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Chartered Group Tours, Transportation and Weddings

left picture: Boston trolley driving by Faneuil Hall; right picture: trolley driving by park

Old Town Trolley Tours offers chartered tours, discounted group ticket sales, and transportation for special events. All of our trolley rentals can be custom designed to meet your group’s specific needs.

Chartered Group Tour of Boston

Our two hour, fully narrated tour of the city covers over 100 points of interest and encompasses all the important historic sights and the major attractions, museums, and parks in Boston. Your tour will include Boston’s historic waterfront, the New England Aquarium, including the North End and the ride made famous by Paul Revere. See The U.S.S. Constitution and learn about the battle of Bunker Hill. Pass by the Boston Tea Party Ships & Museum, Quincy Market, Faneuil Hall, Government Center, the Old State House, and the New State House. We also take you through Beacon Hill, Copley Square, the Back Bay and Trinity Church. You will see the heart of the city—the Boston Common and the beautiful Public Garden, the Swan Boats, and the Make Way for Duckling statues.

Educational Field Trip Tours

We offer two tours for school groups!

Our Historical Tour is geared to all ages and takes you through Boston while recounting the history of our beautiful city. Your conductor will tell stories from the past while weaving in current events and happenings as well by mixing the old and the new.

Our Sons and Daughters of Liberty Tour is geared toward middle school students and focuses on The Revolutionary War time and history. It is an interactive tour with a costumed character on board and two stops along the way.

Go to Boston Field Trips to find out more about our educational trips designed for students of all ages.

Transportation Service

You may customize the use of your trolley to suit your group’s particular needs. No matter how short or long the service may be, we will get you there in a prompt, efficient, and entertaining way. With Old Town Trolley’s fleet of meticulously maintained vehicles, we can provide multi-trolley service to transport 30 to 1,000 people as your event requires. We can provide continuous loop service and have two or more trolleys run shuttles in order to make it even more convenient for your guests to come and go as they please. We can provide transportation anywhere within the state of Massachusetts.

Wedding Transportation

interior of a trolley featuring a bride and groom standing and kissing and the wedding party seated and watching them in the backgroundFrom bachelor and bachelorette parties, to rehearsal dinners, to the day of your nuptials, Old Town Trolley provides a unique and entertaining way of transporting you and your guests. We can provide trolleys to get you and your guests to the service at once, or we can use multiple trolleys shuttling your guest to and from your ceremony and reception site while taking your bridal party around town for pictures. We provide an alternative and festive way of transportation on your special day. Learn more about wedding charters.

So sit back, relax, enjoy the show, leave the driving to us, and arrive in style!

For additional information, please contact:

Kim Villandry
(617) 269-8912


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