2-Hour Guided Segway Tour of Chicago

Discover Chicago's highlights on a fun, 2-hour guided Segway tour. Enjoy scenic views, insider stories, and an active way to explore the Windy City.

If you’re looking for a lively way to see Chicago’s most iconic sights without the fatigue of walking, a guided Segway tour might just be your best bet. This 2-hour adventure promises not only an energetic approach to sightseeing but also a chance to learn interesting tidbits about the city from friendly, knowledgeable guides. While we haven’t taken this tour ourselves, the glowing reviews and detailed descriptions suggest it’s a playful, informative option for many travelers.

Two things really stand out about this experience. First, the small-group format—capped at just eight participants—means you won’t feel lost in a crowd or squeezed onto a crowded bus. Second, the combination of scenic stops like Millennium Park and Buckingham Fountain with engaging commentary makes for a memorable, well-rounded tour. On the flip side, potential participants should consider that weather plays a role, as the tour is weather-dependent and can be canceled in poor conditions. This tour appeals most to those seeking an active, interactive way to grasp Chicago’s highlights, especially if you enjoy trying new things and exploring at a quick pace.

Key Points

  • Small-group size enhances personal attention and flexibility
  • Segway training and safety gear ensure a smooth, comfortable ride
  • Efficiently covers major Chicago landmarks in just 2 hours
  • Offers a combination of scenic beauty, fun, and educational insights
  • Cost-effective at $65 per person, especially considering the included guide
  • Ideal for travelers who want an active, memorable introduction to Chicago

Discovering the City on a Segway

2-Hour Guided Segway Tour of Chicago - Discovering the City on a Segway

A guided Segway tour in Chicago offers a fresh, engaging way to take in the city’s sights without the exhaustion that can come with walking. The experience begins at a conveniently located meeting point in downtown Chicago, where the staff ensures everyone is comfortable with their Segway before hitting the streets. The size of the group—no more than eight—means you’ll get personalized attention and a relaxed atmosphere, perfect for first-timers or those a little nervous about balancing on a Segway.

The tour is designed for about two hours, making it a manageable yet fulfilling activity, especially if you’re trying to fit in sightseeing without overdoing it. It’s worth noting that most travelers book about 18 days in advance, reflecting its popularity. At $65, it’s priced competitively given the personalized experience and the chance to see a lot of the city in a short time.

What’s Included and What to Expect

2-Hour Guided Segway Tour of Chicago - What’s Included and What to Expect

The tour package includes a comprehensive 2-hour guided ride through Chicago, along with all necessary safety gear and instruction. That means you don’t need any prior experience—just a willingness to learn and have fun. The tour does not include meals or gratuities, so plan accordingly if you’d like to tip your guide or grab a snack afterward.

Meeting at 2 E 8th St, near public transportation, makes it easy to access from different parts of the city. Once there, the staff will orient you on how to operate the Segway, and most participants find it surprisingly easy to pick up. Several reviews highlight how approachable the instructors are, with one reviewer saying, “Mike was a fantastic tour guide and instructor. He was professional, accommodating and knowledgeable.”

The Itinerary: Highlights and Scenic Stops

2-Hour Guided Segway Tour of Chicago - The Itinerary: Highlights and Scenic Stops

The 2-hour route covers some of Chicago’s most beloved spots, ensuring you get both scenic beauty and meaningful stories. You’ll glide through downtown’s most scenic areas, including Grant Park, with its impressive skyline views, and the famous Buckingham Fountain, a true Chicago icon.

One popular route takes you near the Museum Campus, where the Field Museum, Shedd Aquarium, and Adler Planetarium are all within reach—a great chance to snap photos and enjoy the waterside atmosphere. You’ll also pass close to the lakefront, offering panoramic views of Lake Michigan that are almost impossible to ignore.

Alternatively, some tours explore the Chicago Riverwalk, offering a different perspective with views of Navy Pier and the city’s famous bridges. Traveling along historic Michigan Avenue, you’ll pass significant architectural sites and enjoy the vibrant energy of downtown.

Authentic Perspectives from Past Travelers

Many reviewers praise the guides for their knowledge and friendly demeanor. One said, “Enjoyed our tour with Captain Segway. So much fun learning how to ride and learning about some Chicago landmarks while having fun.” Another appreciated the safety instructions, noting that even an 86-year-old grandmother and a family member with special needs could participate comfortably.

However, not every review was perfect. A few travelers experienced issues like stores being unprepared or the tour being canceled unexpectedly, emphasizing the importance of confirming the booking and weather conditions beforehand.

