Freedom Trail
Tours

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Our most recommended Freedom Trail Tours

Boston History & Highlights Afternoon Tour

1. Boston History & Highlights Afternoon Tour

Your experience begins at the Aquarium “T” Station on the historic Long Wharf, the focus of Boston Harbor, and the economic engine of Boston for most of its history. From the harbor, continue past the Rose Kennedy Greenway, State Street and the historic Custom House Tower, the city’s first skyscraper. Then, your guide will lead you toward the famous Faneuil Hall and Quincy Market, which both boast stunning views. Moving into the heart of Downtown Boston, stop in front of the Old State House and site of the Boston Massacre. Was it really a massacre or maybe just great propaganda for the Revolution? Ask your expert guide about that one!  A short trek through Downtown Crossing brings you to Old City Hall. This beautiful building, done in French Revivalist architecture, was the seat of city government for years in Boston. It also happens to be the site of the birth of public education in America. You'll definitely want to have your guide snap your picture with the bronze donkey outside the entrance. On most weekdays, you’ll have a chance to see the government at work (or not) inside the inspiring, historic and beautiful Massachusetts State House, designed and built by famous federalist architect Charles Bulfinch in 1798. Outside the State House, take in the views of modern Boston, including the skyscrapers of Downtown, the Financial District, and the tallest building in New England: the John Hancock Tower.   Continue your journey through Beacon Hill, where you’ll have a chance to take in the quintessential architecture of Boston’s red brick row houses. Get out your cameras — this neighborhood is one of the most photogenic in the city. Finally, arrive at the beautiful Boston Public Garden, one of Boston’s favorite green spaces, where you’ll see locals walking the dogs, playing with the kids and enjoying lunch in the shade. Your guide will point you in the right direction, and will help with any and all recommendations for great things to do in Boston that evening and beyond. 

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Boston: Freedom Trail Self-Guided Tour

2. Boston: Freedom Trail Self-Guided Tour

Embark on an adventure through the United States' history and discover fascinating stories about Colonial America and the Revolutionary War. On this self-guided tour, led by GPS, explore Boston’s Freedom Trail at your own pace and learn about this fascinating period of history. Begin the experience in the center of the city at Boston Common. Hear stories about the common’s history and how the first settlers founded the city. Next stop is Massachusetts State House followed by the 54th Regiment Memorial where you’ll learn about the Civil War. Continue to Park Street Church and discover the importance of this landmark, then find out about the iconic figures buried at the Granary Burying Ground. Arrive at the Latin School next, one of the city’s most notable attractions due to its impressive alumni. From here, reach the Old South Meeting, built in 1729, then explore the Boston Massacre site and hear about the incident that occurred here. Faneuil Hall, the Holocaust Memorial, Haymarket, Paul Revere House, Old North Church, and Copp’s Hill Burying Ground, make up the last leg of the tour, which ends at the Bunker Hill Monument.

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Boston: North End to the Freedom Trail - Food & History Tour

3. Boston: North End to the Freedom Trail - Food & History Tour

Walk through Boston Harbor Island State Park, admiring East Boston and the historic wharfs lining Atlantic Avenue. Head to North End and visit a local Italian bakery serving fresh bread and an Italian salumeria for meats and cheeses. On Hanover Street, relax at a traditional Italian café during a mid-tour break. Taste the pizza at a neighborhood favorite. Finish with samples of the best Italian pastries. Head to the Rose Kennedy Greenway, State Street and the historic Custom House Tower, then onto the famous Faneuil Hall and Quincy Market. Stop in front of the Old State House (the site of the Boston Massacre) before hitting Old City Hall. Check out the State House. Continue through Beacon Hill to see Boston’s red-brick row houses. Finally, arrive at the beautiful Boston Public Garden.

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Boston and the Freedom Trail from New York: Day Trip

4. Boston and the Freedom Trail from New York: 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.

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Boston: Freedom Trail History and Architecture Walking Tour

5. 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.

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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 MarketStart 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 end the day.

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Historic Pub Crawl Tour along the Freedom Trail

7. Historic Pub Crawl Tour along the Freedom Trail

Wander along the same cobblestone streets as Paul Revere once did, pass through bustling markets where Sam Adams peddled the idea of revolution. Visit historic bars that have been frequented by Bostonians for hundreds of years. Revisit the story of America's birth and raise a glass as you learn the importance of beer in the founding of America. This historic pub crawl reveals hidden history about the events leading up to the revolutionary war and takes you where it all started: taverns. The four historic taverns visited on the tour are in the Faneuil Hall area and provide a wonderful backdrop as expert guides tell stories about Boston's rebellious past that helped lead to America's independence. Each tavern dates back at least to the 1800's, several even further which includes America's oldest tavern! At each tavern your guide will recommend beer as unique as the history of the city. Most of the beers are exclusively served in Boston and several can only be found in the taverns visited on the tour!

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Boston: 2-Hour Back Bay and Freedom Trail Walking Tour

8. Boston: 2-Hour Back Bay and Freedom Trail Walking Tour

Your tour begins in the affluent neighborhood of Back Bay. Walkthrough Back Bay and see many of Boston's most famous architectural sites. Learn about the neighborhood and its development since the 19th-century. Continue your tour towards the stately Beacon Hill, once home to Boston's Aristocracy. during the 18th and 19th-centuries. Afterward, proceed to Boston's downtown area to see the major attractions of Freedom Trail. Visit Fanueil Hall and the Quincy Market Area, where you can later shop or eat to your heart's delight.  On this 2-hour tour see the beauty and grace of Copley Square, the Boston Public Garden, cobblestone drives and gaslights of historic Beacon Hill, the quirky, vibrant architecture and streets of old Downtown Boston, and walk along Freedom Trail from Boston Common to Faneuil Hall.

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Boston North End Pizza Tour

9. Boston North End Pizza Tour

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.

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Boston: 2-Hour Historic Walking Tour

10. Boston: 2-Hour Historic Walking Tour

This 2-hour Freedom Trail, Beacon Hill, and Back Bay walking tour will give you just the right mix of history, architecture, and culture to bring Boston's personality alive.  During your 2-hour walk, see the Freedom Trail that runs from Faneuil Hall to the Boston Common. Check out the quirky, vibrant architecture and streets of the old city center. Wander among the cobblestone drives and gaslights of historic Beacon Hill and the Back Bay area, then check out the Public Garden and graceful Copley Square. Visit important sites such as Faneuil Hall, the Old and New State Houses, the Old South Meeting House, the Old Corner Bookstore, King's Chapel, the Old Granary Burial Ground, Louisburg Square, Newbury Street, the John Hancock Tower, Trinity Church, and the Boston Marathon Finish Line. There are also plenty more Boston hotspots that you'll get to discover on this guided walking tour! This small-group tour allows you to hear everything your guide is saying as you see Boston's highlights. Feel like part of the city as your guide shares facts, stories, and humor that reflect the quirky nature of Boston in its past and present.

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Other Sightseeing Options in Freedom Trail

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What people are saying about Freedom Trail

Overall rating

4.7 / 5

based on 792 reviews

Alan was great, explaining everything to everyone, telling the history, answering questions with kindness, giving recommendations. I learned a lot and had a great tour thanks to Alan! He does it with love and fun and deserves all the credit, he does it good

Tyler was an amazing guide. He was both friendly as well as knowledgeable about the history and stories that make Boston so fascinating. Thank you!

Janet was fantastic. Made the tour fun and educational for my kids and me.

Our guide Jim was engaging, informative and entertaining w his fun facts.

Scotty was great! Knowledgeable and funny. We had a fantastic time.