Top 10 Walking Tours in Boston

Destination: Boston.
We will be walking all around the great city of Boston. Along the way, as you look at the city that stands today, I will show you historical photos of the exact spots you are standing on. Be prepared to experience Boston the way you never could imagine.
Known For: Boston City Tours, Boston Walking Tours, Boston Small Group, Boston Likely to Sell Out, Boston Excellent Quality, Boston Likely To Sell Out.
Duration: Around 2 hours and a half.

Destination: Boston.
Boston’s leading role in the American fight for women’s suffrage is found on the tree-lined streets of its elegant Back Bay neighborhood. This masterpiece of Victorian-era architecture is best experienced on foot, in a small group, with a local guide! Your 2.5-hour tour travels from Boston Common into historic Back Bay, visiting must-see landmarks such as the Public Garden, Newbury Street, and iconic Copley Square. Our walking tour delves deeply into the years 1870 to 1920, tumultuous decades culminating in women earning the right to vote in the United States. Walk in the footsteps of prolific activists and financiers, visiting the political battleground for pro- and anti-suffrage groups. With a captivating storytelling approach, Hub Town Tours provides the perfect introduction to Boston's role in the advancement of women’s rights. As we travel past key landmarks and historic homes, your guide shares captivating stories of the Bostonians who assembled the Women’s Suffrage Movement.
Known For: Boston Historical Tours, Boston Private and Luxury, Boston Likely to Sell Out, Boston Excellent Quality, Boston Likely To Sell Out, Boston Walking Tours.
Duration: Around 2 hours and a half.

Destination: Boston.
Boston's principal role in launching the American Revolution is linked by the brick-lined Freedom Trail. This world-famous pedestrian path is best experienced on foot with an expert historian! Tour & Taste combines Boston history and flavors, traveling past iconic landmarks before delicious beer tasting and all-inclusive lunch at a favorite local brewery, Democracy Brewing. Travel through the heart of Downtown Boston, visiting 11 of 16 official landmarks on the Freedom Trail. Along the way, your expert guide delves deeply into the years 1768 to 1775, the tumultuous years leading into the American Revolution. Walk in the footsteps of Colonial Bostonians, all of whom grappled with the difficult—yet essential—question of loyalty or rebellion to crown and country. Tour & Taste concludes in the private dining room of Democracy Brewing, where guests enjoy local craft beers and all-inclusive lunch featuring New England favorites such as lobster rolls, clam chowder, and Boston baked beans.
Known For: Boston Food & Drink, Boston Private and Luxury, Boston Walking Tours, Boston Likely To Sell Out, Boston Beer & Brewery Tours, Boston Likely to Sell Out, Boston Excellent Quality, Boston Spring Break, Boston Historical Tours.
Duration: Around 2 hours and a half.

Destination: Boston.
Sample Boston’s Most Iconic Dishes on a Delicious Journey Through History! Taste Boston’s history with every bite! From a creamy chowder that long fueled sailors and city workers, to a buttery seafood favorite straight from New England’s coasts, a hearty, slow-cooked traditional dish with colonial roots, and a decadent famed dessert beloved since the 1800s — this Downtown food tour serves up flavors as rich as the stories behind them. As we explore historic sites along The Freedom Trail, you'll uncover fascinating food origins that span centuries — from Native American beginnings and colonial influences to the beloved local flavors we savor today. It’s a fresh (and flavorful!) twist on the city’s most famous walk — experience The Freedom Trail through the lens of Boston’s legendary local foods. Don’t miss this unique “Feed’em Trail” adventure — where every stop reveals a delicious secret of Boston’s culinary soul.
Known For: Boston Likely to Sell Out, Boston Likely To Sell Out, Boston Walking Tours, Boston Historical Tours, Boston Excellent Quality, Boston Food & Drink, Boston Culinary Tours, Boston Small Group, Boston Half-day Tours.
Duration: Around 3 hours.

Destination: Boston.
Private tours are priced per GROUP, not per person. This amazing tour is for those who want more than a driving tour but not a ton of walking.(aprox. 90 minute walk) Stroll through the historic North End. Have a snack from a famous North End pastry shop. Go inside the Old North Church and see Paul Revere's house, Explore Copp's Hill Burial Ground and learn about the "Spite House", the "Brink's Job" robbery. and the Great Molasses Flood. Visit the USS Constitution, and go up Bunker Hill where the first organized battle of the Revolutionary war took place. Learn how the Colonists lost that battle but won at the same time. Ride through Downtown, up Beacon Hill, The Back Bay, Fenway and over to Cambridge to see Harvard & MIT. You will see the entire city in half a day. ​Learn all about our history as well as what makes Boston such a great 21st century city. We can confirm tour start time after booking is complete. Weekday tours during the school year tours can only start after 2:30PM
Known For: Boston City Tours, Boston Walking Tours, Boston Ports of Call Tours, Boston Shore Excursions, Boston Cultural Tours, Boston Private Sightseeing Tours, Boston Port Pickup, Boston Private and Luxury, Boston Historical Tours, Boston Bus Tours, Boston Half-day Tours.
Duration: Around 4 hours.

