BOSTON · HISTORICAL TOURS

Top 15 Historical Tours in Boston

64 tours  ·  from $5

The 15 best historical tours you can book today, with what each costs, how long it runs and who it suits. Number one is top for a reason; start there.

History and Hauntings of Salem Guided Walking Tour - The Bewitched statue and Salem’s modern image
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History and Hauntings of Salem Guided Walking Tour

1.History and Hauntings of Salem Guided Walking Tour

★★★★★★★★★★5.0 · 14,564 reviews · 2 hours to 2 hours 15 minutes (approx.) · from $36Our pick

Walk Salem with a local historian through the Witch Trials Memorial, Essex Street, McIntire District, Ropes Mansion, and Witch House. Choose daytime or lantern-lit evening departures. Expect lively storytelling, modern witchcraft, ghost lore, and outdoor stops only.

“Lisa was amazing!! We had a great time. The hand warmers were a great touch for our cold day. It was a good mix of witches, architecture and spooky ghost lore.”

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Boston: Freedom Trail History Small Group Walking Tour - Granary Burying Ground puts famous names in one place
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Boston: Freedom Trail History Small Group Walking Tour

2.Freedom Trail History Small Group Walking Tour

★★★★★★★★★★5.0 · 6,450 reviews · 2 hours 30 minutes (approx.) · from $35

Spend about 2.5 hours tracing Boston’s Revolutionary story with a historian guide such as Jon, Maura, Mark, or Alejandro. Groups are capped at 16, and the route covers all 16 official Freedom Trail landmarks, from Boston Common and the Boston Massacre Site to Paul Revere’s home and Copp’s Hill Terrace.

“Excellent tour, our guide made it very interactive and fun. She was very informative and answered all our questions in detail.”

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Tour of Historic Fenway Park, America's Most Beloved Ballpark - The first hour inside Fenway Park
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Tour of Historic Fenway Park, America’s Most Beloved Ballpark

3.Tour of Historic Fenway Park, America’s Most Beloved Ballpark

★★★★★★★★★★4.5 · 3,013 reviews · 1 hour (approx.) · from $45

Spend about an hour inside Fenway Park with a guide such as Steve, Matt, or Mary Ella. Visit the Green Monster, roof deck, Pesky’s Pole, press areas, and Living Museum, then trace Red Sox history through players, World Series wins, photos, and game-used memorabilia.

“It was a great time and we learned so much about a really cool baseball field! We got to see all kinds of things and learn a lot about it history. Heads up get there a little early and make sure you get your tickets printed at gate a.”

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Boston Food & History: Pizza, North End & Freedom Trail - Beginning beside Boston Harbor and the Greenway
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Boston Food & History: Pizza, North End & Freedom Trail

4.Boston Food & History: Pizza, North End & Freedom Trail

★★★★★★★★★★5.0 · 1,772 reviews · 5 hours (approx.) · from $90

Spend about five hours walking 5 miles through Boston with a small group of up to 12. Sample North End bread, pizza, an Italian deli sandwich, coffee, and pastry, then follow the Freedom Trail to Boston Common and the Public Garden with a local guide.

“Nabil was an outstanding g your guide - funny, knowledgeable and super friendly. Will def do another tour in the future.”

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Boston: City Cruises Historical Sightseeing Cruise - Bunker Hill Monument and the Revolutionary War
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Boston: City Cruises Historical Sightseeing Cruise

5.City Cruises Historical Sightseeing Cruise

★★★★★★★★★★4.6 · 1,771 reviews · 1 hour · from $46

From Long Wharf, you’ll circle Boston Harbor with an English-speaking guide, passing the USS Constitution, Bunker Hill Monument, Old North Church, South Boston, and Castle Island. Guides such as Kevin, Holly, Liz, and Mike mix American history with humor. Choose an open deck or large-window indoor seating.

“The tour guide was awesome, very knowledgeable and made it for an enjoyable time!”

