Top Boston Private Sightseeing Tours

(57)

from $495

Boston Private 3-Hour Tour by Car

Boston's cobblestone streets & red bricks

3 hoursFree Cancellation

(131)

from $550

Discover Boston’s famed Freedom Trail on a private walking tour through the city. Follow your dedicated guide past key landmarks including Paul Revere’s house, Old North Church, Boston Common, Faneuil Hall, and much more, customizing the tour to your group’s interests. While you walk, your guide regales you with information about Boston’s history with particular emphasis on the American Revolution and independence.

Private Walking tour of Boston's Freedom Trail and more!

from $395

Highlights of Boston Private Tour

5 hours 30 minutesFree Cancellation

(32)

from $387

Boston Private City Tour and Chauffeur Service

4 hoursFree Cancellation

4.6

(70)

from $616

Private Tour of Boston for Families & Kids

4 hoursFree Cancellation

(2)

from $338

Private Boston Freedom Trail Walking Tour

1 hour 30 minutesFree Cancellation

(14)

from $450

Explore Boston’s Freedom Trail as you wish with this self-guided audio tour. Download the iPhone or Android GPS app and start along the trail when it suits you. As you wander between the sites, dip in and out of their backstories, deep-dive into topics that grab your interest, and stop and resume the audio when you wish. The benefit? You’ll enjoy more flexibility than on a fixed-itinerary tour and have more information at your fingertips than if exploring alone.

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

3 to 4 hoursFree Cancellation

4.5

(103)

from $10

Private 4-Hour Walking and Driving City Tour

from $550

Special Offer

Boston: Freedom Trail History Small Group Walking Tour

2 hours 30 minutesFree Cancellation

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

(6,798)

from $39

2 to 3 hoursFree Cancellation

4.4

(261)

from $8

This full day private tour combines some of the best coastal views in the region with Pilgrim history. First stop focuses on the Presidential history of John Adams and then for something completely different we swing by the first Dunkin' Donuts (how's that for random). Then it's sit back and enjoy the views, through south of Boston towns Hingham, Cohasset, Scituate and Duxbury. There's some great photo opps along the shoreline that you won't be able to resist. Next onto Plymouth and it's Pilgrim history as well as it's own lovely ocean views. This is a break from your city break. We pick up and drop back to downtown Boston, will stop for lunch along the way (not included in price of tour) and will make sure you have a calm and relaxed day.

Plymouth & South Shore Private Tour from Boston

6 hoursFree Cancellation

(4)

from $995

Private Day Tour of Salem and Boston

7 hoursFree Cancellation

(25)

from $418

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.

Likely to Sell Out

Salem Full Day Private Tour from Boston

8 hoursFree Cancellation

(3)

from $419

Experience the best of New England’s marine wildlife on this guided whale-watching cruise around the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed boat in Boston that gets to and from the whales in the least amount of time possible. Look out for humpback and fin whales, plus Atlantic white-sided dolphins, with the help of a naturalist guide. The on-board galley offers food and beverages for purchase during the trip.

City Cruises Boston Whale Watching Cruise by High-Speed Boat

3 hours 30 minutesFree Cancellation

4.4

(3,115)

from $86

Discover a whole new side of baseball history with the help of a guide on this tour of Fenway Park, one of baseball’s most beloved stadiums. Revisit the careers of Red Sox greats like Ted Williams, Babe Ruth, and Carl Yastrzemski, celebrate the club’s numerous World Series titles, and tour famous stadium locales like the ‘Green Monster,’ ‘Pesky’s Pole,’ and the Fenway Park Living Museum. It’s ideal for baseball fans, be they locals or tourists.

Tour of Historic Fenway Park, America's Most Beloved Ballpark

1 hour

4.7

(3,114)

from $45

Explore the best of Boston at your own pace on a hop-on hop-off trolley tour of the city. Choose from a 1- or 2-day pass and see Boston’s top attractions, including the USS Constitution, the original bar from TV show “Cheers,” and the Faneuil Hall Marketplace, to name a few. The pass includes discounted admission to the Boston Tea Party Ships and Museum, to enjoy during or after the tour.

Boston Hop-On Hop-Off Trolley Tour with 13 Stops

2 hoursFree Cancellation

4.3

(5,666)

from $52

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

(29)

from $10

Experience the epitome of luxury with our private helicopter tour of Boston. Discover a world of wonder as you soar above the ever-evolving skyline and breathtaking surroundings of this vibrant city. From the moment you arrive, our pilot will cater to your every need, ensuring an unforgettable journey that is tailored exclusively to you. Sit back, relax and capture stunning photos, and prepare to be amazed as you ascend into the skies. Witness the majestic Downtown Boston, the shimmering Seaport District, and the harmonious blend of nature and urban life at Boston Common. Marvel at iconic landmarks like the Hancock Tower, Prudential Tower, and Zakim Bridge, while soaking in the beauty of Boston's renowned park. Whether you're marking a special occasion or seeking a truly immersive escape, our helicopter tour promises an engagement with Boston that transcends the ordinary. Book now and let us elevate your adventure to new heights of opulence and wonder.

