Funny AF: Stand-Up Comedy Benefit at Castle Island Brewing, South Boston

Funny AF: A Comedy Benefit for the Arthritis Foundation

Sunday, October 12 • Castle Island Brewing – South Boston

21+ | Explicit & Adult Content


Get ready for an unforgettable night of bold, unapologetic comedy at Funny AF, a powerhouse benefit show raising funds for the Arthritis Foundation’s Juvenile Arthritis Division. This 21+ event features a fierce, diverse lineup of comedians – mostly women – all with personal connections to arthritis. Expect sharp wit, raw honesty, and laugh-out-loud performances that prove comedy and community can be a force for change.


👉 It’s for the kids… but seriously, don’t bring any.


🎤 What to Expect


Diverse Lineup: Comics from across New England bringing unique perspectives, stories, and voices – all touched by arthritis.


Adult Content: This is comedy unfiltered. It’s loud, it’s fearless, it’s for grown-ups only.


Silent Auction: Bid on incredible prizes – from sports memorabilia to local experiences – with proceeds supporting kids living with arthritis.


VIP Cocktail Hour (5:30 PM): Early entry, passed hors d’oeuvres, and exclusive first access to the silent auction before doors open to the public.


Cash Bar: Drinks available throughout the night, during both the VIP cocktail hour and the show.


🍻 Special Thanks to Our Sponsors

We couldn’t make this night possible without the support of:


Castle Island Brewing – Venue host and community champion


The Welch Corporation – Gold sponsor


Phoenix Corporation – Silver sponsor


This show isn’t just comedy – it’s legacy. Juvenile Arthritis affects over 300,000 kids in the U.S., and this event helps fund research, advocacy, and programs that change lives. Join us for a night of laughter, generosity, and impact.


📍 Where: Castle Island Brewing, South Boston

📅 When: Sunday, October 12

⏰ VIP Cocktail Hour: 5:30 PM | Doors (GA): 6:00 PM | Showtime: 7:00 PM

🎟 Tickets: General Admission & VIP available


Don’t wait – grab your tickets now and be part of something Funny AF.

Also check out other Comedy events in Boston, Kids events & activities in Boston, Entertainment events in Boston.