Amazing Lakefront Segway Tour of Chicago

Trying to see Chicago’s highlights without feeling exhausted or overwhelmed? This lakefront Segway tour offers a breezy, efficient way to explore some of the city’s most iconic sights in just 1.5 hours. While it’s a popular choice for visitors wanting a fun, active experience, it also serves as a fantastic introduction for those new to Chicago or even seasoned travelers seeking a new perspective.

One of my favorite things about this tour is the chance to cruise along the Chicago lakefront, with plenty of opportunities for photos and relaxed sightseeing. The guides are top-notch, blending friendly advice with interesting tidbits about the city’s history and landmarks. The only caution? Because it’s a 90-minute outdoor adventure on a Segway, weather conditions can impact availability, so it’s worth checking the forecast before booking.

This tour tends to attract those who love a mix of light adventure and sightseeing, especially if you’re traveling with friends or family (age 12 and up). Whether you’re a hopelessly curious first-timer or someone looking for a different way to see downtown Chicago, this experience hits the sweet spot of fun, value, and authentic city views.

Key Points

Easy to learn: The introductory training ensures even beginners feel comfortable handling the Segway.
Spectacular vistas: Ride along the lakefront, stopping at Millenium Park, Grant Park, and Museum Campus for photo ops.
Knowledgeable guides: Guides like Marty and Vincent receive praise for making the tour both fun and informative.
Great value for the price: At $59, it covers a lot of ground with friendly, expert guidance.
Small groups: Limited to 10 participants, so you get personalized attention and safety.
Weather-dependent: Tours may be canceled if conditions are unsafe, so keep an eye on the forecast.

A Deep Dive into the Chicago Lakefront Segway Tour

Starting Point and Duration
The adventure kicks off at 34 S. Michigan Avenue, right next to Millennium Park. The meeting point is convenient, situated in downtown Chicago, close to many hotels and attractions. The tour lasts about 1.5 hours, which is enough time to cover several highlights without feeling rushed.

What’s Included
Your price of $59 per person covers the Segway i2, a helmet, a friendly tour guide, and the instruction session. This all-inclusive approach ensures you don’t need to worry about additional gear or equipment. Plus, with limited group sizes of 10, you’re likely to receive personalized tips, especially if you’re new to riding.

Training and Safety
Most reviews commend the straightforward training session, which helps even first-timers feel confident. One guide, Vincent, was praised for his patience and ability to teach novices how to maneuver the Segway smoothly. If you’re worried about balancing or controlling the device, rest assured that the guides are experienced and dedicated to your safety and comfort.

The Route and Sights
The tour begins at Millennium Park, where you can admire the famous Cloud Gate (“The Bean”) and cascading fountains. From there, the route continues through Grant Park, home to the Buckingham Fountain, one of Chicago’s most photographed landmarks. The guides often share fun facts, making it both entertaining and educational.

Next, you’ll head toward the Museum Campus, with spectacular views of the Chicago skyline reflected on Lake Michigan. Here, you’ll get ample opportunities to snap photos of the city’s skyscrapers, the Lakefront, and the expansive water. Many visitors have noted how unique and refreshing the perspective from a Segway is—flying past crowds and enjoying unobstructed views.

Guide Experience and Personal Touches
Multiple reviews mention guides like Marty, Sparrow, and Vincent, emphasizing their enthusiasm, professionalism, and ease in handling groups. One reviewer shared that Marty “helped us see what was important, interesting, and lovely about Chicago,” which shows how guides bring the city to life beyond just the sights.

Handling Pedestrian Traffic and Weather
Chicago’s busy streets and lakeside paths can be lively. Despite this, reviews highlight that guides are skilled at navigating through pedestrian traffic, making the experience feel safe and enjoyable. However, the weather does influence whether tours run, with rain or wind potentially causing cancellations. If that happens, Bike and Roll Chicago offers full credits or rescheduling options, which adds peace of mind.

Value for Money
At $59, this tour offers a fantastic way to cover a lot of ground in a short time, especially considering the small group size, expert guides, and scenic stops. Compared to typical walking tours or boat cruises, this activity delivers a fun, active experience with plenty of opportunities for photos and social media-sharing.

