Experience downtown Chicago like never before with a 60-minute private tour in a luxurious Rolls-Royce. From the moment you're picked up in the heart of the city, you'll enjoy the smooth ride and panoramic views through the climate-controlled cabin. Your professional chauffeur will guide you past iconic sights, giving you a VIP perspective of the Windy City.
See towering skyscrapers such as the Willis Tower, stroll down Michigan Avenue to admire the high-end boutiques of the Magnificent Mile, and pass by the architectural wonders of the Loop. You'll also enjoy stunning views of Grant Park and Lake Michigan, all from the comfort of your private vehicle. This experience is perfect for couples celebrating special moments, busy travelers, or anyone wanting a luxurious, crowd-free way to explore Chicago.
Unlike standard tours, this Rolls-Royce city tour offers privacy, comfort, and a touch of elegance. Whether you're looking for a romantic outing or a quick city overview, this experience delivers a memorable and exclusive way to see Chicago’s highlights.
The tour lasts for 1 hour, giving you a quick yet comprehensive glimpse of the city’s top sights.
The tour is offered in English and Spanish.
Up to 4 people can enjoy the tour together.
Yes, infants and small children can ride in a pram or stroller, making it accessible for all ages and physical fitness levels.
The tour includes a private, air-conditioned Rolls-Royce and exclusive sightseeing just for your group.
Passengers should use the bathroom before or after the tour, as it’s not included during the experience.
All sales are final. No refunds are available for cancellations.
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Check availability to see start times.
English, Spanish
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Cruise along Chicago’s lakeside road, enjoying views of the skyline and Lake Michigan, often called the ocean of the Midwest.
Learn about why Michigan Avenue is called the Magnificent Mile as you pass by key attractions and learn some local history.
See iconic sights like The Bean, Buckingham Fountain, and more, all while enjoying the scenic views of Chicago’s park district.
Drive through Chicago’s theater district and along State Street, known as 'That Great Street,' soaking in the city’s vibrant culture.
Meet at the starting point
DS Luxury Sales Office, located within The Trump International Hotel.
Open in Google MapsAll sales are final. No refunds are available for cancellations.
Your booking is confirmed immediately after checkout.
From $195.00 per person