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Drinks & Music

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La Fiesta - Ocean Inn & Suites

Drinks & Music

Thursday, October 2nd, 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, October 4th, 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, October 7th, 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.

Wednesday, October 8th, 2025

Michael McDermott wears a cap while smiling and placing his hand on his chin.

Michael McDermott at Café Eleven

Wednesday, Oct. 8, 2025 | 8:00 p.m. - 10:00 p.m.

Presenting bold Americana music in his performances.

Thursday, October 9th, 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, October 11th, 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, October 14th, 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, October 16th, 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, October 18th, 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.

Tinsley Ellis plays his guitar against a backdrop featuring a world map.

Tinsley Ellis at Cafe Eleven

Saturday, Oct. 18, 2025 | 8:00 p.m. - 10:00 p.m.

A blues bombshell known for the smash hit "Kiss of Death."

Sunday, October 19th, 2025

Coco Montoya strums his guitar with his eyes closed while standing in front of a black backdrop.

Coco Montoya at Cafe Eleven

Sunday, Oct. 19, 2025 | 8:00 p.m. - 10:00 p.m.

Bringing down the house with blues, country, and rock hits.

Tuesday, October 21st, 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, October 23rd, 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, October 25th, 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, October 28th, 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, October 30th, 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, November 1st, 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, November 4th, 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, November 6th, 2025

A wine glass, with white wine, raised to the sunset

Whiskey, Wine, & Wildlife

Thursday - Sunday, Nov. 6 - 9, 2025 | Times Vary

Beverage tastings and southern cuisine to raise awareness for coastal wildlife.

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, November 7th, 2025

A wine glass, with white wine, raised to the sunset

Whiskey, Wine, & Wildlife

Thursday - Sunday, Nov. 6 - 9, 2025 | Times Vary

Beverage tastings and southern cuisine to raise awareness for coastal wildlife.

Saturday, November 8th, 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.

A wine glass, with white wine, raised to the sunset

Whiskey, Wine, & Wildlife

Thursday - Sunday, Nov. 6 - 9, 2025 | Times Vary

Beverage tastings and southern cuisine to raise awareness for coastal wildlife.

Sunday, November 9th, 2025

A wine glass, with white wine, raised to the sunset

Whiskey, Wine, & Wildlife

Thursday - Sunday, Nov. 6 - 9, 2025 | Times Vary

Beverage tastings and southern cuisine to raise awareness for coastal wildlife.

Tuesday, November 11th, 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, November 13th, 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, November 15th, 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, November 18th, 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.

Related categories

Cannon Firing at the Castillo de San Marcos

Featured Events

Musicians playing at the St. Augustine Celtic Festival

Festivals

Live Entertainment

Arts & Culture

Sports & Outdoors

For Kids

Historical

Pink azaeleas in bloom among live oaks

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.