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Boston: Freedom Trail History Small Group Walking Tour - Granary Burying Ground puts famous names in one place
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Boston: Freedom Trail History Small Group Walking Tour

6.Freedom Trail History Small Group Walking Tour

★★★★★★★★★★4.9 · 1,590 reviews · 2h 30m · from $35

Follow Boston’s Freedom Trail from Boston Common to Copp’s Hill Terrace with an English-speaking guide and no more than 15 people. Expect stories about Paul Revere, the Boston Massacre, and the road to rebellion, plus a short break at Quincy Market and views of the USS Constitution and Bunker Hill Monument.

“Nick delivered a fantastic Freedom Trail tour—clear, engaging, and full of great historical insights. He made the walk fun and easy to follow. Highly recommend joining his tour!”

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City Cruises Boston Historic Sightseeing Harbor Cruise - Starting at 1 Long Wharf
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City Cruises Boston Historic Sightseeing Harbor Cruise

7.City Cruises Boston Historic Sightseeing Harbor Cruise

★★★★★★★★★★4.5 · 1,388 reviews · 1 hour (approx.) · from $46

Set out from 1 Long Wharf on a one-hour narrated cruise past the USS Constitution, Boston Tea Party ships, Fort Independence, Old North Church, and Boston Light. Guides such as Kevin and Holly bring Boston’s past to life. Choose the upper deck for the clearest views, or stay inside in cold weather.

“We sailed on a beautiful day and our narrator Kevin was excellent. We learned so much about Boston. So glad we went. Thanks”

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Boston’s North End Food Tour: Italian Flavors & Heritage Walk - Bread first, then the North End’s working food culture
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Boston’s North End Food Tour: Italian Flavors & Heritage Walk

8.Boston’s North End Food Tour: Italian Flavors & Heritage Walk

★★★★★★★★★★5.0 · 1,322 reviews · 2 hours (approx.) · from $70

Walk about 2 km from the Greenway Carousel through Boston’s North End, stopping for warm bread, salumi, pizza, pastry, and coffee. Your English-speaking guide also covers Paul Revere and leads you into Old North Church. Groups max out at 12, and vegetarian, vegan, and gluten-free options are available with advance notice.

“Lexie Gross is an exceptional tour guide. She has so much knowledge and has a passion for imparting her knowledge of Boston and its history. She makes sure everyone is included in the tour and makes learning about Boston fun. The food stops were great.”

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Boston Pizza Lovers Food and History Walking Food Tour - Starting Underground at Modern Pastry
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Boston Pizza Lovers Food and History Walking Food Tour

9.Boston Pizza Lovers Food and History Walking Food Tour

★★★★★★★★★★4.5 · 1,082 reviews · 2 hours 50 minutes (approx.) · from $69

Walk Boston’s North End with a local guide such as Scotty or Big Al, tasting three full-size pizza slices and a Modern Pastry cannoli. Along the way, see Paul Revere House, Old North Church, Copp’s Hill, Old Ironsides, and Bunker Hill while learning how Boston’s neighborhoods changed over time.

“This a was fun tour with great food and interesting history and lesser known information about the North End. We were pleasantly by the end of the tour. Scotty took great care of us! There were a lot of options for food tours and we are glad this is the one we went with.”

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Delicious Donuts of Boston: A Sweet History Walking Tour - Boston Public Market and apple cider donuts
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Delicious Donuts of Boston: A Sweet History Walking Tour

10.Delicious Donuts of Boston: A Sweet History Walking Tour

★★★★★★★★★★5.0 · 1,038 reviews · 2 hours (approx.) · from $70

Follow an English-speaking guide from Kane’s Donuts to Boston Public Market, the Greenway, Quincy Market, and Boston’s North End. You’ll sample sliced portions from several donut makers, including Kane’s, Union Square Donuts, and Bova’s Bakery, while hearing stories about Boston’s past.

“A fun way to see parts of Boston. Donuts were so good. Bovas Boston crème donut was my favorite but Kanes has some great donuts too. Learned why some donuts are so different. Why some are more dense. Our guides Lucy and Katie were so informative. Loved learning about the Grasshopper on top of Faneuil hall. And the great molasses flood in Boston. The tour was 2 hours long. We believe we had 2 large donuts based on the number of bites which trust me was enough donut for the day. We ended in the North End so we covered some good ground - over 2 miles of walking. Very…”

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Wicked Awesome Tours: Witch Trial History and Salem Haunts! - The Witch Trials Memorial: a serious start
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Wicked Awesome Tours: Witch Trial History and Salem Haunts!

