Meet your knowledgeable guide in the morning across the street from Boston’s Old State House. Take your first steps along Boston’s iconic Freedom Trail, a historic walking path that snakes past many of Beantown’s most famous landmarks from the colonial and revolutionary-eras. Check out the stately Faneuil Hall and explore both Boston’s Old and New State Houses before stopping to pay your respects at the site of the 1770 Boston Massacre.
Continue by foot past the Old Corner Bookstore and King’s Chapel before heading toward Boston’s downtown area. As you head into the forest of skyscrapers, catch a few glimpses of the Boston of old along the way, including Boston Common, the Public Garden, and one of the world’s smallest suspension bridges.
Arriving downtown, gaze up at the John Hancock Tower before passing by the Boston Public Library and Trinity Church? Want to feel like a real winner? Make sure to take a ceremonial pass over the finish line location for the famous Boston Marathon. End your trip amidst the beautiful architecture of Copley Square.