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Beach, Please! An Improv Comedy Vacation

Presented by Third Space Improv at Third Space Improv

Sep 05, 2026

Sep 5, 2026 at 8:00pm - 10:00pm (Sat)

Pack your flip-flops and lower your expectations. Beach, Please! is a high-energy comedy experience where the audience checks into the most chaotic beach town on Earth—and everything is made up on the spot.

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Aviles Street Festival

Presented by Ximenez-Fatio House Museum and St. Johns Cultural Council at Ximenez-Fatio House Museum

Sep 05, 2026

Sep 5, 2026 at 12:00pm - 9:00pm (Sat)

Celebrate Spanish Heritage Month on the oldest street in the oldest city in America — Aviles Street!

Founder's Day Plein Air Paint Out

Presented by St. Augustine Art Association at St. Augustine Art Association

Sep 04 - Sep 05, 2026

Sep 5, 2026 at 9:00am - 4:00pm (Sat)

Artists and art lovers! Join the St. Augustine Art Association and the St. Johns Cultural Council for a two-day Plein Air Paint Out celebrating Founder’s Day!

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Conversation with CEAM Artist-in-Residence Dr. Brandon Ballengée + Dr. Benjamin Atkinson

Presented by Crisp-Ellert Art Museum at Flagler College at Flagler College - Virginia Room

Sep 10, 2026

Sep 10, 2026 at 6:00pm - 7:00pm (Thu)

In conjunction with the CEAM Artist Residency, visual artist and biologist Dr. Brandon Ballengée will lead a conversation with Dr. Benjamin Atkinson, Associate Professor of Natural Sciences, Flagler College.

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Dinner Opera: Coffee Cantata & Rita

Presented by First Coast Opera at Celebration Hall

Sep 10, 2026

Sep 10, 2026 at 6:00pm - 9:00pm (Thu)

First Coast Opera kicks off their 27th season with Something's Brewing, a delightful double bill pairing J.S. Bach's COFFEE CANTATA with Gaetano Donizetti's RITA.

Level 1 Improv

Presented by Third Space Improv at Third Space Improv

Sep 10, 2026

Sep 10, 2026 at 6:30pm - 9:00pm (Thu)

Bring more joy, fun, and laughter into your life by getting out of your head and into the moment, while making new friends, too!

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St. Augustine Rug Cutters presents Merengue Dance Lesson Series

Presented by St. Augustine Rug Cutters at A1A Asian Kitchen

Aug 20 - Sep 10, 2026

Sep 10, 2026 at 7:45pm - 9:30pm (Thu)

A new 4-week Merengue dance series.

Classic Comedy Night

Presented by Third Space Improv at Third Space Improv

Sep 11, 2026

Sep 11, 2026 at 8:00pm (Fri)

Get ready to laugh until it hurts with Third Space Improv's Classic Comedy Night—an Ancient City experience you don't want to miss!

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St. Augustine Founder's Day Celebration

Presented by Historic Florida Militia and Diocese of St. Augustine and City of St. Augustine at Mission Nombre de Dios

Sep 12, 2026

Sep 12, 2026 at 10:00am (Sat)

St. Augustine celebrates 461 years in September.

Opera Matinee: Coffee Cantata & Rita

Presented by First Coast Opera at Celebration Hall

Sep 12, 2026

Sep 12, 2026 at 2:00pm - 4:00pm (Sat)

First Coast Opera kicks off their 27th season with Something's Brewing, a delightful double bill pairing J.S. Bach's COFFEE CANTATA with Gaetano Donizetti's RITA.

Drag Bingo with a Comedy Twist

Presented by Third Space Improv at Third Space Improv

Sep 12, 2026

Sep 12, 2026 at 8:00pm (Sat)

Grandma's favorite party game meets St. Augustine's favorite drag queen.

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St. Augustine Jazz & Blues Society - Blues Jam Sunday September 13, 2026

Presented by St. Augustine Jazz Society at Royal St. Augustine Golf Clubhouse

Sep 13, 2026

Sep 13, 2026 at 2:00pm - 5:00pm (Sun)

The St. Augustine Jazz & Blues Society Blues Jam - Sunday September 13 2026, 2-5pm - The Mojo Healers

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St. Augustine Rug Cutters presents Merengue Dance Lesson Series at Arnold's Lounge

Presented by St. Augustine Rug Cutters at Arnold's Lounge

Aug 25 - Sep 15, 2026

Sep 8, 2026 at 7:30pm (Tue)

Sep 15, 2026 at 7:30pm (Tue)

Join the St. Augustine Rug Cutters for a new four-week Merengue Dance Series led by Melissa, starting Tuesday, August 25th.

Fishes: Masters of Adaptation Workshop with CEAM Artist-in-Residence Brandon Ballengée

Presented by Crisp-Ellert Art Museum at Flagler College at Crisp-Ellert Art Museum at Flagler College

Sep 16, 2026

Sep 16, 2026 at 6:00pm - 8:00pm (Wed)

In conjunction with the CEAM Artist Residency, visual artist and biologist Dr. Brandon Ballengée will host an art-science workshop workshop on fish species diversity, specimen drawing, and what coastal communities may learn about adaptation.

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Friday Night Live

Presented by Third Space Improv at Third Space Improv

Sep 18, 2026

Sep 18, 2026 at 8:00pm (Fri)

Comedy Chaos Straight Outta Northeast Florida!

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Intro to Stand-Up Community Comedy

Presented by Third Space Improv at Third Space Improv

Sep 19, 2026

Sep 19, 2026 at 10:00am - 12:30pm (Sat)

Discover more humor in the world while laughing with new friends, too!

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The Chelsea Saddler Variety Show

Presented by Third Space Improv at Third Space Improv

Sep 19, 2026

Sep 19, 2026 at 8:00pm (Sat)

A curated variety show.

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Improv Jam

Presented by Third Space Improv at Third Space Improv

Sep 20, 2026

Sep 20, 2026 at 5:00pm - 7:00pm (Sun)

A drop in improv experience where everyone plays.

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Grand Horizons

Presented by A Classic Theatre at The Waterworks

Sep 11 - Sep 20, 2026

Sep 11, 2026 at 7:30pm (Fri)

Sep 12, 2026 at 4:00pm (Sat)

Sep 13, 2026 at 2:00pm (Sun)

Sep 18, 2026 at 7:30pm (Fri)

Sep 19, 2026 at 4:00pm (Sat)

Sep 20, 2026 at 2:00pm (Sun)

The 2020 Tony Award nominee! Bill and Nancy calmly announce their divorce, stunning their adult sons, descending the family into chaos. This sharp comedy turns a quiet retirement into a full-blown family reckoning.

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The Indie Advantage Music Business Panel 2026

Presented by Sing Out Loud Festival at Spinster Abbott's

Sep 23, 2026

Sep 23, 2026 at 6:00pm (Wed)

Sip Out Loud

Presented by Sing Out Loud Festival at Bin 39

Sep 24, 2026

Sep 24, 2026 at 5:00pm - 8:00pm (Thu)

Wine. Music. Culinary artistry. The soul of St. Augustine — the pride of St. Johns County.

2026 Pin Up Paws Gala & Auction

Presented by St. Augustine Humane Society at Casa Monica Resort & Spa

Sep 24, 2026

Sep 24, 2026 at 6:00pm - 9:00pm (Thu)

Celebrate the unveiling of the 2027 Pin Up Paws: Center Stage calendar on Thursday, Sept. 24, from 6–9 p.m. at Casa Monica Resort & Spa in St. Augustine.