Top Chicago Private and Luxury - page 2
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39 results | All Chicago Tours
Sort by: Featured

2-Hour Chicago City Lights Evening Segway Tour
14
Experience Chicago like never before on this guided, 2-hour, small-group Segway tour. Visit popular Grant Park and see famous Buckingham Fountain’s breathtaking, evening light show, with an illuminated Windy City skyline as the perfect backdrop. Glide along the lakefront, taking in views of the Field Museum of Natural History, Shedd Aquarium, Soldier Field and Michigan Avenue. Guided Segway training plus the use of a helmet are included. Dress in weather-appropriate clothes with flat, closed-toed shoes.
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From
USD75.58
From
USD75.58

2-Hour Chicago Holiday Lights Segway Tour
12
Soak up the Windy City’s festive holiday feel and explore local landmarks with ease on this Segway tour in Chicago. Hop onto your Segway and spin through Chicago’s Millennium Park to the Loop. With your guide, you'll watch skaters enjoying the ice rink, explore Michigan Avenue and admire festive department store displays. See the German Christmas market stalls at Daley Plaza, where locals sip hot chocolate and munch 'bratwurst,' and enjoy the atmosphere beneath the city’s Christmas tree. Get the personalized feel of a small-group experience.
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From
USD75.10
From
USD75.10

Premier Chicago River Architectural Lunch Cruise
8
Travel down the Chicago River on an architecture cruise aboard the "Odyssey." As you pass by some of Chicago's most notable buildings, you'll dine on a 3-course lunch with salad, a main course such as chicken, salmon, pasta, or short ribs, and a dessert such as cheesecake or sorbet. Listen to onboard narration about the city's architecture along the way.
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From
USD105.05
From
USD105.05

Chicago Self-Guided Audio Tour
5
Short and highly selective information in the audio commentary for tourist attractions in around Chicago
Highlights of this Self-Guided Audio Tour
• It allows you to go as per your own convenience of time, pace and location; skip the content that doesn't interest you, and listen longer to content that does interest you.
• Not necessary to download any location tracking apps. Audio guide can be listened online (or) offline.
•Available in multiple languages, you can choose the one you’re most comfortable with.
• It is one of the best options with lowest price when compared to hiring a tour guide.
•If you have any questions about any attractions. No worries, we will answer in your language instantly by message.
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From
USD6.00
From
USD6.00

Private Speakeasy Pub Crawl in Chicago with Local Historian
4
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.
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From
USD465.00
Price varies by group size
From
USD465.00
Price varies by group size

Private Chicago Architecture Tour
4
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.
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From
USD930.60
per group
From
USD930.60
per group

Private Al Capone Gangster Tour in Chicago
4
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.
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From
USD482.00
Price varies by group size
From
USD482.00
Price varies by group size

Chicago Lakefront Electric Bike Tour
3
Discover many of Chicago's best-known landmarks—and explore without breaking a sweat—on this private electric bike tour. Meet your guide right at the Buckingham Fountain, grab your e-bike and helmet, and get ready to explore. You'll view Lakefront landmarks like the Field Museum and Adler Planetarium, will zip right along the waters of Lake Michigan, and will stop to soak up picture-perfect views of the Chicago skyline.
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From
USD69.34
From
USD69.34

Chicago Fireworks Cruise
3
Step on board a cruise boat bound for the waters of Lake Michigan, enjoying the sunset from the boat deck. Step up to the cash bar for drinks and snacks and find a place on board for a view of the epic fireworks display. A boat on the lake is the best place for catching the full fireworks spectacle and making great photos and videos.
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From
USD50.00
From
USD50.00

Personal Travel and Vacation Photographer Tour in Chicago
1
Document your travels with professional, candid, photos from your trip to Chicago. Choose from a one or two-hour session in a variety of locations, Whether it’s a romantic getaway, a family vacation, or special occasion, capture the moments with a professional travel photographer by your side. Put the selfie stick away and work with your knowledgeable local photographer to find the perfect locations for your photos. You will be ale to access your digital gallery within five working days of the tour.
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From
USD267.86
per group
From
USD267.86
per group

6 Hours of Chicago City Tour Sedan
1
If it’s your first time in Chicago or you just have limited time, make the most of a day in the Windy City on a private driving tour. Instead of navigating public transit or waiting for ride shares, relax as a dedicated driver takes you to all the major attractions of downtown and beyond, including Navy Pier, Michigan Avenue, Wrigley Field, Millennium Park, and Museum Campus. Plus, get local insight into Chicago along the way.
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From
USD620.00
per group
From
USD620.00
per group

Private Haunted History of Chicago Ghost Tour
1
Discover spooky stories in the Windy City on a private haunted history tour. Visit places with names such as the Murder Castle and Death Alley, and hear about Al Capone and the Old Congress Hotel. See all three locations on one tour that reveals fascinating details about historical events, and rumors of murder and mayhem in Chicago.
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From
USD478.50
Price varies by group size
From
USD478.50
Price varies by group size

4 Hours of Chicago City Tour Sedan
Luxury vehicles
Professional chauffeurs
Updated fleet
Licensed chauffeurs
Knowledge about navigating in the city
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From
USD480.00
per group
From
USD480.00
per group

4-Hour Chicago City Tour by SUV
Have only a limited amount of time to explore the Windy City? Leave the planning to someone else with this convenient SUV transfer service. Meet your private driver at a time and place that work best for you, and set off: You’ll be dropped off directly at top Chicago landmarks like Navy Pier, Wrigley Field, Michigan Avenue, and Millennium Park, with time for solo sightseeing at each stop.
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From
USD540.00
per group
From
USD540.00
per group

Chicago Elopement! City Landmark Photoshoot, Private Driver, and More!
Chicago Elopement Package! What a way to say, "I Do." Chicago is a city full of great architecture and beautiful waterways, which make the best wedding photo backdrops. Your wedding coordinator will walk you through the paperwork process and help you pick a location in one of our city's most picturesque parks (if you want an indoor location, this can also be arranged at a minimal fee.) Once your ceremony is finished, a private driver will be whisk you away you up and take you around the city to capture some wedding day photos with some of Chicago's most iconic landmarks.
***Please note: After you book, we will schedule a phone call within 7 days. If at this point, you do not feel this is the right fit, I will refund you 100%....no questions asked.*****
email us for more details.
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From
USD1,900.00
per group
From
USD1,900.00
per group
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