History tours · BOSTON HISTORY TOURS

15 History Tours in Boston Worth the Morning

46 tours  ·  from $5 a head

The Freedom Trail is free to follow and much better explained. The 15 below compare guided versions, small-group starts and the harbour add-ons, priced and timed.

Boston: Freedom Trail History Small Group Walking Tour - Starting at Boston Common and the State House
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Boston: Freedom Trail History Small Group Walking Tour

1.Freedom Trail History Small Group Walking Tour

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

Spend about 2.5 hours walking Boston’s full Freedom Trail with a historian guide. You’ll visit all 16 official landmarks, hear how events from 1760 to 1775 led to revolution, and finish near the North End. Guides such as Jon, Maura, Mark, and Alejandro are known for lively storytelling and thoughtful questions. Buildings are viewed from outside.

“Lots of walking but you learn so much and cut through the heart of historic Boston! Our guide Will was extremely knowledgeable and passionate on the subject!”

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Tour of Historic Fenway Park, America's Most Beloved Ballpark - Starting at Jersey Street and Gate B
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Tour of Historic Fenway Park, America’s Most Beloved Ballpark

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

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

Spend about an hour touring Fenway Park, from the roof deck and Green Monster to Pesky’s Pole and the Fenway Park Living Museum. Guides such as Steve, Matt, Jack, Don, and Mary Ella bring the ballpark’s stories to life. The tour is in English, with Spanish and Japanese available by advance request.

“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 - Old North Church and the first Freedom Trail stories
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Boston Food & History: Pizza, North End & Freedom Trail

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

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

This five-hour walking tour pairs North End food with Boston’s major Revolutionary-era sights. Expect bread, pizza, an Italian deli sandwich, coffee, and a pastry, followed by Old North Church, Faneuil Hall, Boston Common, Beacon Hill, and the State House. Guides such as Nabil, Lexie, Bob, and Claire bring local stories to a small group of up to 12.

“This tour provides a wonderful overview of the history and culinary delights of Boston. Our guide, Claire, was fabulous - very knowledgeable, with a good sense of humour and imparted her enthusiasm for this wonderful city.”

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Boston: Freedom Trail History Small Group Walking Tour - Starting at Boston Common and the State House
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Boston: Freedom Trail History Small Group Walking Tour

4.Freedom Trail History Small Group Walking Tour

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

Follow Boston’s Freedom Trail for 2.5 hours with an English-speaking local guide and a maximum of 15 people. You’ll visit burial grounds, meetinghouses, Faneuil Hall, Paul Revere’s home, Old North Church, and more, ending with views of the USS Constitution and Bunker Hill Monument. Guides may include Maura, Nick, Cyrus, Alejandro, or Zoe.

“Mark was an excellent guide! He really knew his history and was able to give extra bits of information he knew! Even though it was freezing (came in late Feb), it was totally worth it!”

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City Cruises Boston Historic Sightseeing Harbor Cruise - The story begins at Long Wharf
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City Cruises Boston Historic Sightseeing Harbor Cruise

5.City Cruises Boston Historic Sightseeing Harbor Cruise

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

Set out from Long Wharf for a narrated 60-minute cruise through Boston’s inner and outer harbor. You’ll see USS Constitution, Boston Light, Fort Independence, the Boston Tea Party ships, and waterfront landmarks linked to Paul Revere. Guides such as Kevin, Holly, and Mike have been praised for lively storytelling. Indoor seating, an outdoor deck, snacks, and drinks are available.

“Hi this was a wonderful cruise! No hassle boarding and friendly crew staff! Learned a bunch about Boston including places to visit next time around.”

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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

6.Boston Pizza Lovers Food and History Walking Food Tour

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

Meet guides such as Scotty or Big Al at Modern Pastry for a nearly three-hour walking tour through Boston’s North End. You’ll sample three full-size pizza slices, hear stories about Paul Revere and Old North Church, see five Freedom Trail sites, and finish with a cannoli. Groups are capped at 12.

“Hands down one of the best tours I’ve ever been on. Scotty was great: funny, knew his history, and sprinkled in a lot of local stories. He did a great job shepherding our group through North End on a busy Saturday. My 12 year old loved it. The pizza was fantastic!”

