Top Boston Historical Tours - page 4

Boston's Freedom Trail and Charming Beacon Hill Tour

2 hoursFree Cancellation

Price varies by group size

(657)

from $30

City Cruises Boston Codzilla High-Speed Thrill Boat Ride

45 minutesFree Cancellation

4.3

(436)

from $56

Private Boston, Lexington & Concord Historical Tour

Discover Boston, Lexington, Concord, and Cambridge on a private 6-hour guided historical tour by comfortable vehicle. Your knowledgeable chauffeur-guide provides commentary throughout the journey, sharing the history and significance of the landmarks along the route. Follow Boston’s Freedom Trail by vehicle, explore Beacon Hill, visit Revolutionary War sites in Lexington and Concord, and see historic Cambridge and Harvard. Most locations are drive-by sights with brief photo stops available at your preference, subject to traffic, parking, and the remaining tour time. Dedicated stops include the USS Constitution area and Concord’s historic North Bridge. Because the tour is private, the experience can be adjusted to your interests. Spend more time at the places that matter most to you, understanding that additional stops may reduce time at later locations. Return to Boston along Memorial Drive with scenic views across the Charles River.

Private Boston, Lexington & Concord Historical Tour

6 hoursFree Cancellation

4.6

(15)

from $900

Per group

Boston Revolutionary Walking Tour + Private Harbor Cruise

3 hoursFree Cancellation

Learn about Boston's history while enjoying beer and snacks with a guide who will provide insider details on the city's history and culinary scene. Step inside several historic pubs and grab a cold one (or two) along with some of the city's best tavern snacks. Explore some of the city’s oldest neighborhoods, including the Blackstone Block, the North End, and Charlestown, and enjoy a ferry ride in Boston Harbor.

(36)

from $99

Boston Historic Pubs Tour with Drinks and Tastings Included

Boston Historic Pubs Tour with Drinks and Tastings Included

3 hours 30 minutesFree Cancellation

4.8

(166)

from $129

Self Guided Classic Freedom Trail Location Aware (GPS) Walking Audio Tour

2 to 3 hoursFree Cancellation

4.4

(277)

from $8

Boston Private 3-Hour Tour by Car

3 hoursFree Cancellation

Let a costumed colonial dressed expert Guide show you Samuel Adams Boston, Sam Adams was a key figure in many of Boston's key Revolutionary events The Boston Massacre, The Boston Tea Party and more... At The Tour of The Freedom Trail, our Mission is to provide family-friendly experiences that guide guests as they discover Boston's history on walking tours to the historic locations along Boston's Freedom Trail. Join us on a 1 hour and 45 minute walking tour and learn about the inspiring history of Boston on The Tour of The Freedom Trail. Traverse through the graveyards and sites of the Boston's history including the Tea Party and The Boston Massacre with a costumed historical interpreter.

(138)

from $550

Per group

1 hour 30 minutes to 1 hour 55 minutesFree Cancellation

Freedom Trail Experience

Boston is famous for its donuts and has numerous artisanal donut stores, some hidden away from its tourist areas. Instead of hunting them down independently, let a guide lead you there and introduce you to some top donut varieties, enabling you to try flavors and gain insight into the local donut scene you might otherwise miss. Between tastings, browse a market, eat a delicious bakery treat and explore historical neighborhoods such as North End before one final, scrumptious donut sampling.

(9)

from $35

Boston Sweet Treats Food Tour: Fresh Donuts, Cider & Much More

2 hoursFree Cancellation

Walking Tour of Boston's Freedom Trail

(1,328)

from $70

1 hour 30 minutesFree Cancellation

4.5

(86)

from $30

Discover some of Boston's most notable historic landmarks—and pair your sightseeing with a pizza crawl—on this time-saving, two-in-one walking tour. With just a guide and small group for company, stroll through the city’s oldest neighborhoods, including Little Italy on the North End. Walk along the Freedom Trail to sights including Paul Revere House and the USS Constitution, and head to local pizzerias for three full-size slices along the way.

