City View Charters & Special Events

Let Us Make Your Event Memorable

No matter the event, City View Trolley Tours offers a unique way to explore Boston’s history without sacrificing the comfort of modern amenities.

Conventions & Corporate Events

Show locals and out-of-towners the best of Boston when you book a group Trolley Tour. Whether you’re traveling to a convention or just want a fun corporate outing, City View Trolley Tours offers a unique experience for everybody to share.

Weddings & Bachelor(ette) Parties

Celebrate love with more than a little bit of laughter when you book a City View Trolley for your bachelor or bachelorette party. On your wedding day, make sure to leave time for photos in front of our picturesque vehicles and some of Boston’s most well-known locations.

Family Reunions & Group Tours

Make new friends and reconnect with old ones when you charter a group tour with City View. From historic landmarks to fine dining, our flexible Hop On Hop Off pass ensures that everybody gets to do and see what they want while onboard.

Birthdays, Anniversaries, & Bar/Bat Mitzvahs

No age is too old or too young to enjoy a Trolley Tour! Celebrate your big milestones with a comfortable ride through Boston. Our vehicles have room for plenty of guests, so make sure you get those invites out!


For a charming and unique prom-night transportation option, City View Trolleys are a great choice. Use the Trolleys as a background for group photos and don’t stress about your teenager having to drive at night — we got it covered!

A majestic stone building with columns and a clock tower, standing tall in the cityscape.
City view with iconic trolleys in motion.

Educational & School Tours

Boston is chalk-full of history, and City View Trolley Tours is an excellent way of exploring its most recognized landmarks. For students in particular, our Hop On Hop Off passes mean that groups can disembark at any of our stops and receive expert commentary from our Trolley drivers while in-transit. Make learning fun and book with City View for your next group field trip!

Specialty Tours for Groups

Interested in a specific Boston landmark or destination? City View Trolley Tours is available for parties wanting to book specialty tours for large groups. When you make your reservation ahead-of-time, we can focus your guide’s commentary on the places and events you’re most interested in. For more information on the different types of specialty tours we can provide, contact us via website or phone.

Ready To Plan Your Group Outing Or Event?

Call or email City View Trolley Tours to learn more about our special booking opportunities for corporate and private events. For pricing and logistical information, you can call us at 617-363-7899 during normal business hours.

Our Affiliations

City View Trolley Tours comes with over the past 40 years of experienced ownership, City View Trolley Tours has built great partnerships with many tourism, hospitality, and sightseeing businesses in the Boston area. As a leader in the transportation and tourist space, we are active members of the following esteemed organizations:

  • Greater Boston Convention & Visitors’ Bureau
  • The Massachusetts Office for Travel & Tourism
A group of people sitting on a bus together, enjoying the City View Trolley Tours.