Sightseeing Tours and Cruises in Chicago, Illinois

Chicago has a great variety of tours, cruises, and sightseeing adventures that you can enjoy, from bus, yacht, motorcoach or bike. Enjoy the skyline and sights while visiting some of the better attractions in Illinois.
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Ghost
The Gangsters and Ghosts Tour in Chicago is a sightseeing tour takes guests around the Chicago area known as the Loop to experience locations known for their past history revolving around ghosts and gangsters such as Al Capone.
Available 237 days between Now & Dec 15, 2018 View Schedule
Apr 23
8:00 PM
Apr 24
1:00 PM
4:00 PM
8:00 PM
Apr 25
1:00 PM
4:00 PM
8:00 PM
Apr 26
1:00 PM
4:00 PM
8:00 PM
Apr 27
1:00 PM
4:00 PM
8:00 PM
Apr 28
1:00 PM
4:00 PM
8:00 PM
Apr 29
1:00 PM
4:00 PM
8:00 PM
Apr 30
1:00 PM
4:00 PM
8:00 PM
>
Learn about both neighborhoods' fascinating history
Explore Chicago in a unique way through a sightseeing tours & cruises as you meet with a local guide and are taken through the most impressive spots in Chicago on this incredible food and walking tour.
Available 47 days between May 13, 2018 & Oct 19, 2018 View Schedule
May 13
2:00 PM
May 14
N/A
Sold Out
May 15
N/A
Sold Out
May 16
N/A
Sold Out
May 17
N/A
Sold Out
May 18
N/A
Sold Out
May 19
N/A
Sold Out
May 20
N/A
Sold Out
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Holiday Stroll and Food Tour
A Chicago Holiday Stroll and Food Tour takes a delicious and seasonally apt approach to sightseeing tours; the tour includes enjoying the beautiful holiday sights of Chicago as well as tasting some of the treats the city has to offer.
Available 22 days between Nov 20, 2018 & Dec 24, 2018 View Schedule
Nov 20
11:30 AM
Nov 21
11:30 AM
Nov 22
N/A
Sold Out
Nov 23
11:30 AM
Nov 24
11:30 AM
Nov 25
11:30 AM
Nov 26
N/A
Sold Out
Nov 27
11:30 AM
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We love our customers!
If you like donuts, we have the tour for you. Come join us on the Underground Donut Tour. You'll get to visit four of the top rated donut stores and get to try some of their delicious donuts. This is one of many things to do or Chicago sightseeing tours and cruises.
Available 108 days between Apr 27, 2018 & Dec 30, 2018 View Schedule
Apr 27
9:00 AM
Apr 28
9:00 AM
Apr 29
9:00 AM
Apr 30
N/A
Sold Out
May 01
N/A
Sold Out
May 02
N/A
Sold Out
May 03
N/A
Sold Out
May 04
9:00 AM
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Visitors enjoy a beer at Sketchbook
As a traveling tourist, I am adamant in participating in Chicago's private sightseeing tours and cruises - one that I love to indulge in is the touring of Chicago's breweries while sipping their palatable beers, and tasting Chicago's mouth-watering pizzas.
Available 108 days between Apr 27, 2018 & Dec 30, 2018 View Schedule
Apr 27
5:30 PM
6:00 PM
Apr 28
5:30 PM
6:00 PM
Apr 29
5:30 PM
6:00 PM
Apr 30
N/A
Sold Out
May 01
N/A
Sold Out
May 02
N/A
Sold Out
May 03
N/A
Sold Out
May 04
5:30 PM
6:00 PM
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Grapevine and Canopy on Duneland Trail
As your designated driver for sightseeing tours & cruises, we will guide you to three Duneland Country wineries for tasting and professional information about the Midwestern hybrid grapes, but no worries, we'll provide you with a gourmet lunch courtesy of local farm ingredients before returning you to the downtown hotel.
Available 108 days between Apr 26, 2018 & Dec 30, 2018 View Schedule
Apr 26
11:00 AM
Apr 27
N/A
Sold Out
Apr 28
11:00 AM
Apr 29
11:00 AM
Apr 30
N/A
Sold Out
May 01
N/A
Sold Out
May 02
N/A
Sold Out
May 03
11:00 AM
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Auditorium Theatre :: View from Stage
The Sightseeing Tours and Cruises offer a fantastic tour to visit the Auditorium Theater in the area of Chicago. The acoustics, the architecture, and the design are the work of the Architects Adler and Sullivan. The historic Theater has air conditioning and electricity since it was built in 1889.
Available 81 days between Apr 24, 2018 & Dec 25, 2018 View Schedule
Apr 24
5:30 PM
Apr 25
N/A
Sold Out
Apr 26
10:30 AM
Apr 27
N/A
Sold Out
Apr 28
N/A
Sold Out
Apr 29
N/A
Sold Out
Apr 30
10:30 AM
12:00 PM
May 01
5:30 PM
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Forno Rosso
Come weather ready and with your tummy rumbling to walk this popular sightseeing tours & cruises excursion through Chicago's West Loop for tasting or otherwise hoarding the signature dishes of Lou Malnati's, BellyQ/Urban Belly, Forno Rosso, Salumi and Do-Rite Donuts.
Available 19 days between Jun 17, 2018 & Oct 28, 2018 View Schedule
Jun 17
1:00 PM
Jun 18
N/A
Sold Out
Jun 19
N/A
Sold Out
Jun 20
N/A
Sold Out
Jun 21
N/A
Sold Out
Jun 22
N/A
Sold Out
Jun 23
N/A
Sold Out
Jun 24
1:00 PM
>
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