Boston Harborwalk

Boston is an iconic and historical city that is easy to explore on foot with incredible stories to tell, and a unique blend of colonial, French, and Georgian architecture. This walking tour will take you not only to the Freedom Trail but also to several other notable sights that make the city so unique.

On your private half-day tour, you will: 

• Meet your guide in Copley Square, and see Trinity Church and Boston Public Library, built as a “palace for the people” and was the first large, free municipal library in America;
• Visit the historic 54th Regiment Memorial, where Robert Gould Shaw led the regiment out of Boston to fight the South in the Civil War;
• Enjoy Boston Commons Public Garden, and see the fun Make Way for Ducklings statues;
• Stroll through the picturesque Beacon Hill neighbourhood, lined with Federal-style and Victorian brick row houses lit by antique lanterns;
• Visit the famous Faneuil Hall Marketplace, Quincy Market, and vibrant Boston Public Market;
• Enjoy some of the key sites of the Freedom Trail, including the Granary Burying Ground, where Paul Revere, John Hancock, and Sam Adams are buried;
• See Park Street Church, part of the Freedom Trail, from where the women’s march took place;
• Pay homage at the site of the Boston Massacre of 1770, and hear the turbulent history which led to the tragedy;
• Finish with an idyllic stroll along Boston Harbour, where the famous Boston Tea Party took place.

Whether this is your first time in Boston or your fiftieth, this tour is the insider’s tour, which will take you through the heart of the city’s highlights, while also hitting several of the spots often missed on whistle-stop tours.

On your private tour, you will get to unpack this city’s rich history – from its pre-revolutionary roots through to the modern-day.

You’ll hear stories of locals whose names you’ve heard your entire life – like John Hancock and John Adams – and learn lesser-known stories of the minorities – immigrants, African-Americans, and women – who have been ever-present in the city’s history, making it the iconic city it is today.

A trip to Boston is incomplete without enjoying its spectacular local fare, and your private guide will recommend you to their favourite spot in case you want to have a taste of the classics: a lobster roll and fantastic cider, made from locally sourced apples. 

See the best of Boston from one end of the city to the other on this private, half-day driving highlights tour.

On your tour you will:

• Drive along Boston’s Freedom Trail, and see its highlights including the Massachusetts State House, Boston Common, and Faneuil Hall;
• Enjoy stops along the route, which include Paul Revere’s House and the USS Constitution;
• Explore Bunker Hill, where your guide will unpack the events which led up to the Revolutionary War and the battles which took place in and around the city;
• Visit four historic districts in the city, including the Italian North End and Back Bay;
• See where the city’s beloved Red Sox plays at Fenway Park;
• Enjoy an easy drop-off somewhere central in the city of your choosing or back at your hotel.

If you are arriving in Boston with no idea where to start or how to orient yourself, then this is the perfect tour – full of the historic spots in the city, along with a thorough overview of the city itself.

You’ll get the feel of the city, and your guide will help you plan out a list of places you should return to and spend time at your own pace – helping you choose the best from the city’s eclectic food scene to its famous beer brewing industry.

If you have been to Boston before, but still want to be refreshed on the city, then your guide will happily tailor the tour on the day with you to slow down the pace, skip sites you’ve already seen, and to further explore places which pique your interest.

Whether it’s the summer heat, the winter chill, or simply wanting a day to give your feet a rest, this driving tour is the perfect way to explore Boston.