11.Wicked Awesome Tours: Witch Trial History and Salem Haunts!

★★★★★★★★★★5.0 · 1,032 reviews · 1 hour (approx.) · from $29

Meet your guide at Not Ya Mama’s Vegan Cafe for a brisk one-hour walk through Salem. Hear the true witch trial story at the Memorial and Burying Point, then visit Bewitched and Hocus Pocus locations, haunted sites, and historic squares. Guides include Allie, Chris, Misha, Jake, and others.

“Took Wicked Awesome Tours with a group of friends and it was a blast. The guide balanced Salem Witch Trials history with spooky lore and local humor, kept the group engaged, and covered key sites like the Witch Trials Memorial and nearby film spots in about an hour. Great value, clear storytelling, and a fun vibe for friends, would definitely book again!”

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Boston Freedom Trail History Pub Crawl Small-Group Tour - Meeting Samuel Adams beside Faneuil Hall
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Boston Freedom Trail History Pub Crawl Small-Group Tour

12.Boston Freedom Trail History Pub Crawl Small-Group Tour

★★★★★★★★★★5.0 · 996 reviews · 2 hours 15 minutes (approx.) · from $60

Meet at the Samuel Adams statue by Faneuil Hall for a 2-hour, small-group walk through Boston’s colonial and Revolutionary past. Guides such as Maddie, Julie, Sam, Anna, and Arielle lead you to four nearby pubs along two blocks of the Freedom Trail. Drinks are extra, and you must be 21 or older.

“Short and enjoyable walk from place to place. Fun information Julie was great. The other members of the group were fun”

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2.5-Hour Salem History & Sightseeing Guided Walking Tour - The McIntire Historic District and its grand homes
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2.5-Hour Salem History & Sightseeing Guided Walking Tour

13.2.5-Hour Salem History & Sightseeing Guided Walking Tour

★★★★★★★★★★5.0 · 850 reviews · 2 hours 30 minutes (approx.) · from $40

Walk historic Salem with Kenneth, a local guide who connects Indigenous peoples, Puritans, Patriots, merchants, and seafarers to the city’s streets and homes. Expect a 2.5-hour outdoor tour with no interior visits, small-group attention when numbers allow, and stories told with care, humor, and occasional song.

“Fantastic history tour! While it felt like a lot of the Halloween Salem experience could be kitschy and frivolous, it was wonderful to take this superbly lead tour that took the history of Salem seriously and respectfully while still being exceptionally entertaining and informative. Very highly recommend.”

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Best Salem Witch Trials Historical Walking Tour - The Witch Trials Memorial and the cost of a name
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Best Salem Witch Trials Historical Walking Tour

14.Best Salem Witch Trials Historical Walking Tour

★★★★★★★★★★4.0 · 743 reviews · 1 hour 30 minutes (approx.) · from $30

Walk Salem with a local guide for 90 minutes, visiting the Witch Trials Memorial, Witch House, former jail and court sites, and more. Guides such as Bob bring the 1692 story to life, while old images help explain buildings that no longer exist. Expect standing, uneven sidewalks, and all-weather conditions.

“The guide was cool and knowledgeable. Good experience. This does focus on the witch trials. Not a hard walk at all.”

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Salem Night Tour: Haunt and History Guided Night Tour - The Witch Trials Memorial puts the story in place
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Salem Night Tour: Haunt and History Guided Night Tour

15.Salem Night Tour: Haunt and History Guided Night Tour

★★★★★★★★★★4.5 · 673 reviews · 1h 30m · from $30

Walk downtown Salem with a local historian and paranormal investigator. In 90 minutes, you’ll visit the Witch Trials Memorial, cemeteries, Salem Green, Old Town Hall, and other dark-history sites, with guides such as Penny, Elaina, Bob, and April bringing the ghost stories to life.

“Elaina was a great guide and very knowledgeable! For first timers in Salem we got to learn a decent amount of history and stories about Salem and the witch trials! Definitely recommend! We even got two photos of ghosts. Look at the pics and you decide.”

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