Boston Pizza Lovers Food and History Walking Food Tour

Boston Pizza Lovers Food and History Walking Food Tour

2 hours 50 minutesFree Cancellation

4.7

(1,112)

from $79

Boston City View Bicycle Tour: History and Landmarks

2 hours 30 minutesFree Cancellation

4.8

(652)

from $78

City Cruises Boston: Signature Dinner Cruise

2 to 3 hoursFree Cancellation

4.0

(315)

from $114

Boston Freedom Trail Walking Tour | Small Group

1 hour 30 minutesFree Cancellation

4.5

(100)

from $45

Enjoy a private pickup and ride to historic Salem with your guide. Walk the streets where hysteria once ruled, and learn about the Puritan past that shaped daily life in early New England. Uncover the tragic history of the witch trials during a visit to the moving Witch Trials Memorial. Discover Salem's prosperity during the "Old China Trade," when ships sailed to Asia and returned with exotic goods like silk and porcelain, making it one of the wealthiest towns in the early United States and home to the country's first millionaire. See how this era shaped the city beyond the witch trials with a visit to the Salem Maritime National Historic Site. You'll have 1.5 hours of free time to grab lunch and browse for souvenirs, from classic mementos to mystical finds like tarot decks and potion ingredients. Afterward, we'll continue exploring Salem's landmarks before your private ride returns you to Boston.

Salem Full Day Private Tour from Boston

8 hoursFree Cancellation

Price varies by group size

(5)

from $419

Boston's Beacon Hill Underground Railroad Audio Walking Tour

Discover a history of resistance among Beacon Hill’s cobblestone streets with a self-guided smartphone tour of underground railroad sites. Vivid audio narration brings to life the stories behind landmarks from the Charles Street Meeting House to Boston’s first integrated school. You won’t be limited by a guided tour’s fixed schedule, so you can pause for photos, take breaks, and enjoy the experience at your own pace.

Boston's Beacon Hill Underground Railroad Audio Walking Tour

45 to 55 minutesFree Cancellation

4.6

(31)

from $10

App-Guided "Historic Boston Downtown Freedom Trail" Walking Tour

Discover the stories behind historic Boston sites on a self-guided tour of downtown, and enjoy the flexibility to experience the city on your own schedule. Booking this tour means access to audio guides that never expire, so you can explore as much—or as little—as you want at a time. The included GPS-enabled app gives turn-by-turn directions as expert tour guides narrate revolutionary history and more.

App-Guided "Historic Boston Downtown Freedom Trail" Walking Tour

50 minutes to 1 hour 40 minutesFree Cancellation

4.2

(23)

from $5

There’s no need to worry about sore feet, buses, driving, or missing views on this small-group Boston tour and cruise. Board an air-conditioned minivan with hotel pickup and drop-off included, and enjoy the driver-guide’s commentary as you see Harvard University, the USS Constitution, and more. Visit the Bunker Hill Monument and Quincy Market, then finish with a relaxing harbor cruise to admire Boston’s skyline and Tea Party site. With numbers limited to seven, the tour feels personalized.

Boston Premium Small Group Driving Tour With Boat Cruise

Boston Premium Small Group Driving Tour With Boat Cruise

4 hoursFree Cancellation

4.3

(260)

from $169

Boston Small Group Night Tour with View Boston Observation Deck

2 hours 30 minutesFree Cancellation

4.1

(8)

from $119

Boston Harborwalk & Tea Party Self-Guided Walking Audio Tour

2 to 3 hoursFree Cancellation

Explore the best of Boston's Freedom Trail—and get more out of the visit than you could if exploring on your own—on this guided walking tour that covers many of the city's most important sights. Wander cobblestone streets, check out the historic architecture, and learn about the colorful past of this dynamic destination. Stops include Faneuil Hall, King's Chapel, Boston Common, and more.

