Top Chicago Private & Custom Tours

Private & Custom Tours

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Private Al Capone Gangster Tour in Chicago

Chicago and the history of the mob are synonymous when we look back at history. That’s why we provide an in-depth Chicago Gangster Tour that makes all of the ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $495.00

Private Chicago City Sights Helicopter Tour

5 star rating: Highly Recommended 8 Reviews

Discover all of Chicago’s top sights from great heights on this private helicopter tour. Travel in a state-of-the-art helicopter for magnificent views of Lake ... 

Location: Chicago, Illinois
Duration: 15 minutes

From USD $174.50

Private Custom City Tour in Chicago

Let us put the Custom in Chicago Custom tours… What are your must-see venues? What would personalize your excursion? We’ll plan your tour and make it happen!

Location: Chicago, Illinois
Duration: 3 hours

From USD $495.00

Private Chicago Sunset Sail on Lake Michigan

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 ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $389.76

Private Chicago Architecture Tour

Despite the Great Fire that once ravaged the city of Chicago over a century ago, the city is credited as the birthplace of the modern skyscraper. Chicago is ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $495.00

Private Navy Pier Fireworks Sail in 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 ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $445.76

Chicago Like a Local: Customized Private Tour

Get to know the city through the eyes of a passionate local. With no set itinerary, you can customize the tour or leave it up to the local for an insightful ... 

Location: Chicago, Illinois
Duration: 2 to 6 hrs

From USD $30.00

Private Chicago Highlights Tour 101 by Tesla or SUV

Discover Chicago's bold character through its beautiful landmarks and fascinating backstories on this thoughtfully designed tour of history, contemporary life ... 

Location: Chicago, Illinois
Duration: 2 hours

From USD $450.00

Chicago - Language Services - Interpretation and Translation

Basic, intermediate, and advanced interpretation services offered.  GMD Linguistics is a linguistic agency which offers certified translation, interpretation, ... 

Location: Chicago, Illinois
Duration: 3 to 8 hrs

From USD $175.00

Private Weekend Sailing Charter

Sailing out of Belmont Harbor in beautiful Lincoln Park, your sailing charter provides breathtaking views of Chicago and a chance to relax in the serenity that ... 

Location: Chicago, Illinois
Duration: 2 hours 30 minutes

From USD $450.00

Chicago Private Helicopter Tour for 5

The  Private Helicopter Tour for 5 is a luxury immersion experience! Take in the spectacular sights of the city and learn the fascinating history of Chicago’s ... 

Location: Chicago, Illinois
Duration: 30 minutes

From USD $1,525.00

Private Chicago Foodie Tour

Savor Chicago’s signature dishes at local, hidden eateries, showcasing the city’s love affair with foodie indulgence. On this tour, prepare your taste buds ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $495.00

Personal Travel and Vacation Photographer Tour in Chicago

No more selfies or pestering strangers for photos of yourself and loved ones, enjoy the services of a professional vacation photographer in Chicago to ... 

Location: Chicago, Illinois
Duration: 1 to 3 hrs

From USD $265.67

Private Chicago Highlights Driving Tour

5 star rating: Highly Recommended 3 Reviews

See Chicago’s most essential landmarks from the comfort of a private vehicle on this 3-hour jaunt around town. Your guide will pick you up directly from your ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $99.00

Private Guided Tour by SUV for up to 4 guests - International Languages

Explore Chicago on a custom SUV tour with a private guide in your language. Guides are available in Arabic, French, German, Italian, Mandarin, Portuguese, ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $750.00

Private Guided SUV Tour for up to 4 Guests

3 star rating: Worth doing 1 Review

Explore Chicago on a custom SUV tour with a private guide. See the Loop, Museum Campus, Millennium Park, Lake Shore Drive & Wrigley Field, OR Explore the ... 

Location: Chicago, Illinois
Duration: Flexible

From USD $650.00

Private Guided Tour of Chicago by Deluxe Mini-Coach for up to 12 guests

Explore Chicago on a custom tour with a private guide in a deluxe vehicle that seats up to 12 guests. See the Loop, Museum Campus, Millennium Park, Lake Shore ... 

Location: Chicago, Illinois
Duration: 4 hours

From USD $875.00

Private Guided Tour of Chicago - Deluxe Coach for 12 - International Languages

Explore Chicago on a custom tour, in the language of your choice, with a private guide in a deluxe vehicle that seats up to 12 guests. Arabic, French, German, ... 

Location: Chicago, Illinois
Duration: 4 hours

From USD $975.00

Chicago Girls Getaway Luxury Shopping Experience

Designer boutiques, home decor, or gourmet food, chocolate and wine! Your guide will curate a day just for you and your crew! Visit upscale Lincoln Park or ... 

Location: Chicago, Illinois
Duration: Flexible

From USD $995.00
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