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Entertainment · South Boston

Old Town Trolley Tours / Historic Tours of America

About

Old Town Trolley Tours, listed together with Historic Tours of America, runs narrated sightseeing tours in Boston and several other American cities. The company calls its approach “Transportainment,” a mix of entertainment and transportation that it says sets its tours apart. In Boston, the trolley route covers all the major areas of the city, including Downtown, Beacon Hill, Back Bay, the Theater District and the Waterfront District.

Tours also run in Charleston, Key West, Nashville and San Antonio, among other cities. Each city’s route is built around its landmarks, from Charleston’s Battery, Rainbow Row and City Market to the Southernmost Point and the streets of Old Town in Key West. The Nashville tour traces the city’s story from early hunter-gatherers on the Cumberland to musicians arriving on Broadway, and in San Antonio guides share the city’s history.

What to Know

  • Its tours carry a 100 percent satisfaction guarantee.
  • The Boston trolley tour visits Faneuil Hall, where Samuel Adams and other revolutionary leaders rallied colonists.
  • Some city tours include brief stops where the guide and vehicle wait for passengers.
  • It is a member of the Greater Boston Chamber of Commerce.

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