Join a guided walking tour for a maximum of 16 guests and explore Boston’s most iconic landmarks from the outside. Your tour begins on historic Long Wharf at Boston Harbor, then continues past the Rose Kennedy Greenway, State Street, and the Custom House Tower—the city’s first skyscraper. Stroll to Faneuil Hall and Quincy Market for stunning views before stopping at the Old State House, site of the Boston Massacre.

Next, walk through Downtown Crossing to admire Old City Hall, birthplace of public education in America, and snap a photo with the bronze donkey outside. On weekdays, you may step inside the Massachusetts State House (government hours only) to see history in action. Outside, take in views of modern Boston, including the John Hancock Tower—the tallest building in New England. Finish your journey in Beacon Hill and the Boston Public Garden, two of the city’s most photogenic spots. Your guide will share fascinating stories and insider tips for exploring Boston beyond the tour.