If you’re considering a way to get a good feel for Boston without the hassle of crowded buses or rigid schedules, a private city tour might just be what you need. We’ve looked into the Boston Private City Tour offered by Boston Preferred Car Service, and while we haven’t experienced it firsthand, the details and reviews paint a clear picture of what you can expect. Whether you’re visiting Boston for a quick layover or planning a leisurely exploration, this tour promises a personalized way to see some of the city’s most iconic sights.
What we really like about this experience is how it avoids the crowds typical of big bus tours, and how flexible it is. You can tailor the stops based on your interests, making the time spent in Boston feel more like a visit with a knowledgeable friend rather than a generic tour. However, one thing to keep in mind is that the driver isn’t a tour guide in the traditional sense—so if you’re looking for a deeply narrated experience, you might want to supplement this with additional sightseeing options.
This tour suits those who value comfort and customization—perfect for travelers who want to see Boston at their own pace and in a relaxed setting. It’s especially appealing if you’re traveling with a small group (up to three people), and want the convenience of door-to-door service with bottled water included. If you’re after a flexible, private way to explore Boston without the chatter of a guide, this could be a good fit.
Key Points

- Private and customizable: You can pick your stops and stop at your convenience.
- Comfortable transportation: An air-conditioned vehicle makes the tour relaxing, especially on hot days.
- Flexible itinerary: Drive by or stop at any of the 16 Freedom Trail stops, Harvard, Fenway Park, MIT, and more.
- Good for small groups: Up to three people, making it intimate and easy to coordinate.
- Cost: At around $616 for three, it’s a premium experience, but the personalized service can be worth it.
- Includes bottled water: A small but appreciated touch for comfort.
Exploring the Itinerary: What You Can Expect
This tour provides a broad look at Boston’s most notable landmarks, with the real strength lying in its flexibility. Instead of a rigid schedule, you get a driver who can tailor the experience, making it ideal for those who want to focus on specific sights or just enjoy the ride.
Prefer personalized experiences? Here are other private options we've covered in Boston
Multiple Stops Along the Freedom Trail
The core of the itinerary involves driving past and stopping at your convenience at any of the 16 stops along the Freedom Trail. This is perfect if you’re a history buff or simply want to see the landmarks without feeling rushed. Since you can choose where to hop out and explore briefly, you avoid the fatigue and frustration that often come with large group tours or bus crowds.
Harvard and MIT
One of the highlights is a stop at Harvard Yard in Cambridge and the Harvard Arts Museum. Here, you’ll get to see the world-famous university grounds and perhaps snap some photos. The driver waits at your convenience, giving you the freedom to explore briefly or just appreciate the sights from outside. If you’re interested in academic history or college campuses, this adds a special touch to the tour.
Fenway Park and the Italian Quarter
Next, you might want to check out Fenway Park, home of the Boston Red Sox. The tour offers the chance to stop and get a closer look at the iconic baseball stadium, which is a thrill for sports fans. Plus, the Italian quarter offers a taste of Boston’s diverse neighborhoods, perfect for a quick stroll or photo op.
Iconic Streets and Other Neighborhoods
The tour also includes stops at the most photographed street in Boston—which is a great spot for a quick look and some memorable photos. You’ll also pass through Beacon Hill, known for its charming streets and historic architecture, and other neighborhoods that showcase Boston’s unique character.
For broader city exploration in Boston, we've covered these other tours
- Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River
- Boston Private City Tour and Harvard University with Hotel Pick Up
- Go City: Boston Explorer Pass – Choose 2, 3, 4 or 5 Attractions
- Boston Private Driving City Tour, groups of 1-4
- New York City Day Trip from Boston
- Private City Tour of Boston, Lexington, and Concord
The Flexibility of Stops and Waiting Times
The real gem here is the ability to stop and wait at your convenience. The driver is there to make your experience as personalized as possible. The reviews reflect appreciation for this approach—people loved being able to get out and explore, rather than just drive by. A key phrase from a review mentions that the driver “took great effort to show us as much as possible,” which speaks to the attentiveness of the service.
The Experience: Comfort, Cost, and Value

