Top Illinois Private & Custom Tours

Private & Custom Tours

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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 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 - 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

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

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 $283.20

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 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

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

Private Chicago Architecture Tour

Rising from the ashes of the Great Fire over a century ago, Chicago is birthplace of the modern skyscraper. Home to innovative design that shaped American ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $495.00

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 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 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 Al Capone Gangster Tour in Chicago

Sensational and Synonymous describe the history of Chicago and the Mob. Visit the old stomping grounds of Al Capone, John Dillinger and the Untouchables.

Location: Chicago, Illinois
Duration: 3 hours

From USD $495.00

Private Chicago Foodie Tour

Savor Chicago's signature dishes at local, off the beaten path eateries! Grab a Chicago Dog in Wrigleyville, sample famous deep-dish pizza in Little Italy, and ... 

Location: Chicago, Illinois
Duration: 3 hours

From USD $495.00
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