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Boston Walking tours

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. 

Boston: Harvard University Guided Walking Tour with Student

2. Boston: Harvard University Guided Walking Tour with Student

Join a student-led walking tour of America's oldest university, Harvard. See the historic campus through the eyes of a student and visit highlights, including the John Harvard Statue and Memorial Hall. Beginning in the heart of Harvard Square, you'll be led into the 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.

Boston: History Pub Crawl Tour Along the Freedom Trail

3. 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

4. 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: Boos and Booze Haunted Pub Crawl

5. Boston: Boos and Booze Haunted Pub Crawl

Enjoy an evening pub crawl of haunted bars across Boston, and pass by spirited locations in the city on a guided haunted tour. Begin your evening with a drink at the Cheers bar before heading into the dark underbelly of Boston’s most haunted places on this fun and casual haunted pub crawl. Hang out with John F. Kennedy in the back corner of the 21st Amendment. Teleport to Ireland with a pint of Guinness at Emmet’s Pub. Visit the Omni Parker House Hotel, where a sinister liquor salesman haunts Room 303. Finally, head to the Beantown Pub to hear about the life and death of Sam Adams from your guide. Finish the tour at the 17th-century Granary Burying Ground cemetery.

Boston Underground Donut Tour

6. 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.

Boston: Revolutionary Story Walking Tour

7. Boston: Revolutionary Story Walking Tour

Follow the story of the American Revolution chronologically through the streets of Boston on this guided walking tour. Enjoy a tour that places a lot less emphasis on the facts and the dates and a lot more on the passions, personalities, and psychologies driving the events. See historic landmarks where events such as the Boston Massacre, the Boston Tea Party, the Battle of Bunker Hill, and the Midnight Ride of Paul Revere occurred. As you walk around, the sightseeing is synchronized with and unfolds to the storytelling. During the tour, begin to connect the characters, moments, and landmarks together, following the story from the settling of Boston to the Declaration of Independence. This tour is designed for the curious visitor who wants to do more than just scratch the surface. 

Boston's North End: Secret Food Tour

8. 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.

Boston: North End Pizza Tour with 3 Slices and Cannoli

9. 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.

Boston: Freedom Trail Tour

10. Boston: Freedom Trail Tour

Start the tour from the official Visitor's Center on America's first public park, The Boston Common. Meet your colonial-costumed historical interpreter and guide before embarking on a journey through Boston's colonial history. Spot lots of incredible historical sites along this short 1.2-mile stretch between The Boston Common and Faneuil Hall. Pass by the Granary Burial ground where American Fore Fathers are buried, and the site of the world-famous Boston Massacre. Also discover the Park Street Church, America's first public school, the site of The Boston Tea Party, the Old State House, and the Old South Meeting House. Finally contemplate Boston's most visited attraction, Faneuil Hall.

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What people are saying about Boston

Overall rating

4.7 / 5

based on 1,852 reviews

The guide was very funny, super knowledgable and managed to fit a huge amount of information into the tour. We left with a much clearer understanding of the MIT Campus and the amazing things that happen within its walls.

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.

So much fun! Guide was the sweetest and gave us awesome facts about the city! Definitely recommend for a fun morning.

Phenomenal!!! Completely unexpected and wonderfully surprised. Our guide was Lindsey and she was sensational!

Interesting and fun to see all the sports Fenway supports!