Private Sightseeing Tours in Chicago
Top 10 Best Chicago Private Sightseeing Tours
Found 86 Private Sightseeing Tours activities in Chicago. Sort by Popularity. - Page 2Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago
Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline. ... More
Private Tour
Likely to Sell Out Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago
-
Chicago
-
Superb70 reviews5
Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefro....
Private Tour
Chicago City Boat Tours
Set sail for an unforgettable experience on the water with private boat tours and captained rentals along the Chicago River and Lake Michigan. Whether you're looking to explore the city’s historic waterways or enjoy a relaxing c... More
Private Tour
Likely to Sell Out Chicago City Boat Tours
-
Chicago
-
Exellent5 reviews4.2
Set sail for an unforgettable experience on the water with private boat tours and captained rentals ....
Private Tour
Private Chicago Guided Tour with Hotel Pickup
One of the best ways to explore a city is with a private tour. This tour isn't any different. Have your driver and separate tour guide take you around the most important sites and locations of Chicago. Being a private tour, stop... More
Private Tour
Likely to Sell Out Private Chicago Guided Tour with Hotel Pickup
-
Chicago
-
Superb5 reviews5
One of the best ways to explore a city is with a private tour. This tour isn't any different. Have y....
Private Tour
Chicago 2-Hour Sightseeing Transfer by Luxury Stretch Limo
Choose the number of hours and we can help you make the most out of your time! Book a VIP treatment to see the city in your private car. Our knowledgeable drivers will do the hard work so that you an enjoy the view. Limo service H... More
Private Tour
Likely to Sell Out Chicago 2-Hour Sightseeing Transfer by Luxury Stretch Limo
-
Chicago
-
Superb5 reviews5
Choose the number of hours and we can help you make the most out of your time! Book a VIP treatment ....
Private Tour
Welcome to Chicago: Private Half-Day Tour with 360 Observation Deck
On your Private Chicago Half Day Highlights tour, visit all the city’s major sites, including favourites such as the Magnificent Mile, Millennium Park and Hancock Tower. Your guide is a local who has plenty of tales about Chicag... More
Private Tour
Likely to Sell Out Welcome to Chicago: Private Half-Day Tour with 360 Observation De....
-
Chicago
-
Superb3 reviews5
On your Private Chicago Half Day Highlights tour, visit all the city’s major sites, including favo....
Private Tour
Likely to Sell Out Chicago 6-Hour City Tour by Sedan
-
Chicago
-
Superb2 reviews5
Luxury vehicles Professional chauffeurs Updated fleet Licensed chauffeurs Knowledge about navigating....
Private Tour
Likely to Sell Out 4-Hour Chicago City Tour by SUV
-
Chicago
-
Superb2 reviews5
Luxury vehicles Professional chauffeurs Updated fleet Licensed chauffeurs Knowledge about navigating....
Private Tour
Chicago Private Tour
Enjoy and appreciate Chicago with your private transportation and guide. Customize your tour and visit the most important sites and landmarks of the Windy City. Be satisfied that you experienced the most important and beautiful si... More
Private Tour
Likely to Sell Out Chicago Private Tour
-
Chicago
-
Superb2 reviews5
Enjoy and appreciate Chicago with your private transportation and guide. Customize your tour and vis....
Private Tour
The Bear Private Pedicab Food Tour of Chicago
If you want culture, history, food, cinema and film and a heavy dose of all things Chicago this is your tour! Get ready to EAT. We are true fans of Chicago, The Bear and good food which is why we start our tour at the world famous... More
Private Tour
Likely to Sell Out The Bear Private Pedicab Food Tour of Chicago
-
Chicago
-
Superb2 reviews5
If you want culture, history, food, cinema and film and a heavy dose of all things Chicago this is y....
Private Tour
Private Chicago Architecture Walking Tour
Discover the heart of Chicago’s architectural legacy on this guided walking tour through the historic Loop District. Step back in time as you explore some of the world’s first skyscrapers and venture inside a collection of the... More
Private Tour
Likely to Sell Out Private Chicago Architecture Walking Tour
-
Chicago
-
Superb5 reviews4.8
Discover the heart of Chicago’s architectural legacy on this guided walking tour through the histo....
Private Tour
Lincoln Park Secrets: Private Enchanted Pedicab History Tour
Our knowledgeable and licensed guide will drive you between each location in an open air motorized pedicab! Also a great option for anyone with mobility impairment as we do all the moving for you! History, architecture, photo oppo... More
Private Tour
Likely to Sell Out Lincoln Park Secrets: Private Enchanted Pedicab History Tour
-
Chicago
-
Superb1 review5
Our knowledgeable and licensed guide will drive you between each location in an open air motorized p....