The Value of a Segway Tour

2-Hour Guided Segway Tour of Chicago - The Value of a Segway Tour

At $65, this experience offers good value—you’re paying not only for the ride but also for the insights and the convenience of covering a broad area without fatigue. Compared to walking or bus tours, the Segway adds an element of fun and novelty that can turn a typical sightseeing day into something memorable.

While the cost doesn’t include meals or gratuities, the small group size, personalized attention, and the sheer number of sights you see in just two hours make it a cost-effective choice for many travelers. The tour’s reviews suggest it’s particularly effective for those who enjoy active outings or want a more interactive way to learn about Chicago.

Practical Details and Tips

Since the tour is weather-dependent, it’s wise to check the forecast and plan accordingly. Bad weather can lead to cancellations, and refunds are available if you cancel more than 24 hours in advance. Be sure to dress comfortably, and consider bringing a light jacket if the temperature drops.

Most travelers can participate, but it’s a good idea to communicate any mobility concerns beforehand. The manageable group size and comprehensive training make it suitable even for beginners. Remember to arrive a few minutes early to get comfortable with your gear and to ensure a smooth start.

Who Will Love This Tour?

2-Hour Guided Segway Tour of Chicago - Who Will Love This Tour?

This Segway tour suits a wide range of travelers—from first-time visitors wanting a quick, fun overview to those who enjoy active, outdoor adventures. If you’re traveling with family, seniors, or anyone a bit apprehensive about balancing on a scooter, the friendly guides and safety gear help make it accessible. It’s ideal for those who want to see a lot in a short time, appreciate scenic views, and enjoy learning local stories from knowledgeable guides.

It might not be the best choice for travelers who prefer a more relaxed, sit-down experience or those who aren’t comfortable on a Segway. Also, if your schedule is tight, booking ahead is recommended, as the tour tends to fill up.

Final Thoughts

A guided Segway tour of Chicago offers a lively, engaging way to see the city’s most famous sights without the fatigue of walking. You’ll glide past historic landmarks, enjoy beautiful lakefront views, and pick up insider stories—all in a friendly, small-group environment. The experience combines fun, adventure, and education, making it perfect for curious travelers seeking a memorable introduction to the Windy City.

The tour’s affordability and the opportunity to cover significant ground quickly make it a standout option for many visitors. Whether you’re traveling solo, as a couple, or with family, this tour can add a spark of fun to your Chicago itinerary. Just remember to book in advance, dress comfortably, and check the weather forecast.

In summary, if you’re looking for a unique, active way to see Chicago’s highlights and enjoy the city’s vibrant atmosphere, this Segway tour delivers a lot of value. It’s best suited for those who love a bit of adventure, want quick access to top sights, and appreciate a knowledgeable guide to enrich their experience.

FAQ: Your Questions About the Chicago Segway Tour

2-Hour Guided Segway Tour of Chicago - FAQ: Your Questions About the Chicago Segway Tour

Is this tour suitable for beginners?
Yes. The tour includes Segway training and safety gear, making it accessible even if you’ve never ridden one before.

How long does the tour last?
The guided tour is approximately two hours long, giving you enough time to see multiple key sights without feeling rushed.

What landmarks will I see?
You’ll visit spots like Millennium Park, Buckingham Fountain, the Museum Campus, and may also explore the Chicago Riverwalk or lakefront areas depending on the route.

Do I need to have prior experience?
No prior experience is necessary. The staff provides instruction to help everyone feel comfortable on the Segway.

What should I wear?
Dress comfortably and appropriately for the weather. Bring a jacket if needed, and wear flat, closed-toe shoes for safety.

Can I cancel if the weather is bad?
Yes, cancellations due to poor weather are allowed more than 24 hours in advance, with a full refund. Keep in mind, bad weather may lead to tour cancellations.

How many people are in a group?
The group is limited to eight participants, ensuring a personal and relaxed experience.

Is gratuity included?
No, gratuities are not included. Tipping your guide is appreciated if you enjoyed the tour.

Where do I meet the guide?
At 2 E 8th St, Chicago, near public transportation, making it convenient to access from various parts of the city.

What’s the cost?
The tour costs $65 per person, which is quite reasonable considering the personalized experience and the sights covered.

Are there any age restrictions?
Most travelers can participate, but it’s best to check with the tour provider if you have specific mobility concerns or want to confirm suitability for children.

This detailed review aims to help you decide whether a Chicago Segway tour fits your travel style. It’s a fun, efficient, and lively way to connect with the city’s sights—and maybe even learn a few stories that stick with you long after the ride.