This Weekend in St. Augustine: Events & Things to Do

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Sep 16 - Nov 7

Exhibition: Nicole Antebi, Rebel Waters / Aguas Rebeldes at Crisp-Ellert Art Museum

Crisp-Ellert Art Museum, Flagler College 48 Sevilla St. St. Augustine, FL 32084 (904) 826-8530

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Sep 18 - Sep 20

Sing Out Loud Festival: Local Artist Showcase at Colonial Oak Music Park

Colonial Oak Music Park 21 St. George St. St. Augustine , FL 32084

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Sep 18 - Sep 19

Sing Out Loud Festival: Local Artist Showcase at Hornski’s Brewing Co.

Hornski's Brewing Co. 100 Anastasia Blvd. St. Augustine, FL 32084

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Sep 18 - Sep 19

Sing Out Loud Festival: Local Artist Showcase at Dog Rose Brewing Co.

Dog Rose Brewing Co. 77 Bridge St. St. Augustine, FL 32084

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Sep 18 - Sep 20

Sing Out Loud Festival: Local Artist Showcase at Spinster Abbott’s

Spinster Abbott's 61 San Marco Ave. St. Augustine, FL 32084

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Sep 18

John Fogerty & Steve Winwood perform at St. Augustine Amphitheatre (Sold Out)

St. Augustine Amphitheatre 1340C A1A S. St. Augustine, FL 32080

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Sep 19 - Sep 20

Still Life Acrylic Painting Workshop with Austin Park

First Coast Cultural Center 6000 Sawgrass Village Cir., Unit B Ponte Vedra Beach, FL 32082

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Sep 19

4th Annual Food & Wine Classic at Hammock Beach Resort

Hammock Beach Golf Resort & Spa 200 Ocean Crest Dr. Palm Coast, FL 32137

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Sep 19

Hastings Hoedown and Pound Cake Bake-Off

The Venue-Hastings 301 N. Main St. Hastings, FL 32145

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Sep 19

Magic Hideaway at Casa Monica Resort & Spa

Casa Monica Resort and Spa 95 Cordova St. St. Augustine, FL 32084

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Every Saturday night with shows 6-8 p.m. and 8:30-10:30 p.m.

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Sep 19

Brad Paisley Live at St. Augustine Amphitheatre

St. Augustine Amphitheatre 1340C A1A S. St. Augustine, FL 32080

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Sep 20

Comedian Jerry Wayne Longmire at Cafe Eleven

The Original Cafe 11 501 A1A Beach Blvd. St. Augustine, FL 32080

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Sep 25 - Sep 27

Ancient City Con 2026

World Golf Village Renaissance St. Augustine Resort 500 S Legacy Trail St. Augustine, FL 32092

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Sep 25 - Sep 27

Drawing Realistic Portrait Features with Christina Mastrangelo

First Coast Cultural Center 6000 Sawgrass Village Cir., Ste. B Ponte Vedra Beach, FL 32082

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Sep 24 - Oct 3

The Velvet Underground Show — An Immersive Speakeasy Experience

The Assembly Room at Art 'n Motion 283 San Marco Ave., Ste. B St. Augustine, FL 32084 (904) 496-9699

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Sep 25

Comedian Johnny Pemberton at Cafe Eleven

Original Cafel Eleven 501 A1A Beach Blvd. St. Augustine, FL 32080

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Sep 25

Flipturn with special guest Winyah at St. Augustine Amphitheatre

St. Augustine Amphitheatre 1340C A1A S. St. Augustine, FL 32080

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Sep 26

The 904 Redfish Tournament

Palm Valley Outdoors Bar & Grill 377 S. Roscoe Blvd. Ponte Vedra Beach, FL 32082

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Sep 26

Pumpkin Festival & Handmade Market at Wesley Wells Farms

Wesley Wells Farms 2680 Ada Arnold Rd. St. Augustine, FL 32092

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Sep 26

Rise Against with special guests Alkaline Trio and Teen Mortgage at St. Augustine Amphitheatre

St. Augustine Amphitheatre 1340C A1A S. St. Augustine, FL 32080

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Sep 24 - Oct 3

The Velvet Underground Show — An Immersive Speakeasy Experience

The Assembly Room at Art 'n Motion 283 San Marco Ave., Ste. B St. Augustine, FL 32084 (904) 496-9699

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Oct 2 - Oct 31

Beetlejuice Pub Crawl with The Tasting Tours

The Tasting Tours 5 Palm Row, Suite D St. Augustine, FL 32084 (904) 325-3911

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Select Friday and Saturday nights in October

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Oct 2 - Nov 1

Tactile Show at St. Augustine Art Association Gallery

St. Augustine Art Association 22 Marine St. St. Augustine, FL 32084 (904) 824-2310

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Tuesdays through Sundays, noon-4 p.m.

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Oct 2

Whiskey Myers performs at St. Augustine Amphitheatre

St. Augustine Amphitheatre 1340C A1A S. St. Augustine, FL 32080

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Oct 3 - Nov 1

Sykes Family Farms Crop Maze

Sykes Family Farms 5995 Brough Rd. Elkton, FL 32033 (904) 692-1370

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Oct 3

Pink up the Pace 5K

Francis Field 10 W. Castillo Dr. St. Augustine, FL 32084 (904) 257-6061

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Oct 3

Gov’t Mule & Ziggy Marley: Dreaming The Same Dream Tour at St. Augustine Amphitheatre

St. Augustine Amphitheatre 1340C A1A S. St. Augustine, FL 32080

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Oct 3

CROCtoberfest — Brew at the ZOO!

St. Augustine Alligator Farm 999 Anastasia Blvd. St. Augustine, FL 32084 (904) 824-3337

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Oct 3

Celtic Thunder: Celebrate Your Favorite Songs at Ponte Vedra Concert Hall

Ponte Vedra Concert Hall 1050 A1A N. Ponte Vedra Beach, FL 32082

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Oct 4

Taste of Latino Festival: Empanada and Cuban Sandwich Smackdown

Francis Field 25 W. Castillo Dr. St. Augustine, FL 32084

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Oct 9 - Oct 10

Tedeschi Trucks Band performs at St. Augustine Amphitheatre

St. Augustine Amphitheatre 1340 A1A S. St. Augustine, FL 32080

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Oct 9

Mary Fahl at Cafe Eleven

The Original Cafe Eleven 501 A1A Beach Blvd. St. Augustine, FL 32080

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28th Annual St. Augustine Greek Festival

October 10 & 11, 2026

Celebrate Greek culture, food, and tradition at the St. Augustine Greek Festival at Holy Trinity Greek Orthodox Church.

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Cracker Day Celebrates Florida’s Cowboy Heritage

Discover Florida's cowboy heritage at Cracker Day, an annual Elkton festival celebrating Florida Cracker cattle, horses, horsemanship and centuries of…

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Oct 10

Donna 5K at TPC Sawgrass

TPC Sawgrass 110 Championship Way Ponte Vedra Beach, FL 32082

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Oct 10

EMMA Concert Series presents Jacksonville Symphony

Lewis Auditorium at Flagler College 14 Granada St. St. Augustine, FL 32084

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Oct 11

Game On! St. Augustine Triathlon

Vilano Beach Oceanfront Park 2750 Anahma Dr. St. Augustine, FL 32084

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Oct 11, 2026

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Oct 11

The Avett Brothers perform at St. Augustine Amphitheatre

St. Augustine Amphitheatre 1340C A1A S. St. Augustine, FL 32080

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