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Comedians face a microphone, lights, and an audience seeking laughter.

Comedy

Nationally renown comedians visit St. Augustine on their tours.

In addition to attracting musical acts, St. Augustine's event venues present an increasing number of comedy acts who choose to add St. Augustine on their national or regional tours. Some will incorporate music into their act, others may rely on props and costume changes, and still others just face the audience with microphone in hand —yet all find the audience's laughter more precious than applause.

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Comedy

Monday, May 11th, 2026

Students in black showcase clothes pose under the yes and sign

Level 1 Improv: Improv Basics for Grown-Ups

Monday, May 4 - Monday, Jun. 15, 2026 | 6:30 to 9:00 p.m.

Third Space Improv hosts a six-week improv class for beginners.

Friday, May 15th, 2026

A drag queen with bingo sheets

Drag Bingo with a Comedy Twist

Friday, May 15, 2026 | 8:00 p.m. - 10:00 p.m.

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

Saturday, May 16th, 2026

Five improvisers pause before performing

Romanza Festivale: Unscripted

Saturdays, May 2 - 16, 2026 | 8:00 p.m. - 10:00 p.m.

The Romanza Festivale presents unscripted theatre, back by popular demand.

Jim Breuer smiles while clutching binoculars.

Jim Breuer at Ponte Vedra Concert Hall

Saturday, May 16, 2026 | 8:00 p.m. - 10:00 p.m.

Bringing his high-energy, rock-and-roll–inspired humor to the stage.

Sunday, May 17th, 2026

Students on stage

Improv Jam

Third Sundays | 5:00 p.m. - 7:00 p.m.

A place for grown-ups to cooperatively play together.

Monday, May 18th, 2026

Students in black showcase clothes pose under the yes and sign

Level 1 Improv: Improv Basics for Grown-Ups

Monday, May 4 - Monday, Jun. 15, 2026 | 6:30 to 9:00 p.m.

Third Space Improv hosts a six-week improv class for beginners.

Wednesday, May 20th, 2026

West King Street Wednesdays located in St. Augustine, FL.

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.

Friday, May 22nd, 2026

A stand up microphone on the Third Space Improv stage.

Smart Women in Comedy

Friday, May 22, 2026 | 8:00 p.m. - 10:00 p.m.

Smart, female comedians take the spotlight at Third Space Improv.

Saturday, May 23rd, 2026

Spilled tea

Spill the Tea: Fresh-Brewed Comedy

Saturday, May 23, 2026 | 8:00 p.m. - 9:30 p.m.

Fresh-brewed comedy inspired by true confessions from a local celebrity.

Monday, June 1st, 2026

Students in black showcase clothes pose under the yes and sign

Level 1 Improv: Improv Basics for Grown-Ups

Monday, May 4 - Monday, Jun. 15, 2026 | 6:30 to 9:00 p.m.

Third Space Improv hosts a six-week improv class for beginners.

Friday, June 5th, 2026

Improv comedians in front of the fort

Friday Night Live

First Fridays | 8:00 p.m. - 10:00 p.m.

Unscripted comedy chaos presented by Northeast Floridians.

Monday, June 8th, 2026

Students in black showcase clothes pose under the yes and sign

Level 1 Improv: Improv Basics for Grown-Ups

Monday, May 4 - Monday, Jun. 15, 2026 | 6:30 to 9:00 p.m.

Third Space Improv hosts a six-week improv class for beginners.

Friday, June 12th, 2026

A stand up microphone on the Third Space Improv stage.

Classic Comedy Night

Second Fridays | 8:00 p.m. - 10:00 p.m.

Showcasing local and regional stand up comedians on second Fridays.

Pedro Gonzalez wears a red shirt and smiles in front of a blurred backdrop.

Pedro Gonzalez at Cafe Eleven

Friday, Jun. 12, 2026 | 8:00 p.m. - 10:00 p.m.

Turning culture clashes and real-life experiences into hilarious stories.

Monday, June 15th, 2026

Students in black showcase clothes pose under the yes and sign

Level 1 Improv: Improv Basics for Grown-Ups

Monday, May 4 - Monday, Jun. 15, 2026 | 6:30 to 9:00 p.m.

Third Space Improv hosts a six-week improv class for beginners.

Wednesday, June 17th, 2026

West King Street Wednesdays located in St. Augustine, FL.

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.

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!

A drag queen in a rainbow outfit

Drag Queen-a-Palooza: the Pride Edition

Friday, Jun. 19, 2026 | 8:00 p.m. - 10:00 p.m.

A drag show extragaganza with a comedy twist.

Sunday, June 21st, 2026

Students on stage

Improv Jam

Third Sundays | 5:00 p.m. - 7:00 p.m.

A place for grown-ups to cooperatively play together.

Friday, June 26th, 2026

Dr. Anna Lepeley holds a microphone in her hand and addresses the audience

Comedians in Drag Doing Comedy at Cafe Eleven

Friday, Jun. 26, 2026 | 8:00 p.m. - 10:00 p.m.

Flaunting gender bending comedic chops with sass.

Wednesday, July 15th, 2026

West King Street Wednesdays located in St. Augustine, FL.

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.

Wednesday, August 19th, 2026

West King Street Wednesdays located in St. Augustine, FL.

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.

Wednesday, September 16th, 2026

West King Street Wednesdays located in St. Augustine, FL.

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.

Wednesday, October 21st, 2026

West King Street Wednesdays located in St. Augustine, FL.

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.

Wednesday, November 18th, 2026

West King Street Wednesdays located in St. Augustine, FL.

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.

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