Top 10 Historical Tours in Massachusetts

Destination: Boston.
This private car tour is the perfect way to orientate yourself to Boston, to see not just the historic sites, but the entire city. On this tour we'll take you into all the city neighborhoods and along the sites of the Freedom Trail. We'll share the history and legends of the city, keep it topical with current day fun facts and light hearted stories. All guides are fully licensed and approved Boston tour guides, driving luxury and livery insured vehicles.
Known For: Boston Shore Excursions, Boston Worry-Free Shore Excursion, Boston Historical Tours, Boston Port Pickup, Boston Half-day Tours, Boston Bus Tours, Boston Luxury Car Tours, Boston Car Tours, Boston Ports of Call Tours, Boston Private Sightseeing Tours, Boston City Tours, Boston Private and Luxury.
Duration: Around 3 hours.

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 Cultural Tours, Boston Historical Tours, Boston Excellent Quality, Boston Walking Tours.
Duration: Around 2 hours and a half.

Destination: Boston.
We are so excited to show you all that the city has to offer in such a short amount of time! From historical landmarks to modern attractions, Boston is sure to amaze you with its beauty. We start at our location at 199 State Street and as we make our way along the Freedom Trail, we will explore some of the most famous locations that have played an integral role in the history and development of the city. See iconic landmarks like Old North Church, Faneuil Hall, Zakim Bridge, and TD Garden to truly appreciate Boston's history and unique architecture. Learn about the Big Dig. Feel the cool breeze on your face and take in stunning views of the waterfront as we glide along Compass Point – all in an hour! So what are you waiting for? Come join us on this tour and discover the story behind this awe-inspiring city!
Known For: Boston Adventure Tours, Boston Small Group, Boston Historical Tours, Boston Segway Tours, Boston Private and Luxury, Boston Cultural Tours, Boston New Product.
Duration: Around 1 hour and a half.

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 Private and Luxury, Boston Port Pickup, Boston Bus Tours, Boston City Tours, Boston Ports of Call Tours, Boston Cultural Tours, Boston Historical Tours, Boston Shore Excursions, Boston Half-day Tours, Boston Private Sightseeing Tours, Boston Walking Tours.
Duration: Around 4 hours.

Destination: Boston.
Taste Boston’s history with every bite on this flavorful journey through Downtown Boston. Savor Boston classics like creamy New England clam chowder that once fueled sailors and city workers, a classic New England lobster roll from the region’s coastal waters, slow-cooked Boston baked beans with colonial roots, and Boston’s most iconic dessert—the decadent Boston cream pie—enjoyed at the very place it was first created in the 1850s. As you explore historic landmarks along the Freedom Trail, you’ll uncover fascinating food origins that span centuries—from Native American influences and colonial traditions to the beloved local flavors we enjoy today. It’s a fresh (and flavorful!) twist on the city’s most famous walk—experience the Freedom Trail through Boston’s legendary dishes. Don’t miss this one-of-a-kind “Feed ’Em Trail” adventure—where every stop reveals a delicious piece of Boston’s culinary history.
Known For: Boston Excellent Quality, Boston Private and Luxury, Boston Culinary Tours, Boston Walking Tours, Boston Half-day Tours, Boston Food & Drink, Boston Small Group, Boston Historical Tours.
Duration: Around 3 hours.

Destination: Salem.
Walk Salem's most haunted streets and uncover the devastating true story of the 1692 witch trials — told the way only a lifelong local of old Salem can tell it. This tour is a favorite with families and curious kids of all ages. Named one of TripAdvisor's Top 10 Salem Walking Tours 2026, step into 400 years of mesmerizing history. Pass centuries-old buildings — could they still be haunted? Enjoy some Hocus Pocus stops. Then be shocked by Salem's lesser known history, and the question nobody thinks to ask: Why are there no Sheriffs located in Salem anymore? Every tour ends with time for questions and recommendations for where to eat, shop and explore by request. Hate the crowds? Pick our early morning 8:30am slot. We look forward to meeting you. The tour's starting point is: The East India Fountain at 158 Essex St Salem, MA 01970. Length is 60-90 minutes depending on pacing times and needs. This is an outdoor only walking tour, we do not go inside any buildings. See you in Salem!
Known For: Salem Cultural Tours, Salem Ghost Tours, Salem Excellent Quality, Salem Historical Tours, Salem Walking Tours, Salem Private and Luxury.

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 Food & Drink, Boston Private and Luxury, Boston Art Tours, Boston Chocolate Tours , Boston Small Group, Boston Excellent Quality, Boston Historical Tours, Boston New Product, Boston Walking Tours.
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 Walking Tours, Boston Music Tours, Boston Cultural Tours, Boston Excellent Quality, Boston Art Tours, Boston Historical Tours, Boston Private and Luxury.
Duration: Around 1 hour and a half.

Destination: Martha's Vineyard.
Offering private tours of beautiful Marthas' Vineyard Island specifically for small groups of people (5 max) looking for a truly unique experience. Relax and enjoy this narrated tour as we drive along the scenic coast, stop for photos, talk about famous people, learn about local history, all while passing through the 3 down-island towns. For those travelers coming over for the day with limited time, who would like to see the down Island towns, this is the perfect tour.
Known For: Martha's Vineyard Ports of Call Tours, Martha's Vineyard Bus Tours, Martha's Vineyard Cultural Tours, Martha's Vineyard Shore Excursions, Martha's Vineyard Historical Tours, Martha's Vineyard Port Pickup, Martha's Vineyard Private and Luxury, Martha's Vineyard Private Sightseeing Tours.
Duration: Around 2 hours.

Destination: Boston.
Immerse yourself in our colonial history! On this six-hour driving tour, you will see the sights and hear the stories of Boston's colonial past narrated by a professional historian and experienced guide with ample opportunities for taking pictures. This is an excellent tour for seasoned historians and students alike. A meal break will be taken in Concord or elsewhere as directed.
Known For: Boston Port Pickup, Boston Bus Tours, Boston Private Sightseeing Tours, Boston Half-day Tours, Boston Private and Luxury, Boston City Tours, Boston Historical Tours, Boston Shore Excursions, Boston Day Trips.
Duration: Around 6 hours.