Ride on Western Massachusetts' live stand-up comedy party bus

The Chuckling Charlie is a one-of-a-kind party bus experience with live stand-up comedy and BYOB fun

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Upcoming Events

  • Invitation graphic for an end-of-year Laugh-Off event on December 27 at 4 PM, featuring a background with champagne glasses and confetti, and an illustrated bus labeled 'The Chuckling Charlie'.

    December 27 | 4:00-6:00PM

    This 90-minute rolling comedy adventure features two hilarious comedians, one stop at Powder Hollow Brewery, and BYOB fun that keeps the laughter flowing from start to finish.


    Departing from JJ’s Tavern in Florence, MA at 4:00 PM

    RSVP
  • A colorful background with blurred lights and an illustration of a school bus with the words "The Chuckling Charlie." Text overlay reads, "Bright Nights at Forest Park, November 29, 4 PM."

    November 29 | 7:00-8:00PM

    The night features two hilarious comedians performing live onboard, followed by a breathtaking journey through Bright Nights at Forest Park, a glowing wonderland of over 750,000 twinkling lights.

    Departing from JJ’s Tavern in Florence, MA at 6:00 PM

    RSVP
  • Promotional graphic for the Turkey Teasers Tour featuring a cartoon school bus labeled "The Chuckling Charlie" against a sunset background with event date November 22 at 4 PM.

    November 22 | 4:00-6:00 PM

    Guests will enjoy a 90-minute BYOB comedy tour featuring two top-tier comedians, nonstop jokes, and a mid-route stop at Powder Hollow Brewery.

    Departing from JJ’s Tavern in Florence, MA at 4:00 PM

    RSVP

Your Hassle-Free Night Out:
Comedy, Drinks, & Safe Transportation

Forget about parking and driving -just show up and have fun!


  • A group of people on a bus, some smiling, some holding drinks, with a man standing holding a microphone and opening an emergency exit hatch on the ceiling.

    Live Stand-Up Comedy

    A full evening of comedy by hilarious comedians right on the bus.​

  • A man standing with a microphone speaking to an audience seated in a a bus with blue lighting.

    Stop at a Local Establishment

    The tour includes a 30-minute stop at a local bar, brewery, or restaurant for drinks, snacks, and more laughs.​

  • Group of people smiling and enjoying a party on a bus with neon blue lighting.

    BYOB

    Our party bus is fully BYOB so you can enjoy the night without worrying about driving.

Reserve the comedy bus for your event

The Chuckling Charlie party bus is a unique, guaranteed-fun addition to any event. Every private booking includes a live, exclusive stand-up comedy show right on the bus making your transportation the main event!

The Chuckling Charlie is perfect for:

  • Adult Birthday Parties: The ultimate, unique birthday party idea for a memorable night out in Northampton, Springfield, Worcester, Boston or anywhere in Massachusetts.

  • Corporate Team Building Events: A fun, memorable way for corporate team events to break the ice, boost morale, and start the party before you even arrive.

  • Bachelorette & Bachelor Parties: Start the celebration early with a live stand-up comedy show and safe, dedicated event transportation before hitting the town.

  • Wedding & Event Shuttles: Provide fun, hassle-free transportation and a built-in entertainment option for your guests traveling to and from your Massachusetts venue.

  • Fun Group Activities & Events: Ideal for social clubs, alumni outings, non-profit fundraisers, and any group event looking for a dose of laughter and built-in fun.

  • Custom Event Transportation: Book a party bus rental to take your group to pre-planned events at locations like MGM Springfield Casino, Six Flags New England, The Big E, Naismith Basketball Hall of Fame, or anywhere else in Massachusetts.

Contact us to get started
A man smiling and holding a microphone, standing inside a bus with large windows and green grass outside.

Hey, I’m Tim!

I'm a stand-up comedian who's been making people laugh all across New England for the past decade. I've spent that time learning what makes a great night of comedy, and now, I'm bringing the show directly to you!

I started The Chuckling Charlie comedy party bus because I saw an opportunity to offer a truly unique and unforgettable party experience right here in western Massachusetts. We are the only live stand-up comedy party bus in the region. It's more than just a bus; it's a comedy club on wheels!

I can't wait to help you and your group have the best night ever!

Call or text me directly at (508) 439-4296

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Empty bus interior with two rows of leather seats along the sides, large windows on both sides, a pole in the center, and natural light coming through the windows.
Woman with sunglasses leaning out of a vintage school bus labeled 'Chuckling Charlie Comedy Bus,' pointing downward with her hand, smiling on a sunny day with trees and power lines in the background.
Three people smiling and posing for a photo inside a bus, with trees visible through the windows in the background.
A comedian wearing a tan beanie, glasses, and a white hoodie holding a microphone, speaking or singing indoors with blue lighting.

Wheely funny: Chuckling Charlie Comedy Bus brings laughter through Northampton

by Carolyn Brown of The Daily Hampshire Gazette

A woman standing and speaking into a microphone on a bus during a nighttime tour, with five seated passengers laughing and smiling.

“He cleaned up the bus and added a few new features — lights, a sound system, carpeting. (One preexisting feature: a stripper pole, which Lovett jokingly calls a “comedy pole.”)

Click to read more

Confluence of choice comedy

By Monte Belmonte, Kaliis Smith of New England Public Media

Three people smiling and taking a selfie inside a bus with autumn trees visible through the windows.

“Humor hits the road with Laughter Unlimited. Comedian Tim Lovett takes us aboard his comedy bus, Chuckling Charlie, bringing folks, food and comedy together for an experience that traverses the county.”

Click to listen to the the full NPR story