Go beyond the Freedom Trail and experience modern Boston through the city’s incredible history. From the iconic Boston Harbor, to the famous Freedom Trail, into the heart of beautiful Beacon Hill, join your local guide on an experience that promises to connect you to the Boston of old and new.
Local English-speaking guide, a surprise local treat
Additional food and drink, tips/gratuities for your guide
The Greenway Carousel (Outside - Next to the Carousel entrance), 191 Atlantic Ave., Boston, MA 02111
Boston Public Garden (or nearby), 4 Charles St., Boston, MA 02116
For the private tour, there must be a minimum of 4 passengers. Smaller groups may still book a private experience, but they will be charged a base rate for four travellers.
If you have any issues on the day of your tour, please call +1 617 539 8271
Free cancellation up to 24 hours before activity.
We will begin at the lifeblood of Boston, the Boston Harbor, with a walk through a scenic waterfront park, with views of the harbor. From the harbor, we’ll continue past the Rose Kennedy Greenway, State Street and the historic Custom House Tower, the city’s first skyscraper. Then, your guide will lead you toward the famous Faneuil Hall and Quincy Market, which both boast stunning views. Moving into the heart of Downtown Boston, we will stop in front of the Old State House and site of the Boston Massacre. Was it really a massacre or maybe just great propaganda for the Revolution? Ask your expert guide about that one! A short trek through Downtown Crossing brings you to Old City Hall. This beautiful building, done in French Revivalist architecture, was the seat of city government for years in Boston. It also happens to be the site of the birth of public education in America. You'll definitely want to have your guide snap your picture with the bronze donkey outside the entrance. On most weekdays (government hours only!) you have a chance to see the government at work inside the inspiring, historic, and beautiful Massachusetts State House, designed and built by famous federalist architect Charles Bulfinch in 1798. Outside the State House, take in the views of modern Boston, including the skyscrapers of Downtown, the Financial District, and the tallest building in New England: The John Hancock Tower. We continue our journey through Beacon Hill, where you’ll have a chance to take in the quintessential architecture of Boston’s red brick row houses. Get out your cameras — this neighborhood is one of the most photogenic in the city. Finally, we arrive at the beautiful Boston Public Garden, one of Boston’s favorite green spaces, where you’ll see locals walking the dogs, playing with the kids and enjoying lunch in the shade. Your guide will point you in the right direction, and will help with any and all recommendations for great things to do in Boston that evening and beyond.