Planning a trip to Chicago and looking for an experience that is a bit more luxurious? With over 17 million tourists who visit Chicago annually, you will have to splurge a little bit to have an experience that is more unique to you. Here are a few private tours to give you the most exclusive views of Chicago, Illinois. Check out these 5 luxurious tours that you should book in Chicago, Illinois:

5 Luxury Tours Worth Booking in Chicago, Illinois

Tour the Chicago Skyline by Helicopter

One of the most luxurious Chicago tours that I recommend is admiring Chicago from up top. The Chicago Skyline Helicopter Tour gives you the best view in the city with no one else to interrupt this intimate and private experience. Get your view of iconic Chicago landmarks such as Millennium Park, Navy Pier and even Wrigley Field with this helicopter experience. The helicopter experience is approximately 45 minutes long and prices starting around $850 you can reserve the experience here.

Book a Luxury Private Lake Michigan Boat Tour

The second best way to admire Chicago is from the water. Booking a private Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago will give you the luxurious perspective of Chicago that you’ve been looking for. For a couple of hours you can find yourself starting near the Monroe Harbor, then sailing past iconic Chicago landmarks like the Buckingham Fountain, the Shedd Aquarium, the Adler Planetarium, Soldier Field, Navy Pier and after circling the Chicago skyline you’ll find yourself back at Monroe Harbor. The boat experience is approximately two hours long and prices start around $485 you can reserve the experience here.

Book a Luxury Car in Chicago

What better way to experience a gorgeous city like Chicago, than driving around in a luxury car? Skip the boring car rental and put yourself in something in a little luxury car rental in Chicago; have the luxurious Chicago experience that some people can only dream of and drive a supercar through the streets of downtown. The price for the car experience is dependent on how long your rental is you can reserve the experience here.

Book a Luxury Private Driver and Tour Guide in Chicago

Another luxurious way to tour Chicago is with your own private driver and tour guide on your own Private Chicago Tour. There’s nothing more relaxing than being in your own private car, being driven wherever you want and having your own personal tour guide explain every step of the way. This experience is at minimum four hours and they can pick you up from your hotel in Chicago. The private driver and tour guide experience is approximately 4 hours long and price can start around $490 you can reserve the experience here.

Take a photo walking tour

The last luxurious tour that I would recommend in Chicago, Illinois is an Instagram Walking Tour with a professional photographer. Allowing yourself to be professionally captured by a photographer will allow you to have the best photos for your experience in Chicago. These high quality photos can be used for your social media and of course more importantly your memories and photo albums. Put on your best outfit and go on this half day walking tour that covers Chicago’s most photogenic neighborhoods and landmarks. The photographer experience is approximately 4 hours long and the price can start around $265 you can reserve the experience here.

Looking for More Tours in Chicago, Illinois?

Plan your trip to Chicago, Illinois

Now that you have your plans ready, let’s plan your travel arrangements to Chicago, Illinois. Whether you’re flying into Chicago or road tripping through Illinois, you can check out my tips for traveling to Chicago, a 72 hour Chicago Itinerary, and a list of 25+ free things to do around Chicago, Illinois to fill your Chicago trip itinerary.

Pin this Trip on Pinterest