(18)

from $10

Downtown Freedom Trail Walking Tour - History & Architecture

Downtown Freedom Trail Walking Tour - History & Architecture

1 hour 10 minutesFree Cancellation

4.6

(194)

from $30

Self-Guided Boston Christmas Tour

40 to 50 minutesFree Cancellation

Explore elegant neighborhoods, historic streets, and American landmarks on a Boston walking tour from the Back Bay to Beacon Hill and downtown portions of the Freedom Trail. Learn about Boston’s history and culture as you stroll brownstone-lined avenues and walk the shady paths of the Boston Public Garden. Step into Boston’s Revolutionary history in the churches, cemeteries, and battlegrounds of the American struggle for independence.

(3)

from $10

Guided Walking Tour of Copley Square to Downtown Boston Freedom Trail

Guided Walking Tour of Copley Square to Downtown Boston Freedom Trail

2 hoursFree Cancellation

4.5

(46)

from $45

Highlights and History of Boston: GPS Guided Audio Tour

This tour hits the highlights of Boston's most historic districts. You can take this tour anytime between 7:00am and 8:00pm. Once you make the booking, we will provide you with a link to download the app as well as a voucher code for the tour. This tour includes about 2.5 hours of audio, making it one of the most comprehensive self-guided tours available. We cover a wide range of topics from colonial history to the Big Dig public works project that created the Rose Kennedy Greenway only a few years ago. This tour uses the VoiceMap app and is GPS-enabled. The audio is delivered at the right place and time with turn-by-turn directions, meaning that you won't need to keep looking at your phone.

Highlights and History of Boston: GPS Guided Audio Tour

3 to 4 hours

4.8

(4)

from $10

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Top Attractions in Boston

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Attractions

What are people saying about Boston

Haunted Boston Ghost Tours

Michelle_M, Aug 2026

Boston Ghost Tour

If you are looking for extreme paranormal stories, this is not that tour. But if you are looking for some ghost stories and a fun way to learn about the history of the area - this one is great. The tour guide was very knowledgeable and able to answer questions. He kept it interactive. I would go on another tour with this guide again.

Freedom Trail Walking Tour with Bunker Hill and USS Constitution

david_m, Aug 2026

THE GOAT of Freedom Trail experiences

The best freedom trail experience. Mark was incredible host with knowledge and stories of history. He brought the past to life. The only tour that you visit and experience the entire freedom trail and other places and sites that should be part of the " freedom trail". I, 100% recommend this tour when visiting Boston with Mark as your guide.

Walk the Historic Freedom Trail with Costumed Guide

Carrie_F, Jul 2026

Freedom tour with kids

I would highly recommend this tour! Our guide was very knowledgeable and a history teacher who was very good at keeping our kids (9&13) engaged. He kept a good pace and stopped frequently in shady spots. He lots of interesting details but drone on like some of the other guides we encountered. The 90 minute tour with 11 stops was really a perfect length for us, but if you wanted to see the other 5 sites, the guide gave advice on how to get to those on your own. If you are looking for a shorter version to do with your kids, I recommend this one!

Boston’s North End Food Tour: Italian Flavors and Heritage Walk

Lincy_J, Jul 2026

Mothers' Getaway Weekend

Nabil was a great, entertaining and knowledgeable guide! I genuinely enjoyed listening and learning about the Italian history in North End, Boston. All the food, cappuccino & cannoli we tried was an added delight! I highly recommend this Italian Food Tour to anyone who is looking to explore with direction and have a love for learning.

Boston's 250th Freedom Trail Tour

Felicia_B, Jul 2026

Birth of our nation through the eyes of John Hancock.

