Don’t Drown: Boston’s Most Chaotic Comedy Contest
Looking for a fun night out in South Boston? Get ready for Don’t Drown, Boston’s most chaotic comedy contest, happening at Castle Island Brewing on Friday, September 18!
Watch comedians battle it out live as they bring their funniest material, biggest personalities, and most unpredictable moments to the stage. With the competition heating up and anything possible, you never know who will sink or swim! Whether you’re a dedicated comedy fan or just looking for something different to do in Boston, Don’t Drown promises a night of laughs, friendly competition, and plenty of chaos.
Get your tickets here : https://www.eventbrite.com/e/dont-drown-bostons-most-chaotic-comedy-contest-tickets-1999232573445
Event Details
📅 Friday, September 18, 2026
🕣 8:30 PM – 11:00 PM
📍 Castle Island Brewing – South Boston
🍻 Enjoy the show alongside Castle Island Brewing’s selection of craft beer.
Bring your friends, grab a drink, and see which comedian can survive Boston’s most chaotic comedy contest!
Looking for more things to do in Southie? Check out upcoming events and community happenings at Native Sun South Boston.