comedy bus tour boston

Improv Asylum announces ‘The Masshole’s Guide To Boston’ trolley tour

If you’ve ever found yourself scratching the tourist itch when hanging around the city of Boston, chances are you’ve had some on-edge, subtly angry de facto tour guide give you directions or insight to a landmark’s history with a wise-ass flair. Now, Improv Asylum will deliver that same energy directly to you — just this time, it’ll be welcomed.

Announced earlier this week, the showrunners at Improv Asylum are bringing all of the fun of a trolley tour around the city to a whole new level with “The Masshole’s Guide To Boston” trolley tour. Starting on July 15, the tour will bring you through the historic streets of Boston with the help of some of the city’s most talented comedic voices to lend a little spice to the facts (both true and made-up) and anecdotes embedded within the cobblestone streets and found deep within the crater-sized potholes.

Running every Saturday between July 15 and August 26, Erin Morris, Rosemary West, Stephen Donovan and Matt McLaughlin will be at the helm for the private charter bus treks, and will surely keep their passengers entertained with bits and jokes that aim to bring Boston’s already rich culture and history to you in a whole new way, while also sprinkling in a healthy dose of education as the vessel navigates a full loop around the city that begins and ends at the Asylum’s home in Faneuil Hall.

Tickets for the tours are $49 plus fees, and are on sale now via the Improv Asylum website .

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Introducing “A Masshole’s Guide to Boston”

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These tour guides happen to be some of Boston’s funniest comedians.

Photo provided by Improv Asylum

Need a laugh? Enter: Improv Asylum’s newly-launched trolley tour, A Masshole’s Guide to Boston .

This hilarious, sometimes-true tour of all things Boston is not your average duck tour. Learn about Boston’s history and culture from two of Boston’s biggest Massholes, who will guide your journey while throwing in some ridiculous embellishments and tall tales along the way.

Tours happen every Saturday at 6 p.m., starting and ending at the Asylum CoLab in Boston’s historic Faneuil Hall.

Am I the Masshole?

Purchase any ticket to a public bus tour in NYC, get 20% off the Central Park Tour!

BOSTON TOURS

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• Hour Glass 1.5 hours
• Tag Walking Tour/Self-Guided Tour

Boston Movie Mile Tour

Explore the famous Boston Movie Mile on this fun and interactive walking tour!

• User Ages 6+
• Hour Glass 3 hours
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Boston TV & Movie Sites Tour

Experience Boston’s movie magic by visiting filming locations from your favorite TV shows and movies.

Join On Location Tours for the ultimate Beantown behind-the-scenes TV and movie locations experience! Relive the chase scene from The Town, check out ten different locations from The Departed, and take a peek at the building used in Ally McBeal and Boston Legal on our Boston bus tour. If you’d rather explore on foot, we’re happy to show you around over 30 on-screen locations while giving you insider secrets on a behind-the-scenes tour of Boston’s famous Movie Mile. Stop for a drink at the original Cheers™ or take a seat on one of the famous park benches from Ted. Choose one of our Boston movie and TV tours!

Welcome to Comedy Bus City Tours

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A live stand up comedy show on wheels.

Welcome aboard the Comedy Bus, a comedy show on wheels! Our R-rated comedy tours are delivered by the best comics around. Tour your favorite city like never before!

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Our tour guides happen to be some of the best local comics around, and give a full R-rated comedy show.

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Guests are welcome to bring their own beer and wine (mini coolers only), or purchase some during our stops.

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The Bliss Bus

A cannabis-infused tour of boston, the bliss bus is about to take off and everyone’s invited , (actually, that’s not true. this tour is 21+ ).

Led by some of Boston’s most hilarious and chill comedians, this 90-minute bus tour of Boston will guide you through some of Beantown’s most picturesque and historic neighborhoods and landmarks, with little nuggs of history being dropped for your edification.

You and your group will meet at  Apex Noire  starting as early as 3:45pm where you will receive a $25 credit to purchase whatever smokeless goods you’d like to partake in.

At 4:20pm, you’ll hop on the trolley with your guides and be whisked away through the city of Boston for a 90-minute tour you’ll never forget.  (Or maybe you’ll never remember… Who knows!) 

The comedians will point out tales of Boston’s past with a particular focus on where locals have hung out to smoke, drink, and plan revolutions.