30-Min Private Helicopter Skyline Tour of Boston

1 hourFree Cancellation

Relive one of the most important events leading up to the American Revolution and learn about a side of the story most tourists miss on this guided tour of the Boston Tea Party Ships and Museum. Explore authentically restored tea ships with the help of a guide as you get their insights into this pivotal event, and throw some of your own tea into Boston Harbor. It's an ideal experience for American history buffs, tourists, and locals alike.

(5)

from $349

Boston Tea Party Ships and Museum Admission

1 hourFree Cancellation

4.7

(2,606)

from $36

It can be tough to take in all of Boston’s historic sights on your one in just one day, so this private combination car and walking tour of Boston and Cambridge is here to help. Follow in the footsteps of famous academics exploring Harvard and MIT, learn about Boston’s storied history and the American Revolution at Beacon Hill and the Bunker Hill Monument, and explore the artisanal food options available at the US’s oldest tavern and restaurant.

Private City Tour of Boston and Cambridge

7 hoursFree Cancellation

(39)

from $440

The Full Revolutionary Story Epic Small-Group Boston Walking Tour

3 hoursFree Cancellation

Discover Boston's revolutionary spirit and rich heritage through an immersive audio experience that puts you in complete control of your journey. Unlike crowded group tours that rush you through attractions, this self-guided adventure allows you to pause at monuments that captivate you, delve deeper into stories that intrigue you, and explore hidden corners that traditional tours overlook. Our expertly crafted narration reveals exclusive insider stories, untold historical secrets, and fascinating details that even many locals don't know, all delivered through crystal-clear audio by professional storytellers whose engaging voices bring Boston's past to life. You'll gain authentic insights into the city's revolutionary roots, architectural marvels, and cultural treasures while enjoying the freedom to customize your route, spend extra time at your favorite sites, and discover Boston at a pace that suits your schedule and interests perfectly.

(2,473)

from $59

Boston Self Guided Audio Experience

See all of Boston and Cambridge from the comfort of a heated and air-conditioned modern minivan. This is a half-day driving tour that takes you through every highlight of Boston and Cambridge. The drive will include sights such as the Old North Church, Paul Revere's house, Faneuil Hall, Boston Common, Beacon Hill, Bunker Hill Monument, USS Constitution, Harvard, MIT, Copley Square, Boston Public Library and so much more! The tour is mainly driving, however we will (optionally) stop a few times to briefly (5-10 minutes) get out of the car for photo opportunities and a closer look at some sights! Listen to stories about Boston's past, learning about the American Revolution and the city's duality of religious morals and corruption.

Private Half-Day Driving Tour of Boston and Cambridge

4 hoursFree Cancellation

(3)

from $311

Boston Pizza Lovers Food and History Walking Food Tour

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Top Attractions in Boston

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Attractions

What are people saying about Boston

Sylvia_J, Apr 2026

Great tour for families and pizza lovers

Bring a big appetite and get ready to enjoy some delicious pizzas. The family loved the tour and our guide was amazing. So knowledgeable, friendly and best of all entertaining! Kids can easily get bored with historic information. Al kept it fresh and fun for all of us. Next time I have friends in the area, I’m going to set up this tour instead of going out to lunch!

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!

Private 4-Hour Walking and Driving City Tour

Clinton_E, Mar 2026

Outstanding overview of Boston!

We thoroughly enjoyed our 4-hour Boston overview with an amazing guide, Neal! The tour was a well-balanced mix of walking and riding. We saw so much in 4 hours! Neal clearly has a passion for his city, and this made for a fun, interesting, and educational experience. Even though I have been on a few tours of Boston in the past, he still introduced us to several new sites and many new facts! He recommend several great restaurants that we would have never have explored if not for him. Ask him for some “cash only” recs!

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 Private City Tour and Chauffeur Service

Preety_K, Feb 2026

Sam is hands-down the...

Sam is hands-down the best guide we’ve ever had. He went completely out of his way to make sure we had a great time, even adjusting the itinerary on the fly to suit our interests. He knows all the 'hidden gems' away from the tourist crowds and felt more like a local friend than a tour guide. Our trip wouldn't have been the same without him!

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.

Highlights of Boston Private Tour

Lisa_Y, Sep 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.