Top Boston Private Sightseeing Tours - page 3

(3)

from USD 130

For anyone thinking of attending Harvard, or for those who simply want a glimpse of college life at the famous university, this tour is a must. Get an exclusive account from current Harvard students, who provide key insights into the life and times at Cambridge with a theatrical, humorous flair. Check out the old buildings at Harvard Yard and Harvard Square and learn about the school’s storied past. Illustrated map of Harvard Square included. Choose from several departure times throughout the day.

Harvard University Campus Guided Walking Tour

1 hour 10 minutesFree Cancellation

Private Day Trip to Lexington and Concord from Boston

(3,821)

from USD 23

6 hours 30 minutesFree Cancellation

(31)

from USD 423

Are you looking for a way to discover Boston without joining a tour group? Explore at your own pace with this self-guided walking tour. • Find out how the city ignited the American Revolution, led the country in the fight to abolish slavery and, ultimately, saved the Union • Hear from producer Mitch Lapin, a local tour guide and history expert • Do it all in 90 minutes or linger at stops along the way with complete control over when you start and finish • Get unlimited use before your booking date and after it • Use the virtual tour option at home Once you’ve booked, you’ll receive a ticket with instructions and a unique code listed under “Before You Go”. Then simply install the app and enter your code. The app displays directions to the starting point, and when you’re in the right place, pop in your headphones, and just tap start. The app has automatic GPS playback, with turn-by-turn directions. It also works offline.

Boston Civil War and Abolition Movement: A Self-Guided Audio Tour

Boston Civil War and Abolition Movement: A Self-Guided Audio Tour

1 hour 30 minutes to 2 hours

(2)

Walk in the footsteps of America’s revolutionaries with our immersive Boston Freedom Trail audio tour! Unlike crowded tours, this guide brings history to life at your pace, letting you explore iconic sites like Paul Revere’s House, the Old North Church, and Boston Common while uncovering hidden stories and bold personalities that shaped the nation. Hear expert insights, stop and start anytime, and skip the pricey tour guides—just download, plug in, and let history unfold in your ears. Join thousands of travelers who’ve rediscovered Boston’s past like never before—start your journey today! *Download the Shaka Guide app to access the purchased tours*

Boston Freedom Trail Self-Guided Audio Tour

Boston Freedom Trail Self-Guided Audio Tour

2 daysFree Cancellation

See Boston from a whole new angle aboard a Boston Harbor evening cruise. Watch the sunset from the water, and glide out to the Old North Church and Historic Site, the Charlestown Navy Yard, the USS Cassin Young, and more. As a bonus, listen to the cannon fire of the USS Constitution, which marks the sunset each night, and sip a cocktail (own expense) from the onboard bar as you relax and enjoy the views.

Boston Harbor Sunset Cruise

2 hoursFree Cancellation

4.6

(718)

from USD 54

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 USD 5

Boston App-Guided Audio Tour Bundle: Freedom Trail and More

6 to 8 hoursFree Cancellation

4.4

(5)

from USD 25

Walk the Historic Freedom Trail with Costumed Guide

1 hour 30 minutesFree Cancellation

Boston City View Bicycle Tour: History and Landmarks

(354)

from USD 30

2 hours 30 minutesFree Cancellation

4.8

(650)

from USD 78

Boston Sightseeing Tour - a fully-narrated driving tour

3 hoursFree Cancellation

4.9

(61)

from USD 495

Boston's 250th Freedom Trail Tour

1 hour 45 minutesFree Cancellation

Discover the spooky stories behind Boston’s historic places on a self-guided walking tour that lets you explore at your own pace. Turn-by-turn directions lead you through the streets of Boston, from the Boston Athenaeum to the Central Burying Ground, while a narrator shares theatrical tales from the city’s past. Choosing a self-guided tour means experiencing the city on your own terms, with more flexibility than a group excursion offers.

(1,198)

from USD 26

Self-Guided Smartphone Ghost Walking Tour Boston App EMF Reader

Self-Guided Smartphone Ghost Walking Tour Boston App EMF Reader

30 to 45 minutesFree Cancellation

4.5

(6)

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

Boston's Beacon Hill Underground Railroad Audio Walking Tour

45 to 55 minutesFree Cancellation

4.6

(31)

Download GuideAlong’s self-guided audio walking tour of Boston’s Freedom Trail and uncover the birthplace of the American Revolution. Step back in time as you visit all 16 historic sites, including Faneuil Hall, the Old North Church, Paul Revere House, and the Bunker Hill Monument. Along the way, hear tales of Paul Revere’s midnight ride, colonial unrest, and the battles that shaped a nation play automatically as you follow the red-brick path through Boston’s historic heart. Enjoy the freedom to explore offline at your own pace, spending more time at places that interest you and bypassing any that don’t. ✅ Stories, tips, and directions play automatically based on your location ✅ Travel at your own pace ✅ Tour offline using GPS. No cell service or WiFi is needed ✅ Suggested itineraries for half, full, or multi-day use ✅ No time limits or expiry, and free updates Purchase one tour per person, or listen together by sharing headphones or a speaker.

