Teeming with history, Boston is one of America’s most fascinating cities, with numerous significant events that have helped shaped modern day America taking place here down the years. Happily, many of its most interesting landmarks are nestled in compact parts of the city, meaning they can be easily visited on foot.
But there is far more to Boston than a mere lesson in history. The city is also dotted with contemporary cultural venues and amazing food and drink offerings. We’ve picked out 10 of the best Boston walking tours based on cost and guest reviews.
FROM $47.99 PER PERSON
The chocoholics among you can combine your cravings with a fascinating journey around Boston on this accompanied walking tour. Choose between a 2.5-hour stroll around the city’s upscale Back Bay neighbourhood or a 3-hour jaunt through the historic South End district. During the tour, you’ll get to sample some of the city’s finest chocolate as well as learn about the finer points of chocolate tasting, storage and production. Among the stop offs, you’ll visit a Swiss chocolatier famous for his Dom Perignon champagne Truffle, a New England ice cream maker who specialises in Fair Trade chocolate, and a tea house that serves up mouth-watering chocolate teas.
FROM $35 PER PERSON
Stories of ghostly sightings in Boston are steeped in the city’s folklore dating back centuries. Not for the faint-hearted, this spooky 2.5 hour walking tour takes you around a range of sites and locations said to be haunted by long departed souls. Whether it’s the victims of grisly murders or restless poltergeists , be sure to look out for ethereal figures as your knowledgeable guide regales you with eerie stories of lore. Highlights include the Boston Athenaeum and the Boston Massacre Site, home to the most famous bloodbath in US history.
FROM $35 PER PERSON
Boston’s rich Jewish heritage is explored on this 2-hour walking tour of the city’s historic synagogues, Jewish monuments and neighbourhoods. Guests will get to learn about the 19th century Jewish roots of areas like Beacon Hill and tour key Jewish gathering sites such as the Vilna Shul. Other notable stopping off points include the Puffer House Cigar-Rolling Factory and Boston’s stirring and heart-rending Holocaust Memorial, a set of glass structures commemorating the events of World War II.
FROM $300 PER PERSON
This 2.5 hour private walking tour offers you the chance to create a customised itinerary for your particular tastes and preferences. You can choose from a wide variety of landmarks and neighbourhoods to visit, each with their own unique history and appeal. Among the sites you can pick are America’s oldest restaurant, the spot that the Boston Massacre took place, the Beacon Hill district, the Old City Hall and the Old Corner Bookstore. All you need to do is send your guide your selected list and they’ll meet you outside your hotel to embark on your tour.
FROM $35 PER PERSON
Part of Boston’s rich history has been its role in a large number of culturally important TV shows and movies over the years. This 90-minute walking tour takes you to over 30 locations which have been used for filming, including the sitcom ‘Cheers’ and the movies ‘Good Will Hunting’, ‘Departed’ and ‘Parent Trap’. Your expert guide will be a local actor, meaning you can pick their brains by asking questions about life as a thespian. As well as TV and movie sites, you’ll also visit some notable landmarks including Boston Public Garden, Massachusetts State House and Brewer Fountain.
FROM $49 PER PERSON
At the end of most city walking tours, you may expect to be nursing a ravishing thirst and hunger. Not so with this 3-hour tour of Boston, which invites guests to sample some of the city’s finest pizza while sinking cold beers in eateries and taverns teeming with history. Among them are a pub where the founding fathers are said to have plotted and planned the American Revolution, and another where the infamous Great Brink’s Robbery took place. You’ll also head to Charlestown to see famous sites including the Bunker Hill Monument, the USS Constitution and a tavern that dates back to 1785. The tour ends at either Bell in Hand, the longest continuously operating tavern in the United States, or the Green Dragon, a basement tavern known as the Headquarters of the Revolution.
FROM $85 PER PERSON
Stoll along the 18th-century streets and alleys of Boston’s historic North End neighbourhood on this small-group 3-hour walking tour. A knowledgeable guide will take your group, limited to just six people, in tracing the city’s evolution from the American Revolution to the current day. During the tour you’ll walk in the footsteps of pioneers while learning about historic events such as the Boston Tea party and the role of the city’s shipping industry in creating modern day Boston. After the tour, you’ll be perfect placed to grab a bite to eat in one of the district’s famous Italian eateries.
FROM $59 PER PERSON
Accompanied by a professional photographer, this 3-hour walking tour of Boston’s famous Freedom Trail will leave you with memories to last a lifetime. A 2.5 mile path through downtown Boston will see you stop off at a total of 16 locations that helped define the history of America, including the Old North Church, the site of the Boston Massacre, and the USS Constitution – all with historical commentary along the way. High-resolution photos will be available to order and download after the tour.
FROM $48 PER PERSON
Anyone with a sweet tooth will love this 2.5-hour tour that invites you to sample some of Boston’s best cupcakes. During the tour you’ll stop off at a number of renowned cupcake shops nestled in some of Boston’s most historic and famous neigbourhoods. Among the outlets you’ll visit will be an ice-cream store that puts a new twist on the classic cupcake. Whether your preference is for simple and swirled or sweet and sprinkled, there’ll be something to satisfy every taste.
FROM $35 PER PERSON
This 2-hour takes guests on a fascinating tour through the historic streets of North End, Boston’s oldest district, stopping off at numerous important landmarks along the way. You’ll get a taste of Revolutionary New England as you visit key sites along the Freedom trail, before immersing yourself in the colourful neighbourhood which boasts a rich Italian American heritage. To complete the tour, you’ll be chaperoned to Boston’s waterfront and harbour where you can catch a glimpse of the USS Constitution, a wooden-hulled heavy frigate named by President George Washington after the Constitution of the United States of America.