Boston
Walking Tours

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Our most recommended Boston Walking Tours

Boston Fenway Park: 1-Hour Guided Walking Tour

1. Boston Fenway Park: 1-Hour Guided Walking Tour

Explore the historic grounds of Fenway Park, a true Boston icon since 1906. Visit the home of the Boston Red Sox. Become enchanted by the charm of this 109-year-old Boston monument. Be led by a guide on a 1-hour walking tour of Fenway Park. This authentic gem is home to celebrated baseball World Champions from 1903, 1912, 1915, 1916, 1918, 2004, 2007, 2013, and 2018. On the public guided tour, view the stadium and baseball field where Red Sox legends Williams, Yaz, Fisk, and Rice made their mark on Red Sox Nation. See Pesky's Pole and sit atop the world-famous Green Monster, which stands 37 feet 2 inches high overlooking left field. Take in the magnificent sights and breathtaking views of Boston atop the Roof Deck overlooking right field. Finish your tour at the Fenway Park Living Museum collection, which engages fans of all ages by showcasing the vast collection of Red Sox baseball memorabilia. Fenway Park is not only a local favorite but also an international tourist destination visited by fans from over 93 different countries. Upgrade your experience to a private tour that takes you through the same places as the public tour, but also gives you the opportunity to visit exclusive locations (subject to availability). Your guide will let you know what is available that day once you check-in for the tour. With the upgrade, you can cover the Red Seat, Visiting Team Clubhouse, Visiting Team Batting Cage, Red Sox Hall of Fame, Red Sox Front Office and Trophy Case, Batting Titles & Golden Glove Awards Display, State Street Pavilion Club, Warning Track, and Green Monster Scoreboard. 

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Harvard: 70-Minute Harvard Tour

2. Harvard: 70-Minute Harvard Tour

What better way to see Harvard than through the eyes of a student! This tour is a 70-minute student-led walking tour of America's oldest university, designed to be a funny and educational journey through Harvard's campus. Beginning in the heart of Harvard Square, you'll be led into historic Harvard Yard by an enthusiastic Harvard student. Enjoy the sights while your guide entertains and inspires with tales of Harvard history and personal experience at the university they call home. You'll get an up-close look at major Harvard landmarks including Johnston Gate, the John Harvard Statue, Memorial Hall, and Widener Library. You'll even become privy to a few Harvard secrets along the way! Whether you're a student visiting colleges or a family on vacation, the Hahvahd Tour is undoubtedly the top way to see Harvard.

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Boston: Italian Food Tour with Pizza, Meats, Cheese, & Bread

3. Boston: Italian Food Tour with Pizza, Meats, Cheese, & Bread

Your North End experience begins at the lifeblood of Boston, the Boston Harbor. Walk through a scenic waterfront park, with views of the harbor, East Boston and the historic wharfs lining Atlantic Ave. Make your way to the heart of the North End, with views of some of the most historic sites and properties in the neighborhood, some dating back to the late 1600s and early 1700s. Delicious food is never far away in the North End. Your guide will introduce you to a small, hidden Italian bakery serving up fresh bread daily. Break bread with your fellow travelers and let the carbs give you the energy to continue your adventure! A proper Italian salumeria is next, and you’ll have a chance to enjoy Italian meats and cheeses at their finest and freshest.  Next up, take in the energy of the North End’s busiest corridor, Hanover Street. It’s time for a mid-tour break with your guide at a traditional Italian café. Here, you will have a chance to enjoy your choice of a classic cappuccino, espresso, or tea. Let the caffeine kick in as you go back in time into North End history. You’ll hear stories about some of the most influential events that have happened in Boston, including Paul Revere’s midnight ride. Make your way to the Old North Church and step inside the hallowed walls. To this day, North Enders still attend this church, which is famous for its role in the Revolution.  After church, dive deeper into the local side of the North End. A taste of pizza awaits at a neighborhood favorite and the stories are endless. Cap off the North End food experience with samples of the best of the best Italian pastries along the backstreets of this delicious neighborhood. Hopefully there will be a chance to meet and chat with the area’s top bakers, if you catch them at a quiet moment. After the tour, you’ll surely be ready to make a dinner reservation. Consult with your guide for the best recommendations and you will be set up for an amazing time in Boston.

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Boston Underground Donut Tour

4. Boston Underground Donut Tour

Celebrate the donut in all its glory while discovering downtown Boston on this underground tour. Take in historic sites, drink coffee and apple cider, and sample some of the finest donuts Boston has to offer. Begin your tour in the Financial District at Kane’s Donuts where you’ll sample several of their daily flavors. Take a stroll along the waterfront to Boston’s Public Market to try some delicious donuts and apple cider. Learn about the market's history and check out some of its other vendors. Next, walk through Little Italy, one of the city's oldest neighborhoods and home to the Old North Church. Make a stop at one of the oldest bakeries in the neighborhood and enjoy a uniquely Boston treat. Finish your tour back at the Public Market and the delicious Union Square Donuts.