Boston Freedom Trail Self-Guided Audio Walking Tour

Boston Freedom Trail Self-Guided Audio Walking Tour

2 to 3 hoursFree Cancellation

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.

Likely to Sell Out

Boston Pizza Lovers Food and History Walking Food Tour

Boston Pizza Lovers Food and History Walking Food Tour

2 hours 50 minutesFree Cancellation

Full-Day Private Tour of Boston with Pick Up

(1,111)

from USD 89

6 hoursFree Cancellation

from USD 1,503

Boston’s North End boasts cobbled streets, historical buildings and trendy Italian-inspired food spots—the latter testifying to its nickname of “Little Italy”. Skip hours of Googling and book a private walking tour with a guide who’ll introduce you to the area’s tucked-away gems and tastiest Italian eats. Delve into back alleys, hear tales of local history, find hidden crime and movie locations you'd otherwise miss, and pause along the way to savor treats such as pasta dishes, cannoli and more.

Monica Mercato's Award-winning Italian sub.

Private North End Neighborhood Tour

3 hours 30 minutesFree Cancellation

North End Boston Mafia Exploration Game and Tour

(33)

from USD 135

Special Offer

2 hours 10 minutes to 2 hours 40 minutesFree Cancellation

Cambridge, Lexington, & Concord: Private Revolutionary War Tour

6 hours

from USD 480

This is an action packed private day tour of the sites, history and events of the Revolutionary War era in Boston, Cambridge Lexington & Concord. We drive the Freedom Trail with stories of the city's 400 year history, the events, people and sites which led up to the war. In the oldest neighborhoods of the city, we'll give context to historic events like the Boston Tea Party, Boston Massacre and Battle of Bunker Hill. We'll take a quick walking tour of Harvard, explain the role it played in the start of the war and where George Washington himself spent time. A 10 mile drive gets us to Lexington Green where we take in the significance of the site and the story of what happened that night in April 1775. Next the picturesque town of Concord, to the Old North Bridge and how the second battle of the war took the British by surprise. Pick up and drop off in Downtown Boston, a stop for lunch along the way (not included in price of tour) and as light or heavy on history as you'd like.

Likely to Sell Out

Boston, Cambridge, Lexington and Concord Private Car Tour

6 hoursFree Cancellation

(13)

from USD 995

Boston is steeped in history yet still exudes style that lends the city a contemporary feel. Discover the centuries-old landmarks set amongst the skyscrapers during this private, small-group guided tour. All admission tickets are included for attractions like the Bunker Hill Monument and USS Constitution. Join your guide for a narrated drive around the Freedom Trail followed by a narrated historical Boston boat ride. When you visit Harvard, be sure to rub the bronze statue’s foot for good luck!

Private Tour of Boston

4 hoursFree Cancellation

4.4

(7)

from USD 1,049

Self-Guided Audio Tour of Boston North End

50 minutes to 1 hourFree Cancellation

Boston Private Day Trip with Salem & Cape Ann’s North Shore

(3)

from USD 6

6 hours

4.8

(4)

from USD 615

Boston Pizza Lovers Food and History Walking Food Tour

1 2 3 4

...

Top Attractions in Boston

1 / 2

Attractions

What are people saying about Boston

Cheryl_S, June 2026

Although this is a rather...

Although this is a rather lengthy walking tour, it is very easy to do. I am a senior citizen with a neurological condition that affects my ability to walk and I could still easily complete the tour. We stopped at many historic sites and our tour guide, Scotty, was very knowledgeable about each place. The walking pace was also very comfortable. And the pizza was delicious!

Walk the Historic Freedom Trail with Costumed Guide

Tracy_M, June 2026

Zoey, our guide, was...

Zoey, our guide, was terrific!! I went with my husband and a friend, both who grew up just outside of Boston. They were amazed to learn so much about places they had been walking by for years. A very fun and educational way to walk around Boston!! Thank you Zoey!!

Boston's Beacon Hill Underground Railroad Audio Walking Tour

Cynthia_O, May 2026

Great little company!!

Unfortunately, didn’t get a chance to go this time but when we’re back in Boston, we’ll definitely check it out!! I was extremely pleased with how professional and kind my communications were with the company. They reached out every step of the way. We had plans to do the Underground Railroad in addition to the JFK library but the day quickly we got ahead of us and we weren’t able to do the railroad. My only disappointment was that the railroad excursion started a little late in the day. I had plans to do the railroad first since our tickets for the JFK Museum wasn’t until noon. Good luck with your business.

