The Massholes Comedy Trolley Tour of Boston

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Free beer! Free pizza! And Boston's funniest tour guides! The Massholes give the best tour in the world's greatest city! Have we travelled anywhere else? No. Do we have what they call "book learning?" Um, no. How can we so confidently make that claim? Well, you're vacationing here, right? See? We're both wicked smart. We'll take you through all the best parts of this almost-400-year-old city! We'll stop halfway through for a pitstop at one of the best comedy clubs in the country (with complimentary pizza!) You'll hear about the Puritans, Tom Brady, the Molasses Flood, all the best stories told by the only authentic, original, legit Bostonian tour guides in this city, the Massholes!

  • Service animals allowed
  • Public transportation options are available nearby
  • Infants are required to sit on an adult’s lap
  • Suitable for all physical fitness levels

  • Halfway through, we stop at Laugh Boston for some delicious complimentary pizza! Who doesn't love free pizza?!
  • Thanks to our sponsor, Sam Adams, each trolley tour starts off with some complimentary ice-cold adult beverages! And you're more than welcome to bring your own!

All sales are final. No refund is available for cancellations.