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Boston Freedom Trail History Pub Crawl Small-Group Tour - Four pubs, close spacing, and a social pace
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Boston Freedom Trail History Pub Crawl Small-Group Tour

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

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

Meet your Boston guide at the Samuel Adams statue by Faneuil Hall for a 2-hour-15-minute crawl through four nearby pubs. Expect short walks, local beer and drink suggestions, and lively stories about Boston’s colonial and Revolutionary past. Guides such as Maddie, Julie, Anna, Sam, and Arielle are known for making the history easy to follow.

“Sent a group of customers on this tour and they loved every second of it! Awesome tour guide and great entertainment”

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Boston City View Bicycle Tour: History and Landmarks - Beacon Hill, Louisburg Square, and the Charles River
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Boston City View Bicycle Tour: History and Landmarks

8.Boston City View Bicycle Tour: History and Landmarks

★★★★★★★★★★5.0 · 638 reviews · 2 hours 30 minutes (approx.) · from $78

Ride about 8 to 11 miles through Boston with Urban AdvenTours, passing the North End, Charlestown, Fenway Park, Copley Square, Boston Common, and the Esplanade. Guides such as Gary, Bob, Costa, Austin, and Charles may lead the way. Expect a moderate street ride, frequent stops, and a choice of hybrid or pedal-assist e-bike.

“The equipment was well maintained, the team was exceptional, the Information and sightseeing were a perfect start to our stay in Boston. Wear sneakers! The ride is a moderate exercise appropriate for all ages.”

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Boston History Tour: Scenic Walk Through Time & Landmarks - Meeting at the Greenway Carousel
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Boston History Tour: Scenic Walk Through Time & Landmarks

9.Boston History Tour: Scenic Walk Through Time & Landmarks

★★★★★★★★★★5.0 · 627 reviews · 2 hours (approx.) · from $39

Walk about 2.5 miles through central Boston with an English-speaking local guide. See Faneuil Hall, the Old State House, Boston Common, Beacon Hill, Granary Burying Ground, and the Public Garden while hearing stories about revolutionaries, architecture, and daily life. Groups cap at 16, with a private upgrade available.

“Great tour guides and perfect pace for the tour! In hot weather or busy traffic the guides kept us safe and feeling comfortable.”

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Boston's North End Food and History Walking Tour - Starting with the North End’s Italian story
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Boston’s North End Food and History Walking Tour

10.Boston’s North End Food and History Walking Tour

★★★★★★★★★★5.0 · 459 reviews · 3 hours (approx.)

Spend about three hours walking Boston’s North End with Paula, a longtime local guide, as you sample Italian specialties from Sicily, Naples, the Amalfi Coast, and Emilia-Romagna. The tour includes market tastings, bakery treats, a sit-down lunch with wine, cannoli, gelato, and espresso. It is capped at 10 people.

“This is a very informative and engaging tour both about the food and the history of Boston’s north end.”

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Walk the Historic Freedom Trail with Costumed Guide - King’s Chapel and the oldest public school
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Walk the Historic Freedom Trail with Costumed Guide

11.Walk the Historic Freedom Trail with Costumed Guide

★★★★★★★★★★4.5 · 329 reviews · 1 hour 30 minutes (approx.) · from $30Best value

Follow Boston’s Freedom Trail on a gentle 90-minute walk from Park Street Church to Faneuil Hall. A costumed guide such as James Otis, Thomas, Steven, Jeff, Adri, or Samuel Gray brings the Revolution-era story to life with facts, humor, and local tips. You’ll visit 10 listed historic stops and cover much of the trail without walking its full length.

“Knowledgeable guide and when he has the speaker on it was better to understand and hear him. For seniors with hearing issues you need an amplifying system”

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Boston: History Pub Crawl Tour Along the Freedom Trail - Four bars, one compact stretch of Boston
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Boston: History Pub Crawl Tour Along the Freedom Trail

12.History Pub Crawl Tour Along the Freedom Trail

★★★★★★★★★★4.9 · 279 reviews · 2 hours · from $48

Meet your English-speaking guide at the Samuel Adams statue by Faneuil Hall for a two-hour walk through Boston’s beer-soaked past. You’ll visit four nearby pubs, hear stories about colonial drinking culture and the Boston Massacre, and get drink tips from guides such as Maddy, Anna, Julia, and Alex. Drinks and food cost extra.

“Incredible host, fun and very knowledgeable about the bars we visited and the history.”

