Top Chicago Private Sightseeing Tours - page 2

It isn’t a trip to Chicago without tasting deep-dish pizza—and this private tour for food lovers will introduce you to true Chicago-style pizza, plus other Windy City specialties. Meet your guide downtown, and be sure to come hungry: You’ll eat hot dogs, Italian beef sandwiches, pizza, donuts, and more. Along the way, see highlights like the Wrigley Building and Magnificent Mile, and learn more about the city’s history and culture.

Explore haunted Chicago at your own pace and schedule. Go anytime. Why take this tour? -It's like an in person tour guide, only it's on your phone. -Tour at your own pace and schedule -Professionally produced, narrated and musically edited immersive experience -Guided by technology. Put your phone in your pocket as the smart phone tour guided you with voice turn by turn. -Great deal -See and learn about Chicago's haunted spots, tragic events, fires, and the spirits that stayed behind. -Listen again after taking the tour. -The tour never expires, go or listen (after the on location tour) anytime. This haunted adventure is a smart phone guided on location tour. You go to the first stop, open the tour, enter your experience code and press play. From there you are guided turn by turn through Huntsville. The app knows your location and seamlessly guides you each step of the way.

Follow a self-guided adventure during this special smartphone-based game in Chicago’s Millennium Park. Learn about the city’s iconic works of art and architecture while enjoying views of Lake Michigan and the Chicago skyline. Play anytime you’d like, seven days a week, with no data or Wi-Fi needed.

If you’ve ever dreamed of sailing away on your own private sailboat, this is the perfect excursion for you. You and up to five other invited guests will have the exclusive use of a sailboat, complete with captain and crew for the duration of your tour. Sail on Lake Michigan and enjoy the sights of Chicago’s striking skyline. If you want, you could even take a turn at the helm.

Discover many of Frank Lloyd Wright’s best-known architectural creations, all in one excursion: this convenient, time-saving tour will whisk you from your Chicago hotel straight to nearby Oak Park. Aboard a private, luxury vehicle, you’ll drive by all 25 of the legendary architect’s local buildings, with time to stop and admire—and take photos—as you go (you are not accompanied by a tour guide). At tour’s end, return to your Chicago accommodation.

Explore the sights and skyscrapers of Chicago’s spectacular Riverwalk—and enjoy the most budget-friendly and flexible sightseeing experience around—on this self-led, smartphone walking tour. Upon booking, download the app and receive a password to access your tour; once it’s on your phone, it is valid for an entire year. Set off at a time that works best for you: you’ll see highlights like the Merchandise Mart, Wrigley Building, Vietnam Veterans Memorial, and much more.

Treat yourself to an unforgettable Chicago experience with this private sailboat cruise under the Navy Pier fireworks. Over the course of two hours, you’ll sail along Chicago’s beautiful lakefront with a view of the city skyline. You’ll have the perfect vantage point to enjoy the incredible fireworks from Navy Pier. This customizable experience allows you to choose your own, route, music, and guest list.

Enjoy a flexible way to explore Chicago—and combine your sightseeing with a fun-filled scavenger hunt game—with this two-in-one smartphone excursion. Upon booking, receive access to the game on your smartphone, and set off at a time that works best for you. In between admiring highlights like the Chicago History Museum, Standing Lincoln Monument, and Lincoln Park Zoo, you’ll solve clues and participate in challenges.

You will be treated to a morning of relaxation and fun on Lake Michigan on this sailboat charter. You are in charge of the itinerary, guest list, even music choices! There is a fridge and ice aboard if you would like to bring refreshments (no glass please) and if you are feeling adventurous, you can take a turn at the helm.

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 on your phone will guide you to the next location. So, are you up for an exciting city game? Highlights include: • Explore Chinatown Square Plaza, Chinatown Mural, Chinatown Branch Chicago Public Library, and lesser-known places. • Enjoy a uniquely crafted story brought to you by our top-notch/gifted/talented writers. • Try a new type of experience, the perfect mix between a tour, outdoor escape game, and treasure hunt. After your booking, you will receive an email with instructions on how to download and play the game on your phone. We recommend that each user purchases a ticket for an optimal experience, although several people can share a phone.

Leave behind the parking woes and traffic troubles on this private Chicago sightseeing tour. After pickup from your hotel, you’ll hit all the stops you want—yep, you can customize them—from Wrigley Field to “The Bean” to Navy Pier, The Magnificent Mile, Chicago History Museum, and so much more. Your guide comes loaded with local insight to get you the most out of your whirlwind day in the Windy City.

Learn more about the top 15 tourist attractions in Chicago. Its history, culture, myths, architecture, and other important facts are in this audio commentary. The top 10 advantages for those who prefer flexibility on their tour. 1. Safe - Not required to download, with just a click of secure access links it can be listened to online on any device. 2. Save - The lowest price in the city. 3. Stories - No imagination stories, only verified information. 4. Schedule - Listen at your own convenience of time, pace, and location. 5. Select - Preferred languages and attractions. 6. Self-control: No need to be behind someone's instructions in always. 7. Share - with co-travelers in just a click. 8. Soft - Selective crafted words that make you listen again. 9. Simple - Use our personally created itinerary which starts from the city's central station and then gradually moves one by one. 10. Smart - in all aspects.

