Trolley Tours

Boston Ghosts and Gravestones Trolley Tour

Join other adventure seekers and become an apprentice grave digger on an entertaining tour through the darker side of Boston. A scary, fun and informative frightseeing experience that is truly one of a kind.

1 or 2 Day Hop-On Hop-Off Trolley Tour with Harbor Cruise Option

Ride Boston's affordable trolley tour! CityView's silver trolleys take you through the streets of Boston and take in the highlights with a convenient and easy hop-on hop-off service. Learn about historical places and events, including the Freedom Trail, Boston Tea Party, Paul Revere’s Ride, the ...

Boston Shore Excursion: Boston Hop-On Hop-Off Trolley Tour

After your cruise ship docks in Boston, spend your time seeing the city's top attractions on a hop-on hop-off trolley tour! Explore Boston at your leisure, which allows you to create your own itinerary and see the most popular sites of Boston at your own pace. Board the trolley within a short walk ...

Boston Summer Nights Tour plus River Cruise

Enjoy Beantown at night-time on Boston's only sunset tour and river cruise on the Old Town Trolley! Relax and enjoy all that Boston has to offer on this unique evening tour. Witness history come to life, as soft music and lively narration set the stage for a beautiful sunset over the Charles River. ...

The Massholes Comedy Trolley Tour of Boston

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 ...

Liberty Ride Trolley Tour

The Liberty Ride is a 90 minute guided tour in an air conditioned trolley. An entertaining and knowledgeable guide in authentic period dress will provide you with information about the Battle of Lexington and Concord as well as life in Colonial America that is historically accurate. During the ...

The Dragtacular Trolley Tour of Boston

The Dragtacular Trolley Tour of Boston prides itself on the highest entertainment value of any tour in the city. No other tour is this fabulous, this glam, this magical!We're going to turn this trolley into a catwalk, and you'll be front row!The greatest drag performers in Boston taking you on an ...