Private Tour
Luxury SUV 4 Hour Sightseeing Tour
Experience the best of the Chicagoland area in style and comfort with our exclusive SUV tours. Discover the city's iconic landmarks, including the breathtaking parks, the famous Cloud Gate (The Bean), world-class museums, and reno... More
Private Tour
Likely to Sell Out Luxury SUV 4 Hour Sightseeing Tour
-
Chicago
-
Very Good1 review4
Experience the best of the Chicagoland area in style and comfort with our exclusive SUV tours. Disco....
Private Tour
Private Chicago Food Tour with Deep Dish and Beef Sandwich
On our Secret Food Tour: Chicago, you'll enjoy a variety of foods with culinary influences from the people who built this city. You'll experience all the city's biggest food hits, many dishes with roots dating back over 150 years... More
Private Tour
Likely to Sell Out Private Chicago Food Tour with Deep Dish and Beef Sandwich
-
Chicago
-
Superb61 reviews5
On our Secret Food Tour: Chicago, you'll enjoy a variety of foods with culinary influences from the ....
Private Tour
Chicago Custom Private Walking Tour with A Guide ( Private Tour )
Get to know the city through the eyes of a local guide. With no set itinerary, you can customize the tour or leave it to the local for an enlightening introduction to the city. With our private walking tours, you'll skip the munda... More
Private Tour
Likely to Sell Out Chicago Custom Private Walking Tour with A Guide ( Private Tour )
-
Chicago
-
Superb61 reviews5
Get to know the city through the eyes of a local guide. With no set itinerary, you can customize the....
Private Tour
Private City Tour 6-10ppl
PRICE IS PER VEHICLE AND YOU MAY BRING UP TO 10 PASSENGERS TOTAL. Thank you for contacting Chicago Private Tours! We would love to help your group discover Chicago. Our services include pick up from your downtown Chicago hotel... More
Private Tour
Likely to Sell Out Private City Tour 6-10ppl
-
Chicago
-
Superb2 reviews5
PRICE IS PER VEHICLE AND YOU MAY BRING UP TO 10 PASSENGERS TOTAL. Thank you for contacting Chicago....
Private Tour
Chicago’s Festive Lights: A Private Magical Christmas Journey
Skip the crowds this is a private tour for your group only! “Chicago’s Festive Lights: A Magical Christmas Journey” takes you through the heart of the Windy City during the most wonderful time of the year. Begin your tour at... More
Private Tour
Likely to Sell Out Chicago’s Festive Lights: A Private Magical Christmas Journey
-
Chicago
-
Superb2 reviews5
Skip the crowds this is a private tour for your group only! “Chicago’s Festive Lights: A Magical....
Private Tour
Continental US Train Zephyr Adventure CA -CO - Il
Embark on the adventure of a lifetime! Step aboard the iconic California-Chicago Train Expedition as we whisk you away on a journey that combines the thrill of train travel with the magic of California's breathtaking scenery. From... More
Private Tour
Likely to Sell Out Continental US Train Zephyr Adventure CA -CO - Il
-
Chicago
-
Good2 reviews3.5
Embark on the adventure of a lifetime! Step aboard the iconic California-Chicago Train Expedition as....
Private Tour
Skip-the-Line Art Institute of Chicago Private Guided Tour
Skip the lines to the iconic Art Institute of Chicago and marvel at world-famous masterpieces by Monet, Van Gogh, and Picasso. Dive into a treasure trove of art, history, and culture at one of the oldest and most celebrated museum... More
Private Tour
Likely to Sell Out Skip-the-Line Art Institute of Chicago Private Guided Tour
-
Chicago
-
Good2 reviews3.5
Skip the lines to the iconic Art Institute of Chicago and marvel at world-famous masterpieces by Mon....
Private Tour
Private 2-Hour Walking Tour: Chicago Loop Interior Architecture
Make the best of your visit to Chicago and explore the interiors of the emblematic Loop of Chicago downtown with a private licensed guide. You will enjoy a private tour and discover the hidden architectural treasures of Chicago wi... More
Private Tour
Likely to Sell Out Private 2-Hour Walking Tour: Chicago Loop Interior Architecture
-
Chicago
-
Good2 reviews3.5
Make the best of your visit to Chicago and explore the interiors of the emblematic Loop of Chicago d....
Private Tour
Chinatown Chicago: Dragon Kings Quest Outdoor Escape Game
Get ready to explore Chicago Chinatown landmarks, hotspots, and popular restaurants all while playing the role of a brave Imperial Advisor to the Emperor of China. As you solve challenges, the story unfolds and exact directions ... More
Private Tour
Likely to Sell Out Chinatown Chicago: Dragon Kings Quest Outdoor Escape Game
-
Chicago
-
Exellent9 reviews4.1
Get ready to explore Chicago Chinatown landmarks, hotspots, and popular restaurants all while playin....
Private Tour