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Freedom Trail

Freedom Trail: Our most recommended tours and activities

Boston: 1.5-Hour Ghosts and Gravestones Tour

1. Boston: 1.5-Hour Ghosts and Gravestones Tour

Explore Boston’s sordid past on this “frightseeing” ghost tour of Boston. Prepare yourself for an evening of fun, scares, and ghost stories guided by a 17th-century gravedigger. Your tour guide is dying to tell you tales of Boston’s dead in their own unusual way. On this tour visit the streets where the Boston Strangler once prowled and hear local tales of murder and mayhem, ghosts and ghouls. At Copp’s Hill Burying Ground and Granary Burying Ground, depart from the trolley and explore Boston’s two oldest burying grounds on foot. Be warned, you never know what kind of ghoulish creatures you may encounter as you explore the gravesites of John Hancock, Paul Revere, Samuel Adams, and others. Travel back in time and learn about the spirits of notorious characters who lived and died in Boston.

Boston: History Pub Crawl Tour Along the Freedom Trail

2. Boston: History Pub Crawl Tour Along the Freedom Trail

Enjoy drinks along the famous Freedom Trail with a local guide on this history tour and pub crawl in one. Uncover the stories left out of 8th-grade social studies while laughing with fellow travelers from around the globe. On this walking pub crawl tour, learn the unknown tales of Boston’s colonial and revolutionary history. Discover how beer played a major role in the founding of the nation, from the landing on Plymouth Rock to the Boston Massacre. Customize your experience by choosing from two different tour options. Pick the happy hour option to enjoy four draft beers of your choice, one at each pub. Go with the dry run tour if you want to buy your drinks as you go.

Boston: North End to Freedom Trail Food and History Tour

3. Boston: North End to Freedom Trail Food and History Tour

Learn about Boston's own Little Italy district of North End and its rich culinary scene. Also, learn about the significant role the city played during the American Revolution on a fascinating guided walking tour of Boston.  Make your way through to the heart of the North End, home to some of the city’s oldest buildings and renowned for its variety of food offerings. Try some fresh bread and Italian meats and cheeses at a hidden bakery. You will also indulge in some sweet local pastries. On the Freedom Trail, explore the Rose Kennedy Greenway, State Street, and the historic Custom House Tower. Then, head over to Old City Hall, which was the birthplace of public education in America. Don’t forget to get a picture of the bronzed Donkey outside the entrance Your tour will finish at the Boston Public Garden. Enjoy the rest of your day relaxing in the park and its beautiful surroundings. 

Boston: North End Pizza Tour with 3 Slices and Cannoli

4. Boston: North End Pizza Tour with 3 Slices and Cannoli

Pizza is without a doubt America's favorite food. In all, there are over 61,000 restaurants serving pizza in the US, and Massachusetts alone boasts around 1,500 pizzerias. Enjoy a slice from Boston's oldest pizzeria that has a brick oven dating back to 1883, or a slice from a North End pizzeria voted Boston's Best Slice multiple times! Other stops may include a pizzeria named in the Top 25 Best in America, or from an eatery named one of the Top 10 Best Italian Restaurants in the World. Each tour features 3 different slices, all from top-rated Boston pizzerias. You’ll enjoy 2.5 hours of food, fun and history, and finish with a cannoli from a famous North End bakery.

From New York City: Boston and the Freedom Trail Day Trip

5. From New York City: Boston and the Freedom Trail Day Trip

Depart New York along the Eastern Coast through Connecticut to Massachusetts and to its capital, Boston. Your first stop is the city of Cambridge where will find one of the most famous and most prestigious universities in the world: Harvard. The tour starts with a walk in Harvard Yard; the oldest academic ground in America. See Widener library, then rub the shoe of John Harvard for good luck. Continue to a panoramic tour passing by City Hall, MIT and Cambridge College. Then cross the Charles River and arrive in the center of the intellectual capital of the country. Visit Copley Square, home to beautiful Trinity church. Next up is a walk along the Freedom Trail through Boston Common Park. Break for lunch at Quincy Market, and try the world famous Clam Chowder or a lobster roll. After lunch, visit the site of the famous Tea Party and the navy ship Constitution. In the late afternoon, depart southwest for an evening arrival in New York.

From New York City: Boston in One Day Tour

6. From New York City: Boston in One Day Tour

Come discover beautiful Boston. Have your transportation and itinerary taken care of your while your only job is to sit back and enjoy this stunning city. Explore the best Boston has to offer including: Fenway Park stadium, home to the Boston Red SoxHarvard University Main campus: Harvard Yard, Old Yard, John Harvard Statue, Johnston Gate, Harvard souvenir store.Copley Square: Trinity church, Fairmont Copley Hotel, Boston Public Library, John Hancock Tower, “End line” to Boston MarathonBoston Common and the public gardens  Freedom trail: Massachusetts State house, Old state House, Granary Burying ground, Kings chapel, Faneuil hallQuincy Market Start your day in New York City, where your tour guide will share stories of different places on your journey to Boston. Once in Boston, begin your tour at Copley Square, have lunch at Quincy Market and visit Harvard University's main campus.