I highly recommend the guided Freedom Trail with someone in period dress. Our guide was John Hancock. Not only did we learn more about this founding father than he signed the Declaration of Independence with a large signature, but we were also able to see where history took place. Fascinating! We have been blessed. Our guide did a wonderful job keeping up with a large tour group! Our personal family has 4 children ranging in age from 17 yrs to 10 yrs. They all were glad they did this trail even if they started for “mom”. They also said they appreciated having the period guide and thought our tour was much more interesting for having John Hancock than the other tours they saw taking place with “modern tour guides”. As expected, it was a lot of walking so wear comfortable shoes. Bring water with you. None of the walk was difficult. There were some uneven surfaces (cobblestone type, cemetery portion, up and down from curbs, etc.). Our pace was purposeful but comfortable. Our guide pointed out additional historic places/museums you can visit separately so the Freedom Trail would be a perfect start to your visit to Boston. We did our tour late morning on July 4th. Happy 250th Birthday USA!!!! It was hot but our guide was very considerate to find shady places for us to stop along the trail. John Hancock, you did an excellent job!!! I don’t know how you managed your period dress in the heat.

Boston's Freedom Trail: A Revolutionary Walking Tour

Jacqueline_B, Jul 2026

Out of state family visit

Guide was very knowledgeable. The tour went at a good pace. The only thing that I was disappointed with was that because the tour included the USS Constitution we thought we'd be going over to the ship. We only go to see it from across the water. It was a nice view but not what we were expecting,

Boston's North End Food and History Walking Tour

Jim_D, Jun 2026

Great Office outing full of information and FOOD!!

I took my dental office team here for an outing and Paula was FANTASTIC!! There were a total of 36 of us in our group (we were 9), and Paula did a great job navigating the group, making sure everyone was well attended to. Her information about Italian culture was insightful, especially since my relatives are from Southern Italy. I would highly recommend this tour!!

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

Helen_B, Jun 2026

Great experience!

Our family had a great experience. Captain Jasper, Logan and Jessica were wonderful! Very friendly and helpful. The ship was amazing. The sunset views from the ship are beautiful. As promised drinks were available and reasonably priced. We recommend taking a sweater or sweatshirt as it does get windy and chilly.

Boston Summer Nights Trolley Tour plus River Cruise

Rebecca_S, May 2026

Fantabulous!

The Summer Nights was fantastic. Bailey was our guide and driver. He shared a lot of history throughout the different areas that we traveled through. He was very friendly and had a wonderful sense of humor. The crews on the charles river was amazing. The guides on our ride explained several of the buildings and the architecture around them. The sunset views were beautiful! Overall , I would highly recommend this experience to others.

1 or 2 Day HOP-ON & HOP-OFF Narrated Trolley Tour of Boston

Johanna_W, May 2026

A History Lesson on a Trolley

A pleasant trolley ride through the streets of Boston. Our driver was a very knowledgeable Guide, as well. As we passed important sites and buildings/churches, he gave detailed information about early Boston and its role in the American Revolution. He also, gave us recent History regarding the city. One could get off the Trolley and explore a site such as the ship, Old Ironsides., and then pick up a new trolley 20 minutes later and continue through the city.

A Taste of the Freedom Trail: Boston's Iconic Food History Tour

Terri_A, Oct 2025

Best food tour ever!

This is a wonderful overview of Boston’s famous foods. Katie was a great guide. She is knowledgeable and fun. This is our very favorite food tour ever! Each spot had a nice space set up for us and a gave us a really nice-sized portion. The final stop was the nicest! This is a must do for foodies and some great history thrown in too. More food than you can eat. Highly recommend!

Self Guided Classic Freedom Trail Location Aware (GPS) Walking Audio Tour

Jeffrey_C, Oct 2025

Highly recommend!

Loved it. Pacing was great and appreciated different narrators to change it up. Level of detail was informative without being overwhelming. Could pause at any time we wanted more detail. Stopped at Boston Massacre square to enjoy a beer flight at Sam Adams brewery. Nice walk on a beautiful day. Highlight was hearing the Old North Church Bells ring on the hour.