Vice City Comedy Festival Presents: Cindy-Ann Boisson

Vice City Comedy Festival Presents: Cindy-Ann Boisson at Villain Theater

February 26, 2026 at 8:30PM

Join host Allison McCoin for a stand-up comedy show featuring the best comics from across the country with headliner Cindy-Ann Boisson.

About Cindy-Ann:

Cindy-Ann Boisson, is a Trinidad and Tobago-born U.S. based performer and creative voice known for her sharp wit, vibrant personality and uncanny ability to read the room. She draws audiences in giving them space to laugh and release, a true salve for the everyday.

In 2010 she made the bold move to the United States to support her son's swim scholarship dreams. And, spoiler alert, he nailed it!

Once her son was off to college, Cindy-Ann decided it was high time she focused on her own dream of trying stand-up comedy. And, guess what, she fell deeply in love with the art of standup.

With a career spanning over a decade, Cindy-Ann has honed her skills as a stand-up comedian, masterful storyteller, and emerging actor, earning acclaim for her unique blend of humor.

As a mom and wife, Cindy-Ann's observational style of comedy hilariously examines the behaviors of different cultures through the lens of a Caribbean immigrant. Her creative expressions are impactful and memorable.

She has performed across the United States, the United Kingdom, The Bahamas, Canada, Jamaica, and her home country, sharing the stage with big-name comedians like Maria Bamford, Michelle Buteau, Sindhu Vee, Aida Rodriguez, Chad Daniel, and Sammy Obeid.

Don’t forget to follow Vice City Festival and Villain Theater on Instagram to stay up to date on upcoming shows! ⁣@villaintheater @vicecitycomedyfestival

🍷 No drink minimums

🚘 Parking is always free!