The Massholes Comedy Trolley Tour of Boston

Free beer! Free pizza! A free ticket to Boston's best comedy club! 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!

4-hour guided Jeep excursion along Denali Highway in Alaska
Ride down the dirt highway, and go off the beaten path with your guide in a 4×4
See beautiful views of the Alaska Range mountains and the glaciers in the area
Possibly spot out wildlife such as caribou, grizzly bears, and wolves
Enjoy snacks and beverages during your ride
Hotel pickup and drop-off is included
Drivers must be 25 years of age with a valid driver’s license

What To Expect

Old State House

The site of the Boston Massacre!
• Admission Ticket Free

Granary Burying Ground

The final resting place for patriots like Paul Revere, Sam Adams, John Hancock, and many more!
• Admission Ticket Free

Back Bay

Boston’s swankiest address, since the 1880’s!
• Admission Ticket Free

Theater District

Boston’s home for world-class entertainment, from standup to Broadway!
• Admission Ticket Free

Chinatown

Boston’s most vibrant neighborhood, and the largest Chinatown in New England!
• Admission Ticket Free

Waterfront

The Big Dig has come and gone, and Boston’s Waterfront looks better than ever! Stroll along the 1.5 acre Rose Kennedy Greenway!
• Admission Ticket Free

North End

Old World charm and the best food in the city, all within a third of a square mile!
• Admission Ticket Free

Charlestown Navy Yard

One of Boston’s oldest neighborhoods, Charlestown is steeped in history. It’s the home of the oldest warship on earth – the USS Consitution – and the site of the Battle of Bunker Hill!

• Admission Ticket Free

Highlight

Confirmation will be received at time of booking
Not wheelchair accessible
Service animals allowed
Near public transportation
Infants must sit on laps
Most travelers can participate
This tour/activity will have a maximum of 14 travelers

Include

Alcoholic Beverages
Snacks

Exclude

  • Checkboxes