Hop aboard the city’s most enthralling Boston sightseeing excursion, Old Town Trolley Tours of Boston! The orange and green trolleys have been providing guests with Transportainment for more than 36 years. Old Town Trolley is the best way to relive history and see all our country’s Cradle of Liberty has to offer.

While on board Old Town Trolley Tours of Boston, you’ll feel as if you’ve journeyed back in time to the era of the first colonists. Imagine how Paul Revere felt when he made his historic “midnight ride”; hear tales of how he and other famous settlers fought for freedom. As the Old Town Trolley makes its way throughout the city, you’ll have the freedom to get off and back on as often as you wish; and there’s always another trolley coming along soon. Boston tours aboard the trolley is the best way to see the sights in the city.

See ancient burial grounds, national historic landmarks like the Old North Church and the Old State House and many of the moving monuments in Boston like Bunker Hill and the site of the Boston Massacre. Experience the magnitude of what our forefathers suffered through as you walk along the Freedom Trail. Boston’s critical place in the history of our country is evident in the many sights you’ll see on the Old Town Trolley Tour.

You can also hop off the trolley to visit chic shops, museums, fine restaurants and the famous pub that the TV show “Cheers” was fashioned after. There’s so much to do and see in Boston and we’ll help you discover it all in a comfortable, relaxing, informative tour. Our expert conductors make the ride even more enjoyable as they delight guests with humorous stories and historical facts about the many points of interest along the way.

One of the most important places in the USA’s past and present, Boston is steeped in history and culture, offering an array of exciting activities and intriguing attractions. And on board Old Town Trolley Tours, you’ll get an up close and in-depth look at it all. So when you’re ready to see everything from Faneuil Hall to the Boston Harbor and everything in between, take your seat on one of our orange and green trolleys.

Here are just a few reasons why Old Town Trolley is the best sightseeing tour in town:

Boston is home to the nation's first public park (The Boston Common 1634 ), the first public library (1653 ) and the first subway (1897 ).

• Unlimited hop-on & hop-off as often as you like all day long

• 50% off Historic Harbor Cruise*

• $10 off Ghosts & Gravestones Tour*

• $6 off admission to Boston Tea Party Ships & Museum*

• $5 off Boston Summer Nights Sightseeing Tour* (May 26 - Sept. 4, 2023)

• All our tours are 100% live in real time - No pre-recorded narration

• The finest, most highly-trained and knowledgeable guides

• Ride up high without worrying about the weather

• Best view! State-of-the-art stadium trolleys

• Every seat is the best seat!

• All-weather trolleys - rain or shine! Our vehicles get the job done

• Comfortable padded seats for a pleasant tour

*Applies to standard trolley pass. Pass is non-transferable. Other restrictions may apply. Pass discounts have no cash value and are not refundable and non-transferable. Historic Harbor Cruise and Boston Summer Nights Sightseeing Tour operate seasonally. 5% city fee charged at time of purchase.

During Boston’s Ghosts & Gravestones Tour, you’ll be spooked by the supernatural and intrigued by the unusual—all a part of hundreds of years of conflict and war, turmoil, disease and strife. On board the Trolley of the Doomed, you’ll soon discover some of Boston’s deepest, darkest secrets and the stories of the tormented souls whom many believe still roam the streets and alleyways….

Walk slowly and cautiously through burial grounds that date back nearly 400 years; keep a close eye on your Gravedigger Guide, who’s likely just as scary as the stories he or she will be relating—each of our expert guides dresses and acts the part of one of our City’s most infamous characters. Learn why many Boston colonists feared being buried alive and be careful not to step too harshly on the many unmarked, unrecognizable gravestones under your feet.

Try to imagine how Bostonians felt when The Boston Strangler was still at large; discover why Jolly Jane was anything but jolly. Learn why and how the Boston Harbor was once a source of many deaths in the earliest days. Watch for signs of life from the other side as you pass by Boston’s most haunted hotel, the Omni Parker House, and listen to the tales of the resident spirits that have haunted certain rooms for decades.

Boston’s original Frightseeing Tour is an evening of phenomenon and fun, a chance to travel back in time to another era and see for yourself if ghosts really do exist. The tour departs daily from the depot next to the Marriott Long Wharf Hotel and is 90 minutes in length. Come with an open mind and see what apparitions are revealed—it’s a ride on the dark side that you’ll always remember.

For more information, go to ghostsandgravestones.com.

For more information, go to Boston Tea Party site.

Historical Tour
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 by mixing the old and the new. 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.

Sons and Daughters of Liberty Tour
An Adventure in History! and incorporating standards from the National Council for Social Studies, our Sons and Daughters of Liberty Tour is a hands-on, educational field trip experience that brings to life the story of the American Revolution and the birth of our nation. This tour is perfect for middle school students as an interactive and fun way to make history jump off their texts books and come to life! Guided by a costumed Son or Daughter of Liberty, you will be lead down the Road to the American Revolution starting where the very first Puritans landed in Charlestown. From there you will be guided through the city and along the Freedom Trail to various historical sites from Faneuil Hall, the “Cradle of Liberty”, to The Granary Burying Ground where Boston’s members of the Founding Fathers now lay to rest. This 2 ½ hour tour serves as the perfect supplement to learning about the American Revolution in the classroom. Our guides engage the students with activities, historical replicas, and traditions that immerse them in the history of Boston! Taking students out and in front of the country’s most treasured historical sites, while encouraging them to use the knowledge they learned in the classroom, only serves to enhance their educational experience.

50 to 60 "Sons of Liberty," disguised as Mohawks, protested the 3 cents per pound British tax on tea by dumping chests into the Boston Harbor on December 16, 1773. And the improper Bostonians repeated the performance on March 7, 1774.

For more information, go to trolleytours.com.

A Evening Ride Through History!
Sit back and settle in as you enjoy a breathtaking sunset over the Charles River aboard the Old Town Trolley! Take part in a unique 90-minute adventure passing through iconic landmarks such as the Boston Seaport, Rose Kennedy Greenway, Trinity Church, and much more. As one of America’s most historically rich cities, the story of our nation is felt on nearly every street corner. Enjoy unforgettable sightseeing with Boston’s only evening tour and discover the best views from the comfort of your seat.

Points of Interest / What You'll See
Boston Harbor
Rose Kennedy Greenway
North End
Leonard P. Zakim Bunker Hill Memorial Bridge
TD Garden
Longfellow Bridge
Museum of Science Planetarium
City of Cambridge
The Esplanade
Prudential Center
Boston Public Library
Trinity Church
John Hancock Tower
Fairmont Copley Plaza
Public Garden
Boston Common
New State House
Seaport District

For more information, go to trolleytours.com.