2 Hour Boston Segway Tour

If you’re thinking about seeing Boston in a way that’s both engaging and efficient, a 2-hour Segway tour might be just what you need. From the moment you start, you’ll notice how this experience blends sightseeing with a bit of adventure—without the physical toll that walking for hours might take. It’s a popular choice among travelers, especially given its high praise and consistent five-star ratings.

What we love about this tour is how it offers a balanced mix of iconic sights and scenic views—plus, the chance to glide along the waterfront and across historic bridges. The route covers more ground than a typical walking tour, giving you a richer sense of Boston’s personality in a shorter time frame. That said, a potential consideration is that riding a Segway can put some stress on your back, legs, and feet, so it’s worth thinking about your comfort level with the vehicle beforehand.

This tour will suit those looking for a rundown of Boston’s major landmarks without the exhaustion of prolonged walking. It’s also great for first-timers wanting to get their bearings, or travelers with a curiosity for history but a desire for a modern twist.

Key Points

• Highly rated with 49 reviews, consistently earning 5 stars for quality and guide knowledge.
• Two hours and thirty minutes offers a thorough exploration of Boston’s most famous sites.
• Guides receive praise for their helpfulness, local knowledge, and safety tips.
• The route includes beautiful views of the city skyline, Charles River, and historic neighborhoods.
• Price point of $99 is reasonable for the scope of sights covered and the fun experience.
• Some riders report that Segway riding can cause slight discomfort if you’re sensitive to standing or balancing for long periods.

A Closer Look at the Itinerary and Experience

This tour kicks off at 199 State St, right in the heart of Boston—an ideal starting point for exploring the city’s core. From there, it’s a mix of scenic stops and historical landmarks, all seen from the comfort and ease of a Segway. The tour’s route mimics a 1-hour experience initially, but then extends into a more detailed journey that takes you into Cambridge, crossing the Longfellow Bridge with its signature salt-and-pepper towers. Here, you’ll enjoy some of the best views of the Boston skyline and Charles River, which really set the scene for a memorable ride.

Long Wharf and Rose Fitzgerald Kennedy Greenway

Starting at Long Wharf, you’ll get a glimpse of Boston’s oldest pier—established back in 1711—once a hub for maritime trade, including the shipping of John Hancock. It’s a historic spot that feels alive with stories of the city’s trading days. Moving onto the Rose Fitzgerald Kennedy Greenway, a lively, colorful stretch of urban park, you’ll see gardens, fountains, and art installations, making it a perfect spot for photos and quick stops.

Waterfront and Historic Sites

The tour then sweeps through Christopher Columbus Waterfront Park, with its lush lawns and harbor views. From there, you’ll visit Old North Church, famed for its role in Paul Revere’s midnight ride, and the North End, Boston’s oldest neighborhood, brimming with colonial architecture and Italian-American culture. These stops are brief—around 5 to 10 minutes each—but packed with visual and historical interest.

Naval and Revolutionary Landmarks

Next, you’ll see USS Constitution, known as “Old Ironsides”—launched in 1797 and still afloat—and the Bunker Hill Monument, commemorating a pivotal battle. The Great Molasses Flood Plaque offers a quirky, yet sobering reminder of Boston’s unexpected past, while TD Garden introduces you to the city’s sports and event scene.

Riverside and Architectural Highlights

Gliding along the Charles River, you’ll get sweeping views of the water and the cityscape. Crossing the Longfellow Bridge, you’ll appreciate its iconic design and the views it offers. The tour culminates in Beacon Hill, with its charming brick streets and boutique shops, before looping back through Boston Common, the oldest public park in America.

Cultural and Historic Landmarks

The final stops include King’s Chapel, the Omni Parker House—famous for Boston Cream Pie—and the Old South Meeting House, where revolutionary protests took shape. You’ll also see Boston Latin School and the Old Corner Bookstore, places that speak to Boston’s literary and educational legacy.

What It Feels Like to Ride and Explore

Most reviews mention that riding the Segway is straightforward—“Riding the Segway was easy enough,” as one traveler noted. Guides are often praised as knowledgeable, friendly, and safety-conscious. One reviewer highlighted Captain J’s helpfulness, especially with photos and questions, which can really enhance the experience.

However, some riders find that the activity can put stress on your back, legs, and feet, especially if you’re not used to standing for long stretches. It’s worth considering your personal comfort with balancing and standing, as well as whether you’re on your feet all day.

The pace of the tour is generally relaxed, but some may find the stops long if they prefer quick photo ops. A reviewer pointed out an early guide who was a bit rushed, but overall, most guides seem to strike a good balance between safety and fun.

Is it Worth the Price?

At $99 per person, this tour offers a lot of value. You’re covering major sights in a manageable timeframe, with guides sharing insightful details along the way. For those wanting a comprehensive snapshot of Boston’s history and architecture, the price aligns well with what you get—especially considering the novelty of Segway riding and the scenic points you visit.

It’s also a flexible experience: it can serve as an introduction to the city for first-time visitors or an enjoyable way for locals to revisit familiar spots with a fresh perspective.

Who Will Love This Tour?

This experience suits travelers who enjoy a bit of adventure and want to see many sights without walking for hours. It’s particularly good for those who are comfortable standing and balancing on a Segway. While not specifically marketed as family-friendly, adults and older teenagers generally find it accessible and fun.

If you’re seeking an in-depth historical tour on foot, this might not replace that experience but works well as a lively, scenic overview. It’s ideal for visitors who value expert guides, beautiful views, and a relaxed pace over intense physical activity.

The Bottom Line

In the end, the 2-hour Boston Segway Tour offers a unique and efficient way to explore a city packed with history and stunning scenery. The route is thoughtfully planned, covering everything from colonial landmarks to modern bridges, with plenty of photo opportunities along the way. The guides, praised for their knowledge and helpfulness, make the experience accessible and enjoyable for most.

While the expense is reasonable, keep in mind the physical aspect of riding a Segway and how that might impact your comfort. If you’re looking for a fun, easy way to see Boston’s highlights—especially if you’re short on time—this tour checks many boxes. It’s especially suited for first-timers, history lovers, or anyone eager to add a bit of adventure to their sightseeing.

This tour is a reliable choice for those who want an engaging, memorable day exploring Boston’s most iconic sights, with the added thrill of gliding through the city.

FAQ

Is the tour suitable for beginners?
Yes. Most people find riding the Segway easy to learn, and guides are there to help you get comfortable before starting the tour.

How long does the tour last?
It lasts approximately 2 hours and 30 minutes, including stops. The actual riding time covers a route that mimics a 1-hour tour but extends into a more comprehensive experience.

What landmarks will I see?
You’ll see a wide range of Boston highlights, including Boston Common, King’s Chapel, Boston Latin School, the Old South Meeting House, the Bunker Hill Monument, USS Constitution, and scenic views of the Charles River and Boston skyline.

Is the tour family-friendly?
It’s best suited for adults and older teenagers who are comfortable on a Segway. There’s no specific mention of children, so consider individual comfort with balancing and standing.

What is the price?
The tour costs $99 per person, which is quite reasonable given the length, sights covered, and guided commentary.

Can I cancel or change my booking?
No, this tour is non-refundable and cannot be changed once booked, so plan accordingly.

If you’re after a lively, scenic, and surprisingly informative way to see Boston, this tour offers a lot of value. Just remember to consider your comfort with riding and standing, and you’ll likely have a memorable experience discovering the city’s highlights on a Segway.