At a price of around $616.44 for a group of up to three, this tour isn’t the cheapest way to see Boston, but it offers a level of comfort and flexibility that many public or larger group tours don’t. The inclusion of bottled water adds a small but meaningful touch to keep you refreshed during your adventure.
What makes this experience stand out is the personalized approach. Unlike guided tours with fixed routes and limited stops, this one allows you to dictate your pace and interests. You’ll be riding in an air-conditioned vehicle, which is a big plus in Boston’s sometimes unpredictable weather—hot summer days or chilly mornings won’t be an issue.
Price Analysis and Value
While $616 might seem steep for some, think of it as a private, flexible experience that saves you from the hassle of navigating on your own or dealing with crowds. If you value comfort and a tailored itinerary, this pricing makes sense. Also, since it’s only for your group, you won’t be sharing the experience with strangers, which can be a real advantage, especially for families or small groups.
Real Review Insights
Many reviewers highlight the knowledge and helpfulness of the driver. One review states, “Sam was a fantastic host. He was very knowledgeable on each area of town,” emphasizing the driver’s role in providing a more enriching experience. Others appreciated the opportunity to stop at iconic landmarks and learn about the city’s sights at their own pace.
A few reviews mention that the driver isn’t a traditional tour guide, implying that some might need to do their own homework for detailed historical facts. But overall, most travelers found the driver personable, helpful, and capable of making adjustments to suit their interests.
Who Is This Tour Best For?

This private tour is ideal for small groups or couples who appreciate comfort and customization. It’s great if you prefer to avoid crowded buses and want the flexibility to spend more time at the sites that interest you most. If you’re traveling with someone who has specific interests, like sports or academia, this can be tailored accordingly.
It’s also suitable for travelers who want a relaxed, unhurried experience, especially in hot weather or if someone in your group prefers to take breaks and explore at their own pace. Keep in mind that since the guide isn’t narrating continuously, if you’re after in-depth storytelling, you might want to supplement this tour with additional guided activities.
The Sum Up

The Boston Private City Tour offers a flexible and private way to see the city’s highlights without the chaos of larger tour groups. Thanks to its customizable stops and the comfort of a private vehicle, you get to enjoy Boston at your own pace and focus on the sights that matter most to you. It’s an especially good choice for those who value intimacy, comfort, and the ability to tailor their sightseeing experience.
While the price is on the higher side, the personalized service, convenience, and flexibility can make it worthwhile—especially if you’re visiting Boston for a short time or traveling in a small group. The reviews underscore that knowledgeable drivers make a real difference, turning a simple drive into a memorable city introduction.
If you’re looking for a relaxed, private way to explore Boston’s neighborhoods, landmarks, and history, and you want to stay in control of your schedule, this tour could be just what you need.
Boston Private City Tour
“Family of four – driving tour was a great way to see the city in cold weather and Sam was a fantastic host. He was very knowledgeable on each area…”
FAQs

Can I customize the stops during the tour?
Yes, you are free to customize the entire tour. The driver will stop at your convenience at any of the 16 stops along the Freedom Trail, and you can choose to explore or just view from the vehicle.
What is included in the price?
The tour price includes the private vehicle, the driver, and bottled water. Tickets to attractions are not included, so you’ll need to purchase those separately if you want to go inside.
How long does the tour last?
The tour lasts approximately four hours, which gives you plenty of time to see many sites without feeling rushed.
Is this tour suitable for families or children?
While the reviews highlight a generally positive experience, the tour is primarily a driving and stopping service. It’s suitable for those who want a relaxed, flexible exploration, though it’s not specifically tailored as a family or children’s activity.
How far in advance should I book?
On average, travelers book about 39 days ahead, so planning ahead ensures availability and allows for better customization.
What if the weather is bad?
The experience requires good weather. If canceled due to poor weather, you’ll be offered a different date or a full refund.
If you’re after a comfortable, personalized way to see Boston with a small group, this private tour offers a lot of flexibility and comfort. It’s a practical pick for those who want to avoid the typical tour bus experience, especially if you like customizing your sightseeing day and exploring at your own pace.
More City Tours in Boston
More Tours in Boston
More Tour Reviews in Boston
- Boston’s North End: A Small Group Foodie Adventure
- Boston Red Sox Baseball Game Ticket at Fenway Park
- Iconic Boston Food and History Small-Group Walking Tour
- Boston City View Bicycle Tour: History and Landmarks
- Boston Tea Party Ships & Museum Admission
- Boston: A Food & History Journey from North End to Freedom Trail
More Boston experiences we've covered
- Boston Red Sox Baseball Game Ticket at Fenway Park
- Iconic Boston Food and History Small-Group Walking Tour
- Boston City View Bicycle Tour: History and Landmarks
- Boston Private City Tour
- Boston Tea Party Ships & Museum Admission
- Boston: A Food & History Journey from North End to Freedom Trail
- Boston and Cambridge Private Day Tour
- Boston Whale Watching Cruise by High-Speed Catamaran
- Boston to New Hampshire Fall Foliage White Mountains Day Trip
- Self-Guided Boston Christmas Tour
- Narrated Sunset Cruise of Boston Harbor
- 80-Min Narrated Trolley Tour of Historic Boston & Freedom Trail


