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A guide to history, events, tours, and attractions in Boston, Key West, San Diego, St Augustine, Savannah, and Washington DC...
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Boston Tours & Ticket Center. Your Ticket to Boston's Old Town Trolley tours, sightseeing, attractions & discount tickets.
See the Best of Boston
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  Old Town Trolley Tours  

The original Old Town Trolley Tours was conceived right here in Key West. It was more than 25 years ago when the three founders of Historic Tours got together to work towards preserving the historic sites of the city and along the way, created an exciting and entertaining sightseeing tour.

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 25 years. Old Town Trolley is the best way to relive history and see all our country’s Cradle of Liberty has to offer.

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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.

statue of Paul RevereYou 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 Historic Ballpark, 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:

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  Boston is home to the nation's first public park (The Boston Common 1634 ), the first public library (1653 ) and the first subway (1897 ).  
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• Free admission to Old State House and Boston Harbor Cruise*. $10 off admission to Boston Tea Party Ships & Museum*.

• 100% Money Back Guarantee* (No Questions Asked)

• Boston’s Largest Trolley Fleet - most frequent pickup service

• FREE discount coupons to area attractions and restaurants ($50 value)

• Hop on and off ALL DAY

• More than 100 Points of Interest

*Boston Tea Party Ships & Museum $10 off coupon provided at time of trolley tour; valid May-October. Boston Harbor Cruise offer valid April - October.


Learn more information about Boston Tours.

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Ghosts & Gravestones Tour

In Season: April - November. Come when there’s a cool breeze in the air or even during the dog days of summer, either way you’ll feel an eerie chill run up your spine.


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….

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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.

man dressed in period costume at holding lantern at cemeteryBoston’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. In season, 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.

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**Special exemptions apply to the following reservation based attractions: Yankee Freedom III, Boston Tea Party Ships & Museum and Ghosts & Gravestones charters.
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Historic Tours of America is a member of Trusted Tours & Attractions and our E-tickets are sold exclusively through them. Trusted Tours offers industry-leading value, guarantees, security and pricing for hundreds of the top tours and attractions throughout the United States.

To learn about more Boston attractions provided by other Trusted Tours & Attraction Members, go to TrustedTours.com.

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Historic Tours of America ® 201 Front Street, Key West, Florida 33040 • Phone: 855-629-8777 • Copyright © Historic Tours of America ®
Old Town Trolley Tours, Transportainment and Boston Tea Party Ships & Museum are registered trademarks of Historic Tours of America® .
Ghosts & Gravestones, Frightseeing and Boston's Original Chocolate Tour are registered service marks of Historic Tours of America®