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Freedom Trail

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Freedom Trail: Our most recommended tours and activities

Boston: 2.5-Hour Walking Tour of the Freedom Trail

1. Boston: 2.5-Hour Walking Tour of the Freedom Trail

See all 16 of Boston's Iconic Freedom Trail sites in a single 2.5-hour 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. 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. Start your tour opposite the Massachusetts State House and finish in the North End with the best view of the Charlestown Freedom Trail sites. 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.

Boston: Hop-On, Hop-Off Trolley Ticket

2. Boston: Hop-On, Hop-Off Trolley Ticket

Discover Boston onboard an enchanting hop-on and hop-off trolley to see all the historic sights at your own pace. Choose from a 1-day or 2-day hop-on hop-off open-air trolley ticket, providing access to 9 stops, all conveniently located close to the city’s premier attractions. Friendly tour guides are on board, ready to narrate your tour, and you can join and end the tour at any of the stops along the route. Jump off in neighborhoods such as North End and Beacon Hill to explore further. Take the full 1-hour circuit non-stop to get a great orientation of downtown Boston or explore in your own time. Hop-on and hop-off trolley stops: • New England Aquarium - Shuttle and Ferry - Quincy Market – Faneuil Hall • Paul Revere House - Little Italy • North End - Old North Church • USS Constitution - Old Ironsides • North Station - TD Bank Garden Sports Museum • Old State House - Faneuil Hall – Boston Massacre - Government Center • Boston Common - Public Garden • State House - Beacon Hill • South Station - Convention Center - Children’s Museum

Boston and the Freedom Trail from New York: Day Trip

3. 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.

Boston: Freedom Trail Self-Guided Tour

4. 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.

Boston: Historic Walking Tour of the Freedom Trail

5. 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 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 either Faneuil Hall (1.5-hour option) or Copp's Hill Terrace (2.5-hour option). The 1.5-hour tour visits 11 of 16 official Freedom Trail landmarks and the 2.5-hour tour includes views of all 16 official landmarks.

Boston: Historic Pub Crawl Tour along the Freedom Trail

6. Boston: 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!

Boston North End Pizza Tour

7. 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.

From New York City: Boston in One Day Tour

8. 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: North End to Freedom Trail Food and History Tour

9. 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: 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.

Other Sightseeing Options in Freedom Trail

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What people are saying about Freedom Trail

Overall rating

4.5 / 5

based on 1,757 reviews

This was an outstanding tour led by Alissa. Her storytelling skills were excellent and made this tour well worth the time!

Our guide (Alyssa) was so good! She told us the history in such a way that we were drawn in & captured! Great guide!

Gary was very knowledgeable about the history of the area. Very informative. Highly recommend.

Jules was the best guide and kept everything very interesting on an extremely hot day!

Janet was awesome. She had interesting stories and patiently answered questions.