m.

Enjoy this immersive speakeasy experience and Vegas-quality show.

Wednesday, October 7th, 2026

People kicking their feet in a line dancing class

Line Dancing at Arnold's Lounge

Every Wednesday | 7:00 p.m. - 9:00 p.m.

Kick your feet, twirl, and learn combo steps at this weekly dance event.

Friday, October 9th, 2026

Mary Fahl at Cafe Eleven

Friday, Oct. 9, 2026 | 8:00 p.m. - 10:00 p.m.

Weaving a dusky folk and adult contemporary sound with hits like "Going Home."

Saturday, October 10th, 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, October 11th, 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.

John Nemeth performs on stage in a blue blazer and a matching cap.

John Nemeth at Cafe Eleven

Sunday, Oct. 11, 2026 | 8:00 p.m. - 10:00 p.m.

Delivering captivating solo performances dripping with blues and soul.

Tuesday, October 13th, 2026

Quinn Sullivan, dressed in dark clothing, poses before a backdrop of a setting sun.

Quinn Sullivan at Cafe Eleven

Tuesday, Oct. 13, 2026 | 8:00 p.m. - 10:00 p.m.

Blasting onto the scene with electric riffs, killer lyrics, and sounds fans love.

Wednesday, October 14th, 2026

People kicking their feet in a line dancing class

Line Dancing at Arnold's Lounge

Every Wednesday | 7:00 p.m. - 9:00 p.m.

Kick your feet, twirl, and learn combo steps at this weekly dance event.

Thursday, October 15th, 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.

Walter Parks on stage with a red guitar

Walter Parks & The Unlawful Assembly at Cafe Eleven

Thursday, Oct. 15, 2026 | 8:00 p.m. - 10:00 p.m.

Blending folk, gospel, and swamp-born storytelling into live performances.

Friday, October 16th, 2026

Albert Castiglia wears dark sunglasses paired with a brown jacket.

Albert Castiglia at Cafe Eleven

Friday, Oct. 16, 2026 | 8:00 p.m. - 10:00 p.m.

Setting fire to the stage with timeless blues hits.

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

Fundraisers

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