USA · HISTORY TOURS IN BOSTON

The 14 Best History Tours in Boston

14 tours  ·  ★★★★★★★★★★ 4.8 average  ·  from $30

Boston: Freedom Trail History Small Group Walking Tour - Starting at Boston Common
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Boston: Freedom Trail History Small Group Walking Tour

Tour of Historic Fenway Park, America's Most Beloved Ballpark - The Green Monster and Fenway’s famous sightlines
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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

Tour Fenway Park’s Green Monster, museum, famous landmarks, and Red Sox history in a lively one-hour Boston experience.

“Totally worth time and cost. We learned about the sox, Boston, Baseball and Fenway. We sat on the green monster and wanted to sit there the next day to watch a game but my husband is a “don’t change the schedule guy”. If I had to criticize I would want more Boston accents! I live in the south and that accent just makes me happy hearing that familiarity is soothing.”

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Boston Food & History: Pizza, North End & Freedom Trail - Old North Church and the Paul Revere story
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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

Taste North End bread, pizza and Italian specialties, then follow Boston’s Freedom Trail and Beacon Hill on a five-hour walking tour.

“Lexie made the tours fun, informative and so enjoyable. We had our 7 year old with us and she went out of her way to make sure he was having fun. Would definitely schedule with her and Viator again. The food on the tour was great and all the stops were amazing.”

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Boston: City Cruises Historical Sightseeing Cruise - Bunker Hill and the Harbor Islands from the water
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Boston: City Cruises Historical Sightseeing Cruise

4.City Cruises Historical Sightseeing Cruise

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

See Boston Harbor by boat, from the USS Constitution to Castle Island, with lively history, open-air views, and a practical one-hour route.

“We had such a great time, our tour director was so informative with such a great personality. He explained in great detail every site that was on the tour. It was so interesting, highly recommend taking this tour.”

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Boston: Freedom Trail History Small Group Walking Tour - Starting at Boston Common
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Boston: Freedom Trail History Small Group Walking Tour

5.Freedom Trail History Small Group Walking Tour

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

Walk Boston’s Freedom Trail in a small group, hear Revolutionary stories, visit historic burial grounds, and finish near the North End.

“I walked with Nick, an excellent and knowledgeable guide. Why? Disclaimer alert: I’m a British history teacher of American history and the Revolutionary period. He presented the facts in a balanced way allowing the listener to draw their own conclusions rather than just follow the lazy propaganda of the period. My highlight was explaining the Old State House, site of the Boston ‘massacre’ (if you can call it that - it was self-defence that got out of hand imo!). Nick uncovered plenty of the myths and put things in context - which is what we want from our historical tour guides.”

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City Cruises Boston Historic Sightseeing Harbor Cruise - Leaving 1 Long Wharf and Finding Your Seat
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City Cruises Boston Historic Sightseeing Harbor Cruise

Boston’s North End Food Tour: Italian Flavors & Heritage Walk - The oldest Italian salumeria and the sandwich stop
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Boston’s North End Food Tour: Italian Flavors & Heritage Walk

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

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

Taste Boston’s North End through bread, salumi, pizza, pastry, coffee, and Old North Church history on a small-group walking tour.

“Skip breakfast, you'll need the room. Coffee and pastry, followed by bread, pizza, and a sandwich. Great food. Our guide, Nabil, knew so much of interest about Boston's North End.”

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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

8.Boston Pizza Lovers Food and History Walking Food Tour

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

Taste three Boston pizza slices and a cannoli while walking the North End, Freedom Trail, Paul Revere House, and Old Ironsides.

“We did the Pizza & North End tour with our three teenage boys, and it was fantastic. Scotty struck the perfect balance of walking, history, and food, which kept everyone engaged and happy (no small feat with teens!). The pizza stops were delicious, the history was interesting without being overwhelming, and the pace was just right. The pizza stops also gave us a chance to warm up. We highly recommend this tour for families, especially with older kids.”

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Delicious Donuts of Boston: A Sweet History Walking Tour - Apple cider and local vendors at Boston Public Market
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Delicious Donuts of Boston: A Sweet History Walking Tour

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

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

Taste Boston’s best donuts, sip apple cider, and walk from Kane’s to the North End while learning the city’s sweet history.

“We had an amazing time on our donut tour with guide Catherine. Lucky for us, we we were the only people who had booked the tour for this time so we had a private tour. Catherine was wonderful and did a great job keeping us entertained and tasting. Highly recommend.”

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Boston Freedom Trail History Pub Crawl Small-Group Tour - What the Freedom Trail portion really covers
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Boston Freedom Trail History Pub Crawl Small-Group Tour

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

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

Boston’s Freedom Trail pub crawl pairs colonial history, local drinks, and four nearby bars in a lively two-hour small-group tour.

“The overall experience was fun. Our guide Maddie had a good sense of humor and history. Beer was good and made new friends. The only downside was that we only covered 2 blocks of the Freedom Trail.”

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Boston City View Bicycle Tour: History and Landmarks - Beacon Hill and literary Louisburg Square
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Boston City View Bicycle Tour: History and Landmarks

Boston History Tour: Scenic Walk Through Time & Landmarks - Faneuil Hall, Quincy Market, and the city’s trading past
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Boston History Tour: Scenic Walk Through Time & Landmarks

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

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

Walk Boston from the Greenway to the Public Garden, with Revolutionary stories, local tips, a small group, and a surprise treat.

“We had hoped for a lot more . Seemed like a waste of time walking inside packed shopping retail areas vs spending more time learning more about the history of the area . Not worth the 98.00 per person .”

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Boston's North End Food and History Walking Tour - Salumeria Italiana and the everyday pantry
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Boston’s North End Food and History Walking Tour

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

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

Taste Boston’s North End through Italian food, wine, and local history on a small-group walking tour led by Paula.

“Excellent experience! The history lesson well appreciated received on the neighborhood and Italian culture overall was really cool. The food was fantastic! We did not leave with empty stomachs. Stopped at places I would have never of seen or thought of going into. Our tour guide Paula is fabulous. She is a walking history book. 10/10 would recommend this to anyone!”

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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

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