Boston Harborwalk & Tea Party Self-Guided Walking Audio Tour

Jennifer_M, Apr 2026

Lovely and informative.

Park at Harbor Garage for this experience, it starts around the N.E. Aquarium. The walk is like a sidewalk thing around the buildings, right against the water and the buildings so it is right against, it curves with the landscape. VERY nice experience. When you get to one of the spots with the app, it automatically tells you about the area which you arrived. Super interesting and a great job/informative.

Boston Private 3-Hour Tour by Car

Katherine_F, Apr 2026

Don't hesitate to book!

Joan was the best! We had a great time cruising around Boston, and learned a ton. It was a wonderful combination of historical facts and fun. Doing a private tour let us ask all kinds of questions and have the tour fully customized. Joan was flexible with where she dropped us off at the end too. My 12 year old son said it was his favorite part of our trip to Boston! Highly recommend!

Lexington and Concord 3 hour private car tour from Boston

Clinton_E, Mar 2026

A highly recommended, brilliant tour!

We absolutely loved our tour of Lexington and Concord with Martin, the best tour guide in New England! He picked us up from our hotel right on time in a clean, new minivan. He gave us a brief photo review of the land-filling that created the Back Bay (as our hotel was there). He then gave us a drive-through bonus tour of a bit of MIT and Harvard on the way to Lexington. We were able to briefly walk the long corridor of MIT and see the unbelievable freshman dining hall at Harvard. Both on the road and when out of the van in Lexington and Corcord, Martin demonstrated a captivating style of history telling that really intrigued the listener. He is clearly passionate about the details of the events of April 19, 1775. I was easily able to visualize the incredible drama that unfolded in these towns on that day. Because of this, standing on Lexington green was very moving for me. Near the end of our tour, he gave us a bonus drive-by of Bunker Hill and provided us with some additional history. He then walked us in to the Warren Tavern, so to insure that we found a great seat. This was my fifth or sixth trip to Boston, and can say without hesitation that this or any of Martin’s company’s tours will stand above the rest (we also took the full-day private tour of Salem and the coast with Martin)!

Boston Freedom Trail Self-Guided Tour with Audio Narration & Map

Chris_B, Mar 2026

Great storytelling - get two for one!

Great narration throughout the tour. The tour tracked our location using GPS and automatically started the narration as we approached different stops. Pro Tip: For two people, just buy one tour and each of you can wear an earbud for the tour...two for one!

Boston's Freedom Trail: A Self-Guided Tour of All 16 Sites

Jenna_P, Dec 2025

Such a great way to...

Such a great way to explore Boston solo! I didn’t want to do a formal group tour and was so impressed with this entire audio experience. I had never done anything like it before and it was so easy to download and use and I loved how the audio would automatically start when I got to the next location.

Boston Sightseeing Tour - a fully-narrated driving tour

Dyan_K, Oct 2025

Fantastic tour w/Peter

Peter was punctual & full of historic information + he was funny. We had a wonderful time with him. He filled us in on all the points of interest, giving us from the time the British and other countries came here all the way through about the 1950s. If we needed to make a stop, he was willing to do that. And all the anecdotal information that you can’t find in a book was such fun to hear.

Boston City View Bicycle Tour: History and Landmarks

Laura_A, Sept 2025

DO THIS! We loved every minute!

This was the absolute best way to see Boston and to put its neighborhoods and landmarks into context. The tour leaders who rode with us were funny, friendly, and engaging, and I felt safe knowing they were looking out for us at intersections. I’m not in perfect biking shape but found it easy to tackle the hills without an e-bike. I ABSOLUTELY recommend this to anyone who wants an active, fun, educational way to understand Boston!

Highlights of Boston Private Tour

Lisa_Y, Sept 2025

It was a private tour and...

It was a private tour and Marybeth was excellent and met on all our requests above and beyond. We went passed Harvard university and MIT…heard many stories about the campus and the Great Dom Hack about Harvard’s plank. We drove by Italian town and Chinatown. Ate at the famous Cheers and was delicious. We had a non walking tour as requested…mainly drove around town.

Boston's Freedom Trail and Charming Beacon Hill Tour

Maheshni, Sept 2025

Informative and Fun, excellent guide Lexi

Excellent tour. Our guide was Lexi and she is incredibly knowledgeable, fun, and enthusiastic. Answered all our questions, really went out of her way to make sure we had a good experience. Highly recommend. Bonus was a small group of only 7 of us on a Saturday!