Destination: Boston.
Back Bay is one of Boston's most beautiful neighborhoods and a city planning masterclass that illustrates American architecture's changing tastes and stylistic evolution throughout the mid-to-late 19th and early 20th centuries. It's also home to excellent chocolate vendors and gorgeous art galleries. The group will have chocolate tastings at four locations while visiting two art galleries to see why Back Bay is an essential Boston neighborhood. During this tour, we'll taste the following: -Hot chocolate from one of the pioneers of America's artisanal chocolate industry -Cookies from a legendary New York City bakery that's expanded into Boston -Cupcakes from a delightful Newbury St dessert shop -Chocolate hazelnut cake bites from a three-story Italian goods market We'll also visit two art galleries: -An art gallery representing Old Masters, Impressionists & Modern Masters from the 16th to 21st centuries -A gallery featuring 50 artists, including ceramics, paintings, and mobiles
Known For: Boston Small Group, Boston Walking Tours, Boston Excellent Quality, Boston Chocolate Tours , Boston Food & Drink, Boston Art Tours, Boston New Product, Boston Likely To Sell Out, Boston Historical Tours, Boston Likely to Sell Out.
Duration: Around 2 hours and a half.

Destination: Boston.
Guided by a local musician, explore Boston’s rock and roll past, present (and future), on a walking tour through Boston’s Fenway neighborhood. Visit the sites of legendary venues like the Rat, Storyville, and the Boston Tea Party- The Velvet Underground’s favorite place to play in the whole country! Learn how pioneering DJs, producers, and educators sparked a revolution in how music was transmitted, recorded and taught. And trace Boston’s impact on the careers of iconic artists like B.B King, Joan Baez, Bob Dylan, Springsteen, Tracy Chapman, New Edition, Nirvana, Aimee Mann, Pixies, Radiohead, Peter Wolf, Bonnie Raitt, Van Morrison, Jonathan Richman and more. Scroll below to learn more….
Known For: Boston Cultural Tours, Boston Art Tours, Boston Historical Tours, Boston Excellent Quality, Boston Music Tours, Boston Walking Tours.
Duration: Around 1 hour and a half.

Destination: Boston.
Yelp's 2025 pick for Massachusetts #1 food tour! Create food memories with one of Boston's original food tours. Our North End Neighborhood Tour offers a view of Boston's Little Italy from the perspective of our founder, a native Bostonian, with topics ranging from best eats to history to crime to movies, and personal stories that you can't Google! We've included some surprises, too, including FOUR sites that aren't what they appear to be, and two hidden gems in a very unexpected place. And, if you're lucky, you might meet a neighbor or two!
Known For: Boston Half-day Tours, Boston Private and Luxury, Boston Private Sightseeing Tours, Boston Food & Drink, Boston Walking Tours, Boston Cultural Tours.
Duration: Around 3 hours and a half.

Destination: Boston.
Meet Boston, after dark. The real Boston. The Boston of terrifying serial killers, infamous gangsters, urban legends, bizarre industrial accidents, unsolved crimes, ghost stories, and other extraordinary tales. Led by a Boston local, this is Boston like you've never seen it. Our tour is capped to 15 guests so you are part of a conversation, not a lecture! This 2 hour/1.7 mile walking tour takes you through two of Boston's most notorious neighborhoods; the North End and the West End. Please wear comfortable walking shoes. This is not a kid-friendly tour. Children under 13 are not allowed, and parental discretion is advised for those 13 and up. This tour contains foul language, and discussions of death and violence. Children must be accompanied by an adult. Adults are responsible for their own and their children's behavior. This tour will run in light rain. We will cancel for unsafe or unpleasant weather conditions. Tour requires at least two guests to operate.
Known For: Boston Ghost Tours, Boston Walking Tours, Boston New Product, Boston Crime Tours, Boston Private and Luxury, Boston Excellent Quality, Boston Seasonal.
Duration: Around 2 hours.

Destination: Boston.
Welcome to the North End Food Tour! One of Boston's oldest and most important neighborhoods, the North End is most known for its multi-generation Italian-American culture, as well as its abundance of seafood, markets, and cafes. The group will have tastings at 5 different locations while learning about the North End's rich history and its contribution to the growth of Boston. During this tour, we'll taste the following: -Clams casino from an over 50-year-old family-run waterfront restaurant -An Italian sub from one of Boston's most acclaimed sandwich shops -Meatballs from a salumeria in a tucked-away alley off of Hanover St -Florentine cannoli from a 24/7 bakery that's been a North End institution since 1926 -Tiramisu from the oldest Italian cafe in Boston As a parting gift for joining the tour, you will receive a post-tour email highlighting my favorite places to visit, activities to enjoy, and hundreds of local food & drink options while you're in the Boston area.
Known For: Boston Likely to Sell Out, Boston Food & Drink, Boston New Product, Boston Excellent Quality, Boston Private and Luxury, Boston Walking Tours, Boston Small Group, Boston Likely To Sell Out, Boston Pastry Tours, Boston Culinary Tours.