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Boston: Freedom Trail Self-Guided Tour

5. 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: Historic After Dark Ghosts and Spirits Tour

6. Boston: Historic After Dark Ghosts and Spirits Tour

Embark on a unique after-dark tour and explore downtown Boston’s most haunted hotspots. Discover both the paranormal and historical worlds of each carefully selected tour site and listen to researched, authentic, and up-to-date accounts that ensure you have the best, most chilling experience possible. Highlights of the tour include: Omni Parker House Haunted by its first owner and other notable ghostly guests, the Omni Parker House is considered Boston’s most haunted location. One room, in particular, has caused so much trouble, terror, and grief that the hotel was eventually forced to convert it into a storage room, lest they risk another guest suffering from a grisly night’s stay in the cursed room. What could possibly drive a hotel to permanently retire an otherwise perfectly good guest room? Discover the details on our tour. Boston Common This seemingly placid area is the country’s oldest park. For a century of its long history, Boston Common was the site of hundreds of hangings. Not all of the victims of these executions managed to escape the park, even after death. The grim ghosts of the hanging victims are the least of your paranormal concerns in the Common. Keep your eyes open and your wits about you whenever you’re at this park… or else. Old South Meeting House Witness the birthplace of the Boston Tea Party protest and the very American Revolution itself at the Old South Meeting House. This building is of crucially historic importance, but that’s not the only legacy the meeting house is known for. It is a specter that sometimes appears and always acts as a harbinger of impending death. Or perhaps it’s no messenger of death at all, but instead directly responsible for the string of deaths that have befallen the unlucky ones who’ve encountered it. Old City Hall This former hub of Boston’s local government has since become a bustling mixed-use commercial and office property. Because of its historical significance being covered up with the new polish of redevelopment, at least one ghost exacts its revenge for this perceived disrespect for history on visitors. The Old City Hall may be magnificent looking, but watch where you look inside…

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Boston: Martha's Vineyard Day Trip with Optional Island Tour

7. Boston: Martha's Vineyard Day Trip with Optional Island Tour

Start the tour, with an early morning pick-up at your hotel between 6:45 - 7:30 AM. Take advantage of the complimentary snacks, water, maps, and discount food cards which are included in the vehicle. Arrive at the Martha's Vineyard Steamship Authority Ferry in Woods Hole, MA. Before boarding, there will be time for a spot of shopping or to enjoy breakfast. The vessel departs at 9:30 AM. Take an enjoyable 45-minute ferry ride to Oak Bluffs or Vineyard Haven, Martha's Vineyard. Food and drinks are available on the ferry, at your own expense. Inside air-conditioned seating, as well as outside sun deck seating, is available. There is plenty of room on this vessel to explore and take many pictures. Upon arrival at Martha's Vineyard, spend approximately 6 hours exploring the beautiful island. Guests who have chosen to take the 3-hour island tour will be greeted directly at the ferry dock. Everyone will depart Martha's Vineyard at 3:45 PM on the Steamship Authority Ferry. When you arrive back at Woods Hole, your guide will be waiting to take you back to Boston.

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Massachusetts Institute of Technology Public Tour

8. Massachusetts Institute of Technology Public Tour

Meet your student guide in Kendall Square and visit the university that ranks among the top schools in the U.S. Tour the campus and learn about some of the world's most talented innovators in the fields of math, science and technology. Get the inside scoop on the history, culture and alumni who hail from MIT, the Massachusetts Institute of Technology, on a 1 hour 10-minute tour. Hear about some of the institution's alums, from engineer and astronaut Buzz Aldrin to world-famous architect, I.M. Pei. See the Great Dome, home to the school's engineering library and lovingly referred to by alums as the Center of the Universe.

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Boston's North End: Secret Food Tour

9. Boston's North End: Secret Food Tour

Explore the vibrant culinary scene of Boston’s North End, as you walk along a trail dating from the American Revolution. By the time the tour ends, you'll have a full stomach and almost 400 years of history behind you. Make seven stops to taste local favorites on this 3 to 3.5-hour guided small-group food tour. Explore the birthplace of the American Revolution, savoring each bite along the way. Fill your tummy with appetizing dishes, locally roasted nuts, a unique Italian sandwich, pizza, cannoli, and a secret dish.

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Boston and the Freedom Trail from New York: Day Trip

10. 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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Other Sightseeing Options in Boston

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What people are saying about Boston

Overall rating

4.7 / 5

based on 1,852 reviews

Basic tour of Fenway Park in Boston. We sat in the seats above third base for a nice history of the park from our excellent tour guide. A walk up through the Sox' Hall of Fame to the press box. Amazing view and information. Then out to the Monster seats and the final send off from our tour guide. Easily accessible by the Boston T from anywhere in the city, and a great way to spend an hour-plus at beautiful Fenway Park.

This was a great tour of Fenway where you get to sit in the press box and up on the green monster wall. Lots of history and interesting stories about the park and the tour guide was fantastic with all his genuine passion for Fenway and its history. We got a souvenir photo (extra cost) and got to see the world series ring the tour guide was wearing.

Loved the tour. Short and sweet but gives you a good sense of the school and it’s history. Our guide was the owner of the company and went to Harvard as well as his father before him. Loved the personal anecdotes. Great tour overall and well worth the small fee.

Our two tour guides were wonderful. The time spent on the history of the team & the ballpark was why we visited. Very neat experience with my 19 year old son.

Was an amazing tour. Took you through great hallways and the field was awesome to see from the seats