What’s more, these comedians are going to be your sherpas, delivering you through an afternoon of high-dosage comedy and merriment. Do they know anything about Boston history, lore, and trivia? They sure do. They may not be history professors, but our guides will give you insights into the city- past, present, and future.

The Bliss Bus of Boston is an adults-only tour ( clearly ) for locals and tourists who want a truly unique and completely unhinged tour of a city.

Whether you’re a Boston native looking for a relaxing and hilarious afternoon to see your hometown through a fresh lens, or a first-time visitor looking to try something completely fresh, the Bliss Bus is your go-to for a gorgeous afternoon in the city.

In addition to getting one of the best tours of the city, everyone on the tour is offered complimentary tickets to an Improv Asylum show, as well as complimentary pizza at the midpoint for anyone experiencing the munchies!

Come for the cannabis, stay for the laughs, and leave with a newfound appreciation for Boston’s vibrant culture, rich heritage, and a bus load of new buds.

Join us on 4/20!

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We offer the best Boston Sightseeing tours covered by local tour experts so that you will experience all the famous and historic attractions. Our double-decker city tour bus takes you to different places to visit in Boston, and our hop-on hop-off option allows you to enjoy all your time. Our Boston Sightseeing tour has 24 stops close to all the major Boston attractions including Newbury Street, Boston Public Garden, Harvard University, Boston Common, so you don't need to worry about finding the places.

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We have different tours that make your Boston city sightseeing tour more fun and memorable. Our tours cover all the major neighborhoods in Boston, including North End, Back Bay, Copley Square, Beacon Hill, Downtown Boston, Chinatown, Cambridge, Harvard Square, and much more. Make sure you capture so many views and take photos of your Boston excursion, as we will hit every stop listed on your tour package.

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We are ready to make the most of your Boston city sightseeing tour.

Discover the sights of Boston with our Boston Sightseeing double-decker bus. Our bus routes and stops will introduce you to the city's most iconic and historical landmarks, attractions, and neighborhoods, with entertaining and informative commentary from local expert guides. Explore attractions like Old State House, Freedom Trail, Boston Tea Party Ship & Museum, Boston Common, Faneuil Hall Marketplace, Fenway Park, New England Aquarium, Old North Church, Trinity Church, Boston Public Library, Bunker Hill Monument, Paul Revere House, Boston Massacre site, Old South Meeting House, and many more.

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Our Boston sightseeing bus tour was filled with unforgettable memories. From the iconic USS Constitution to Beacon Hill's charm, every moment was special. The guides made sure we didn't miss a thing.

Robert Stanley

Great tour with many stops.

If you want a fun, educational, and comfortable trip around Boston, go no further! This company provides you with the best service, interesting highlights of the city, and very friendly staff.

David Martinez

Adventure seeker, a must-do experience.

My family and I had an incredible time on the Boston sightseeing bus tour. The guides were knowledgeable and entertaining, and we got to see all the major attractions. Highly recommend!

Emily Johnson

The best way to see boston.

Don't miss the chance to explore Boston on this bus tour! It's the best way to cover all the top attractions hassle-free. The knowledgeable guides were a bonus. We'll definitely do it again!

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Create An Unforgettable Experience

Laughter brings people together.

Asylum Events  are the perfect solution to help plan the perfect outing: office parties, tour groups, birthday celebrations, bachelorette or bachelor parties, bar and bat mitzvahs, quinceañeras, or if you just want to treat you and your squad to a truly hilarious private show! We are Boston’s Best for custom comedy shows for group events and customized comedy shows.

Our custom comedy shows in Boston have been a favorite for almost 20 years! We work with you to prep our performers on all the ins and outs of your group to be able to fully customize the comedy show.

If your group is scattered all over the globe, we’ve also got our venues outfitted as streaming studios. Let us figure out the details of virtual event production and create a show that is going to make your organization look a cut above the rest!

And with our sister club,  Laugh Boston , we can offer your group some of the best stand-up headliners in the country, as well as a larger venue rental opportunities in Boston’s Seaport District — in the Westin Waterfront Hotel connected to the Boston Convention and Exhibition Center.

Want more information, or are you just ready to make it happen? Fill out the form  below  and let’s get this party started!