Private Chicago Exotic Car City Tour Experience

Experience Chicago in style with a private exotic car tour—enjoy stunning city views, iconic landmarks, and a personalized ride through the Windy City.

If you’re looking for a way to see Chicago that feels more like a film scene than a typical sightseeing trip, this private exotic car tour might just be what you need. While we haven’t had the chance to hop into the driver’s seat ourselves, the concept is straightforward: a 45-minute to an hour cruise through Chicago’s most famous streets in a luxury or exotic vehicle, tailored just for your group.

What immediately stands out is the promise of unparalleled style—think sleek vehicles, personalized service, and the chance to turn heads at every stop. We love how this experience blends the thrill of driving something special with the opportunity to see the city from a fresh perspective. The small group size (up to four people) makes it intimate enough to feel exclusive but still accessible for friends or family.

One thing to keep in mind is that availability depends on vehicle supply, so this isn’t a consistently guaranteed experience. It’s best suited for those celebrating a special occasion, car enthusiasts, or anyone eager for a memorable way to explore Chicago’s iconic sights. If you’re after a fun, stylish adventure with a dash of luxury—this tour offers just that.

  • Luxury and Exotic Vehicles: Cruise in style with high-end cars, tailored to your group’s preferences.
  • Private Experience: Only your group will be in the vehicle, creating an exclusive, personalized journey.
  • Iconic Landmarks: Pass past Chicago’s famous sights like Millennium Park, the Magnificent Mile, and Lake Michigan views.
  • Flexible Duration: Ranges from about 45 minutes to an hour, making it a manageable add-on or highlight.
  • Stunning Views: Expect sweeping cityscape and lake views along Chicago’s most beautiful roads.
  • Weather-dependent: Good weather is a must; poor conditions mean rescheduling or refund.

An In-Depth Look at the Chicago Exotic Car Tour

This tour is designed to give you a personalized, high-end glimpse of Chicago’s most photogenic corners. The starting point is a convenient location at 401 N Wabash Ave, right in the heart of downtown. From here, your chauffeur-driven vehicle begins its journey through the city’s vibrant neighborhoods and landmark-rich streets.

The Itinerary Breakdown

While the exact route can vary based on vehicle availability and traffic, the tour typically includes stops or views of some of Chicago’s most recognizable areas.

Once Known as Smoky Hollow: This lively district is now famed for its nightlife and riverfront restaurants. It’s an ideal starting point to feel the city’s energetic vibe. You might catch a glimpse of high-end dining spots and bustling bars that define Chicago’s nighttime scene.

Shopping in a Historic District: The tour covers an area known for its retail therapy, with some of the best shopping destinations in Chicago. It’s a chance to see where locals and visitors alike indulge in retail therapy, all while enjoying the comfort of your private ride.

Cruising Chicagos Most Beautiful Road: This stretch offers sweeping skyline views and lakeside scenery. Imagine gliding past shimmering waters, with the city’s skyscrapers reaching for the sky—definitely a highlight for any city lover.

Touring the Magnificent Mile: As Chicago’s premier shopping and entertainment boulevard, the Magnificent Mile is a must-see. The tour provides a glimpse of this bustling stretch, where luxury brands line the streets and historic buildings add charm.

What You Can Expect on the Tour

The luxury or exotic vehicle will be air-conditioned and private, ensuring comfort regardless of the weather outside. The experience is all about feeling the wind in your hair while enjoying Chicago’s sights—though, of course, you’re free to relax as your driver navigates the busy streets.

The entire experience lasts about 45 to 60 minutes, making it a perfect addition to a day of sightseeing or a special celebration. Since it’s a private tour, only your group will be in the vehicle, adding an exclusive touch that feels personalized and special.

The Vehicle and Comfort

All vehicles are subject to availability, which means you might find yourself cruising in a sleek sports car, a luxurious sedan, or another high-end vehicle—whatever is on offer at the time. The focus is on style and comfort, allowing you to enjoy the scenery without the distractions of a crowded tour bus.

Landmarks and Views: What You Might See

While the tour doesn’t guarantee every landmark, a typical ride may include sights such as:

  • Willis Tower (formerly Sears Tower)
  • Harold Washington Library
  • The Chicago Theatre
  • Millennium Park and Buckingham Fountain
  • Magnificent Mile and Gold Coast
  • Museum of Science & Industry
  • Lake Michigan shoreline

And of course, you’ll take in fantastic skyline and lake views along the most scenic roads.

The Experience and Its Value

Given the price of $455 for up to four people, this experience leans toward being a special occasion—like a birthday, anniversary, or just a memorable day out. When you consider the exclusivity, the chance to drive or ride in a high-end vehicle, and the chance to see iconic Chicago sights from a different vantage point, it offers good value for those who prioritize style and personal attention.

Reliability and Customer Insights

While reviews are still limited, the feedback from similar experiences highlights the stunning views as a major highlight. Travelers appreciate the luxury aspect and the personalized service, noting it’s a unique way to see Chicago without feeling like just another tourist on a crowded bus.

The main consideration is weather—poor conditions could lead to cancellations or rescheduling. Since the experience is non-refundable, travelers should plan accordingly, ideally on a clear day.

Who Will Love This Tour?

This experience is best suited for:

  • Car enthusiasts eager to drive or ride in luxury vehicles
  • Couples or small groups celebrating special occasions
  • Visitors wanting a memorable, high-end perspective of Chicago
  • Those who enjoy beautiful scenic views and iconic landmarks
  • Anyone seeking a private, intimate experience rather than a big-group tour

It’s less ideal for travelers on a tight schedule or those on a strict budget, but for a special splurge, it offers a distinctive way to explore Chicago.

The Sum Up: Is It Worth It?

For those craving a luxurious, personalized experience with a hint of thrill, this private exotic car tour is a compelling choice. It combines the excitement of high-end vehicles with the opportunity to see Chicago’s most photogenic spots in comfort and style.

If your travel style leans toward special occasions, VIP experiences, or simply a desire for something different, this tour fits the bill. The stunning city views and exclusive ride make it a memorable highlight, especially if you’re visiting during good weather.

Keep in mind the cost, but also remember that this isn’t just a ride—it’s a carefully curated experience designed to give you a luxury perspective of Chicago you won’t forget. Perfect for those who want to blend sightseeing with a bit of glamour.

✨ Book This Experience

Private Chicago Exotic Car City Tour Experience

FAQ

How long does the tour last?
The experience typically lasts between 45 minutes to 1 hour, making it a manageable and fun highlight for your day.

Where does the tour start and end?
It begins and ends at 401 N Wabash Ave, in downtown Chicago, with the vehicle returning to the same location.

Is the tour private?
Yes, all sightseeing is done exclusively for your group—no sharing with strangers.

What should I do about restroom needs?
There is no restroom on board, so it’s best to use the bathroom before the tour.

Can I see all the landmarks listed?
While the tour includes several iconic sites, not all landmarks are guaranteed on every ride, as it depends on route and availability.

What if the weather is bad?
The tour requires good weather; if canceled due to rain or poor conditions, you’ll be offered a different date or a full refund.

Are there different vehicle options?
All vehicles are subject to availability, but they are typically luxury or exotic models designed for comfort and style.

Is this suitable for children?
While most travelers can participate, it’s best suited for groups of adults or children old enough to enjoy a car ride and sightseeing.

How do I book?
You can reserve through the provider, DS Luxury, with a mobile ticket. It’s recommended to book ahead to secure your preferred date.

In essence, this private exotic car tour is a stylish, personalized way to enjoy Chicago’s most beautiful sights—perfect for those who want to see the city in a more glamorous light.