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80-Minutes NON-STOP Trolley of Historic Boston and Freedom Trail - What the 80-minute route actually gives you
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80-Minutes NON-STOP Trolley of Historic Boston and Freedom Trail

13.80-Minutes NON-STOP Trolley of Historic Boston and Freedom Trail

★★★★★★★★★★4.5 · 248 reviews · 1 hour 20 minutes (approx.) · from $38

This 80-minute, non-stop trolley ride links Boston’s Revolutionary-era landmarks with today’s city. From the Atlantic Avenue meeting point, you’ll hear narration about roughly 80 points of interest, including Faneuil Hall, the Old State House, and USS Constitution. Guides such as Hugo, Johnny, and Christine P are known for mixing history with humor.

“We enjoyed this tour very much. It’s a great choice for cruisers with limited time, who don’t mind some walking in between stops. We were able to spend our time at the sites we chose, and skip the ones we didn’t. We walked to the start stop 1, from cruise port, about 1.9 miles. Nice easy flat walk with several interesting things to see. The walk up the hill at stop 3, to the old north church and back down to the trolly, was a bit of a challenge but not too bad, we just took our time. We chose to end at stop 9 to walk back to cruise…”

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Boston Seafood Lovers Food and History Walking Tour - Starting in the North End at Modern Pastry Underground
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Boston Seafood Lovers Food and History Walking Tour

14.Boston Seafood Lovers Food and History Walking Tour

★★★★★★★★★★5.0 · 208 reviews · 2 hours 45 minutes (approx.) · from $159

Join a small Boston food walk with guides such as Dan or Big Al, tasting clam chowder, oysters, shrimp, a full-size lobster roll, and North End cannoli. Along the way, hear compact stories about Paul Revere, the Boston Massacre, Faneuil Hall, and Boston’s old harbor. Expect about 2 hours 45 minutes, plenty of food, and roughly a couple of miles on foot.

“Good food and tour guide. Tour guide gave additional recommendations for local eating places. Tour guide was very knowledgeable.”

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Downtown Freedom Trail Walking Tour - History & Architecture - Faneuil Hall and Quincy Market: starting with protest
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Downtown Freedom Trail Walking Tour – History & Architecture

15.Downtown Freedom Trail Walking Tour – History & Architecture

★★★★★★★★★★4.5 · 194 reviews · 1 hour 10 minutes (approx.) · from $45

Walk Boston’s central Freedom Trail with a professional guide, usually in a group of no more than 20. In 70 minutes, you’ll connect Faneuil Hall, the Old State House, King’s Chapel, Old Granary Cemetery, Park Street Church, and Boston Common with stories about revolution, architecture, religion, immigration, and civic life. Alan and Andrew are among the guides praised for lively presentations.

“Learning about the History of People I learned in school. Meeting new people and learning about the history of our forefathers and being in Boston.”

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New in Boston History Tours

★ 4.5Freedom Trail Guided Walking Tour (SMALL GROUP)From $4598 reviews
★ 5.0Boston’s Architecture, History + Photo Walking Tour (SMALL Group)From $5591 reviews
★ 5.0Boston’s North End History + Photo Walking Tour (SMALL Group)From $4527 reviews
★ 5.0North End Food Tour: Taste Boston’s Italian HeritageFrom $10020 reviews
★ 5.0Underground Railroad History Tour of Beacon HillFrom $35141 reviews
★ 4.5Boston Freedom Trail History and Food TourFrom $3922 reviews
★ 5.0Beacon Hill + Back Bay History + Photo Walking Tour(SMALL Group)From $5560 reviews
★ 5.0Freedom Trail History Tour and Brewery TasteFrom $7938 reviews
★ 5.0Votes for Women History Tour of Back BayFrom $3549 reviews
★ 4.0Self Guided “Historic Boston Downtown Freedom Trail” Audio/GPS Walking TourFrom $522 reviews
★ 5.0A Taste of the Freedom Trail: Boston’s Iconic Food & History TourFrom $13532 reviews
★ 5.0Boston History and Freedom Trail Private Walking Tour117 reviews
★ 5.02 Hour Historic Pub Crawl in BostonFrom $3545 reviews
★ 4.52 Hour Boston Historical and Heritage Walking TourFrom $570 reviews
★ 4.8Full-Day Historical Lexington & Concord TourFrom $159111 reviews

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