Boston: Guided Walking Tour of the Freedom Trail

7. Boston: Guided Walking Tour of the Freedom Trail

See all 16 of Boston's Iconic Freedom Trail sites in a single tour with an experienced guide. Learn about icons like Paul Revere and John Hancock, along with lesser-known stories of women, African Americans, and immigrant patriots and pioneers. Start your tour opposite the Massachusetts Statehouse, at the base of the Robert Gould Shaw Memorial on Boston Common, and finish in the North End with the best view of the Charlestown Freedom Trail sites. Discover tales of rebels, gangs, and Midnight Riders, with a few cheap dad jokes for good measure. Gain an understanding of Boston's role in the American Revolution and how the city became a pioneer in the fields of abolition, American education, and immigration. Along the way, experience the explosive events of the American Revolution like the Boston Tea Party and the Boston Massacre in the places they happened. See Park Street Church, Granary Burying Ground, King's Chapel, the Benjamin Franklin Statue, the Old Corner Bookstore, the Old South Meeting House, the Old State House, the Boston Massacre Site, Faneuil Hall, Paul Revere House, the Old North Church, Copp's Hill Burying Ground, the USS Constitution, and Bunker Hill Monument.

Boston: Go City All-Inclusive Pass with 40+ Attractions

8. Boston: Go City All-Inclusive Pass with 40+ Attractions

The Boston All-Inclusive Pass by Go City provides you access to over 40 of the area’s top activities, attractions, and tours for a single low price. Enjoy planning your own itinerary while saving up to 45% compared to the cost of individual attraction tickets. Choose a 1, 2, 3, 5, or 7-day pass and visit as many attractions as you like during that time. Take a Trolley Tour, visit the New England Aquarium, or explore the Museum of Science. These and many other options are included in the cost of your Boston All-Inclusive Pass. A free digital guide helps you decide what to do, where to go, and how to get there. Below, "(R)" means that reservations are required. Included attractions with your Boston All-Inclusive Pass: TOURS AND ACTIVITIES • Historic Sightseeing Cruise (Seasonal - April to October) • CityView Hop-On Hop-Off Boston Trolley Sightseeing Tour: 2-Day Ticket (Seasonal - April to November) • Fenway Park Tour • Swan Boats of Boston (Seasonal - April to September) • The Harvard Tour • Boston Movile Mile Walking Tour (Seasonal - April to October) (R) • Boston Bike Rental • Battle Green Tour • Hyannisport Harbor Cruise (Seasonal - May to October) • Cape Cod Canal Cruise (Seasonal - May to October) • Liberty Ride (Seasonal - April to October) • Boch Center Wang Theatre Tours MUSEUMS AND PLACES OF INTEREST • New England Aquarium • Old State House Museum & Old South Meeting House Combo Ticket • USS Constitution Museum • Museum of Science • Paul Revere House • Museum of Fine Arts • Salem Witch Museum (R) • Boston Children's Museum (R) • Harvard Museum of Natural History (R) • JFK Presidential Library and Museum • Plimoth Patuxet plus Mayflower II or Grist Mill Combo (Seasonal - April to November) • LEGOLAND Discovery Center Boston • Franklin Park Zoo • Isabella Stewart Gardner Museum • Peabody Essex Museum • Institute of Contemporary Art • House of the Seven Gables • Buckman Tavern • Peabody Museum of Archaeology & Ethnology (R) • Otis House Museum • Concord Museum • Old Sturbridge Village • John F. Kennedy Hyannis Museum (Seasonal - April to September)

Boston: Freedom Trail History and Architecture Walking Tour

9. Boston: Freedom Trail History and Architecture Walking Tour

Get to know and love Boston in just one morning. Come and explore the cobblestone streets, admire the architecture, and discover the history of the downtown, as lead by a local guide. You will hear stories that highlight Boston’s history and culture as you walk the Freedom Trail from Faneuil Hall to Boston Common. This tour puts it all in context for you, from the time Boston was first settled through to today’s quirky streets and mixed architecture. Sites you will encounter throughout your tour include the Old and New State House, Faneuil Hall, the Boston Massacre Site, Park Street Church, the King’s Chapel, the Old South Meeting House, the Old Granary Cemetery, the Old City Hall and First Schoolhouse Site. You will also discover the Old Corner Bookstore, Boston Common, and the Irish Famine Memorial, among others.

Boston: Historic Walking Tour of the Freedom Trail

10. Boston: Historic Walking Tour of the Freedom Trail

Learn about the tumultuous 15-year period that culminated in the American Revolution on this small-group walking tour. As you walk through the heart of Boston, you’ll follow the footsteps of colonial Bostonians, all of whom grappled with the difficult question of loyalty or rebellion to crown and country. Start your walking tour on Boston Common, where the Freedom Trail originates. From there, you'll begin your walk along the historic Freedom Trail with your guide. Along the way, learn the significance of landmarks such as the Granary Burying Ground, the Old South Meeting House, the Boston Massacre Site, the Old State House, Faneuil Hall, and more. Your walking tour concludes at Copp's Hill Terrace, steps from the Old North Church. This final viewpoint over to Charlestown provides guests with a view of all 16 official landmarks on the Freedom Trail.

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What people are saying about Freedom Trail

Overall rating

4.6 / 5

based on 2,625 reviews

This was a GREAT Tour!! We went to Harvard (which I did not think I would be very interested in) and learned quirky and little know facts and trivia, then toured Bunker Hill, and Old Ironside! For the money you cannot beat a tour with Stuey!! He’s a great conversationist, and it was just four of us on this private tour!! Besides our tour of Fenway Park it comes in a close second on the list of adventures in Boston!! Thank you, Stuey!!

Scotty is a great tour guide. He was very friendly and informative. I appreciate learning about the history of Boston, Salem Witch Hunt, and how the pizza pie started. Things I didn’t learn in the school classroom.

Knowledgeable and friendly. Comes at the history from a unique perspective. I learned far more than I anticipated being someone who’s lived in Boston for more than 10 years.

Very nice trip to Boston and Cambridge. Even if the travel is long you have sufficient time to visit the most interesting places.

We loved the time we spent with Janet. She was warm and knowledgeable.