Leave behind the stuffy, slow-moving tour groups and explore Chicago’s Millennium Park on your own—but with a guide in your pocket. Using just your smartphone, pausing as you like, you’ll learn all about “The Bean,” Lurie Garden, Crown Fountain, and so much more. With your GPS cuing your audio experience, this tour is all about going at your pace, at your style, and on your time.

Discover the best of the Windy City in just half a day on this private Chicago walking tour. Choose from multiple daily departure times, and meet your guide in Millennium Park. As you explore on foot, you'll learn about the city's history and spot highlights like the Magnificent Mile and Navy Pier. Finally, stop for a slice of deep-dish pizza before heading to the John Hancock Building's 360 Chicago observation deck.

Explore the surprising beauty and history of the Windy City with this combo tour of Chicago’s Millennium Park and Riverwalk! Snap a picture by the famous Cloud Gate sculpture and get away from the hustle and bustle in the city’s most iconic park. Then, stroll along the picturesque riverside, admire Chicago’s totally unique architecture, and learn the fascinating stories behind the city’s skyline. This combo is the easiest, best way to get to know this complex city! After booking, you can check your email before downloading the Tour Guide App by Action, enter your unique password, and access your tour. The preceding steps require good internet/wifi access. Simply follow the audio instructions and the route from there. This is not an entrance ticket. Check opening hours before your visit. New, extra validity — now, it’s yours for an entire year! Use multiple times over multiple trips!

Travel back in time to the 1920s, when Chicago was a prohibition era hub for lively speakeasies. Your guide, a local historian in period dress, will lead you through secret entrances to speakeasies once frequented by bank robbers and Chicago gangsters like Al Capone. Order prohibition era cocktails (additional cost) and listen to stories about bootlegging and racketeering in 1920s Chicago. Guests are welcome to come in period dress.

Ever since Chicago became the birthplace of the modern skyscraper, the city has been renowned for its architectural creativity and ingenuity. Led by an expert guide, explore some of the city’s most iconic buildings such as Sears Tower, The John Hancock Building, historic brownstones, and the homes of Oak Park designed by beloved architect Frank Lloyd Wright. You will be able to explore the insides of some locations on this completely customizable tour.

See Chicago the way you want to see it. This private tour is fully customizable to your specifications. Whether you are interested in the architecture and history, the art, the cool neighborhoods, or peaceful parks and happening beaches, this tour will cater to your tastes. Work with a guide to discover Chicago your way.

Whether you’re a movie fanatic or simply want to take a Chicago sightseeing tour that hits iconic landmarks, this walking tour is for you! We’ll start our tour in the Chicago Loop, a lively neighborhood filled with incredible architecture and attractions. We’ll pass buildings that were seen in movies like Wayne’s World and The Negotiator, cross the Chicago River and salute the Marina Towers from The Hunter, then stop inside Union Station. You might recognize this historic hub from The Untouchables or Public Enemies. While touring the Loop, we may also see filming scenes from The Blues Brothers as well as Ferris Bueller’s Day Off. Your tour guide will point out iconic Chicago buildings including the Willis Tower and – if it’s on your wish list – the famous Bean sculpture in Millennium Park. With the help of the ‘L’, we can ride north to see filming locations for My Best Friend’s Wedding, The Dark Knight, and Planes, Trains and Automobiles. Truly a unique way to explore Chicago!

Join the legendary professor and activist Bill Ayers on this audio tour of Hyde Park. Let Ayers introduce you to neighborhood sights from a social justice perspective as you follow a self-guided route. Highlights include the University of Campus, Frank Lloyd Wright’s Robie House, Washington Park, and the Obama family’s home in historic Kenwood.

Ideal for first-time travelers or anyone short on time, this private half-day tour covers the best of Chicago’s downtown attractions by Mercedes van. Enjoy a VIP experience alongside your own local guide, with recommendations tailored to your interests. Marvel at the panorama from Skydeck Chicago at Willis Tower, see the iconic skyline from Adler Planetarium and the famous bean-shaped Cloud Gate, and embark on a Shoreline Architecture Cruise.

Chicago’s mob history has long been immortalized in popular media. Embark on this Chicago Gangster Tour to learn the true story. With an expert historian as your guide, you’ll visit notorious hangouts of John Dillinger, The Untouchables, and the legendary Al Capone. You’ll stop at former speakeasies, historic hotels, and epic crime sites like that of the Saint Valentine’s Day Massacre.

Chicago is renowned for its architecture—and this immersive walking tour offers the perfect way to discover its highlights. Pick from a wide range of start times, meet your private guide right in the Loop, and set off on foot. In between seeing renowned landmarks like the Chicago Cultural Center, public art by Picasso, and other heritage buildings, you’ll learn all about the city’s history.