The Freedom Trail connects many of the historic neighborhoods and landmarks included throughout this customizable tour. Possible downtown highlights include Park Street Church, Granary Burying Ground, King’s Chapel and its historic burying ground, the Boston Latin School site and Benjamin Franklin statue, the Old Corner Bookstore, Old South Meeting House, the Old State House, and the Boston Massacre site. Your driver-guide can help you choose which sections and landmarks to prioritize based on your interests, preferred pace, traffic, parking, and available tour time. A complete visit to all 16 Freedom Trail sites is not guaranteed.

oston Common, Public Garden & Beacon Hill Highlights. Explore Boston Common, the Public Garden, the Massachusetts State House, and the historic streets of Beacon Hill. Possible highlights include Charles Street, Mount Vernon Street, Louisburg Square, and Acorn Street, one of Boston’s most photographed locations. Depending on your interests, traffic, curb access, parking, and available tour time, the area may be enjoyed from the vehicle or with a brief photo or walking stop. Time spent outside the vehicle reduces the number of other areas that can be covered during the six-hour tour.

Back Bay & Copley Square Highlights. Explore Boston’s Back Bay, including Copley Square, Commonwealth Avenue, Newbury Street, Boylston Street, the Boston Public Library, Trinity Church, Old South Church, 200 Clarendon—formerly known as the John Hancock Tower—and the Prudential Center. Depending on opening hours and your group’s interests, you may view these landmarks from outside or spend time visiting selected buildings. The Prudential Tower is home to View Boston, its observation experience overlooking the city. Admission to View Boston and any other ticketed attraction is not included. Any admission fee or requested donation charged by an individual site is paid separately. Time spent inside buildings or attractions counts toward the six-hour tour duration.

Explore the cultural, educational, and medical districts surrounding Back Bay, Fenway, and Longwood. Possible highlights include the Christian Science Plaza, Symphony Hall, Berklee College of Music, Northeastern University, the Museum of Fine Arts, the Isabella Stewart Gardner Museum, Harvard Medical School, the Longwood Medical Area, and Fenway Park. The area may be experienced primarily from the vehicle or with selected photo and walking stops, depending on your group’s interests, traffic, parking, and available tour time. Entry to museums, Fenway Park, performance venues, university buildings, and other ticketed locations is not included. Time spent visiting a building or attraction counts toward the six-hour tour duration.

Harvard, Cambridge, Charles River & MIT Highlights. Travel past Boston University and cross the Charles River into Cambridge for a customizable visit to Harvard, MIT, and nearby historic sites. Possible highlights include Harvard Square, Cambridge Common, Longfellow House–Washington’s Headquarters, Harvard Yard, the John Harvard statue, Harvard Law School, the Harvard Museum of Natural History, and the Harvard Art Museums. Depending on your interests and available time, you may stop for photos, a short walk, coffee, ice cream, snacks, or lunch. Food, drinks, museum admission, and campus tours are not included. The route may continue along the Charles River, where rowing crews are sometimes visible, with scenic views of Boston’s Back Bay skyline, before passing through the MIT area. The exact route and number of stops depend on traffic, parking, campus access, and the remaining tour time. Depending on the selected route, the tour may also pass the Museum of Science at Science Park .

Charlestown, Bunker Hill & USS Constitution. Visit historic Charlestown, with possible stops at the Bunker Hill Monument and the Charlestown Navy Yard, home of USS Constitution and the USS Constitution Museum. Depending on operating hours, security procedures, parking, and your group’s interests, you may explore the sites outside or spend time aboard the ship or inside the museum. Admission to the monument and ship is free; any suggested museum contribution is not included. The number of sites visited depends on the available tour time.

Historic North End, Italian Heritage & Revolutionary Sites. Explore Boston’s historic North End, often described as the city’s Little Italy. This lively neighborhood is known for Italian restaurants, cafés, bakeries, pastry shops, and traditional summer feasts. Possible highlights include Old North Church, Paul Revere Mall, the Paul Revere House, Copp’s Hill Burying Ground, and Hanover Street favorites such as Mike’s Pastry and Modern Pastry. Depending on your interests and available time, you may enjoy a short walk, photo stop, coffee, pastry, snack, or meal. Food, beverages, and admission to ticketed historic sites are not included. The exact route and number of stops depend on traffic, parking, crowds, local events, and remaining tour time.

Faneuil Hall, Quincy Market & Boston Waterfront. Explore the area around Faneuil Hall and Quincy Market, where Boston’s history, shopping, dining, civic landmarks, and waterfront come together. Possible highlights include Boston City Hall and City Hall Plaza, Faneuil Hall, Quincy Market, the Rose Kennedy Greenway, the New England Aquarium exterior, and sections of the Boston Harborwalk. Depending on your interests and available time, you may stop for photos, browse the market, enjoy a short waterfront walk, or purchase coffee, snacks, or lunch. Food, beverages, shopping, aquarium admission, and other ticketed attractions are not included. The exact route and time spent in the area depend on traffic, parking, crowds, events, and the remaining tour time.

Seaport District, Fan Pier & Cruise Port. Drive through Boston’s modern Seaport District, with possible views of the Boston Tea Party Ships & Museum, Boston Children's Museum, Fan Pier, the Institute of Contemporary Art, Boston Fish Pier, Seaport Boulevard, the cruise port, and the Boston Convention and Exhibition Center. Depending on traffic, parking, and your group’s interests, a brief waterfront photo stop may be possible at Fan Pier or another accessible location. Museum admission, attraction tickets, food, and beverages are not included. Cruise-port access and the exact route may vary because of security restrictions, ship activity, road closures, and local events.