What to Bring and Wear
Comfortable, closed-toed shoes are strongly recommended—think sneakers or athletic shoes. Bring sunglasses or sunscreen on sunny days, and a camera or smartphone for capturing Chicago’s beautiful skyline and lakeside views. Luggage or large bags aren’t allowed, and pets or smoking are prohibited for safety reasons.

Authentic Experiences from Reviewers

Many reviewers praised the guides for their friendliness and knowledge. Brad noted that Marty “could not have been better,” emphasizing his role in making the experience memorable. Others enjoyed the fun and sometimes humorous moments, like Gregory’s anecdote about running over a crosswalk kid—a reminder that this is a lighthearted, enjoyable way to explore.

Several reviewers highlighted the stunning views of Chicago’s skyline and Lake Michigan, with Jason saying the tour offered “amazing views of the Chicago skyline,” and Ruth calling the experience “absolutely incredible.” Tour guides like Vincent and Sparrow are frequently mentioned for their energy and storytelling, making the sightseeing even richer.

One reviewer, KATHLEEN, pointed out a minor but noteworthy inconvenience—the check-in facility lacked restrooms, which can be tricky if you need a quick break before starting. But the moment Vincent arrived to lead the tour, the experience turned around completely, showcasing the importance of good guides.

Who Is This Tour Best For?

This Segway tour is perfect for travelers who want a fun, active way to see downtown Chicago without walking long distances. It’s ideal for those interested in panoramic lake views, iconic parks, and city skyline photography. The small-group format makes it suitable for families, friends, or even solo travelers looking for a guided adventure.

Because it’s not suitable for children under 12, pregnant women, or those over 260 lbs, it’s best suited for active, safety-conscious individuals. If you enjoy a mix of sightseeing, light physical activity, and guided storytelling, this tour will likely hit the mark.

Frequently Asked Questions

Is this tour suitable for beginners?
Yes. The tour includes a training session to help you get comfortable riding the Segway. Guides like Vincent and Sparrow are praised for their patience and clear instructions.

How long does the tour last?
The tour is approximately 1.5 hours long, including the training and riding time. It’s a manageable duration that offers a good balance of sightseeing and activity.

Where does the tour start and end?
It begins at 34 S. Michigan Avenue, next to Millennium Park, and finishes back at the same spot.

Are there age or weight restrictions?
Yes. You must be at least 12 years old and weigh between 100-260 pounds (45-118 kg). Pregnant women, pets, and those with large luggage are not permitted.

What’s included in the price?
The fee covers the Segway i2, helmet, and a guided tour. The small group size ensures personal attention and safety.

What if the weather is bad?
Tours may be canceled if weather conditions are unsafe, such as rain or strong winds. Bike and Roll Chicago will issue a full refund or reschedule if needed.

Do I need to bring anything?
Comfortable shoes, sunglasses, and a camera are recommended. Avoid large bags or luggage, as they aren’t allowed on the Segway.

Can I book last-minute?
Yes. You can reserve your spot in advance, and you have the option to pay later, providing flexibility for your travel plans.

Final Thoughts: Is It Worth It?

Absolutely. For just $59, this lakefront Segway tour offers a fun, engaging way to see some of Chicago’s most famous sights. The combination of scenic views, expert guides, and a small-group format makes it a worthwhile activity for nearly any traveler looking to add a bit of adventure to their city exploration.

The experience is not just about riding a Segway—it’s about feeling a part of the city’s vibrant energy, capturing beautiful images, and learning stories that bring the landmarks to life. Whether you’re visiting Chicago for the first time or returning for a different perspective, this tour offers a memorable, enjoyable outing.

If you’re comfortable with light physical activity and enjoy guided adventures, this is a fantastic choice. It’s especially great for those who want to see a lot without the fatigue of walking or the expense of more time-consuming tours. Just remember to check the weather, wear good shoes, and ask for a guide like Marty or Vincent—they’ll make sure your ride is smooth and full of fun facts.

In summary, this tour combines accessibility, scenic beauty, and expert storytelling into one compact adventure. It’s a wonderful way to experience Chicago’s lakeside charm in style—on a Segway that’s as futuristic as the city’s skyline. Whether for a birthday, a quick sightseeing fix, or simply a new way to explore, it’s a activity that many will find worth every penny.