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Sightseeing & Tours in and near Des Plaines, IL


Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago
Private Lake Michigan Sailing Charter and Sightseeing Tour of 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 captain treat you to stunning views of Chicago’s spectacular skyline.  Make the experience your own.  The flexibility of a private charter allows customization of virtually any aspect of the sailing adventure from guest list to music selection to sailing route.  Three departure times offered daily.  All charters are NON-SMOKING experiences.

30 S Columbus Dr, Chicago 17.1 mi
5.0
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1 Ratings
$427.28
Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago
A Most Magnificent Mile Shopping and Sightseeing Tour
A Most Magnificent Mile Shopping and Sightseeing Tour

Chicago's Magnificent Mile represents the best of both shopping and sightseeing. During this tour, you'll experience the many stores and sights and also learn why this area of Chicago is termed the Magnificent Mile.

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5.0
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1 Ratings
$27.00
A Most Magnificent Mile Shopping and Sightseeing Tour
4 Hours Chicago Sightseeing Tour - Luxury Private Sedan
4 Hours Chicago Sightseeing Tour - Luxury Private Sedan

Safe & sanitized vehicles. Skip the crowded, shared bus and enjoy the city from your own luxury vehicle and private, uniformed chauffeur. Stop where you want, when you want, stay as long as you like.

Full Tour Customization - Choose your own route, attractions & timeline!
Experience Chicago from your own luxury private vehicle driven by professional chauffeurs. We can accommodate any request, just ask!

- Chicago's Highest Rated Limo & Car Service
- 10 Years in the limousine business
- Proven track of exceptional customer service
- Professional, Safe, Fully Uniformed Chauffeurs
- FBI Background checks for all drivers
- $350,000 Commercially Insured
- GPS tracking devices on all vehicles
- "Driver ON Location" automated text message
- Chicago Based company

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$215.00
4 Hours Chicago Sightseeing Tour - Luxury Private Sedan
90- or 45-Minute Architecture, or Sunset Cruise at Wendella Sightseeing
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90- or 45-Minute Architecture, or Sunset Cruise at Wendella Sightseeing

Book your tour today. Guests can relax onboard a boat and admire scenic views of the Chicago skyline with a knowledgeable guide

400 N Michigan Avenue, Chicago 16.6 mi
4.9
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446 Ratings
$23.00
90 Minute River Architecture Tour
Chicago Crime Tour by Bus for Two or Four from Chicago Crime Tours and Experiences (Up to 45% Off)
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Chicago Crime Tour by Bus for Two or Four from Chicago Crime Tours and Experiences (Up to 45% Off)

Sightseeing tour by bus featuring famous Chicago crime scenes from the 19th century through modern times

163 E Pearson St., Chicago 16.3 mi
4.5
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796 Ratings
$90.00 $65.00$48.75
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Chicago Crime Tour by Bus for Two
Chicago City Minibus Tour with Optional Architecture River Cruise
Chicago City Minibus Tour with Optional Architecture River Cruise

Enjoy Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an expert guide on a comfortable minibus, enjoy world renowned architecture including the world's first skyscrapers, Museum Campus (for the BEST skyline view in town), Millennium Park (The Bean), Buckingham Fountain, The Magnificent Mile, Lincoln Park, Chicago River, The Gold Coast, Lake Shore Drive and more! Along the way, your guide will provide historical and informational commentary about the area and its many attractions. The small-group atmosphere with maximum of 10 people ensures a more personal experience. 

You also have the option to upgrade to include a 75-minute Architecture Cruise down the Chicago River! This popular open-top boat tour offers the perfect vantage point to admire the city’s renowned buildings.

233 South Wacker Drive, Chicago 16.6 mi
5.0
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115 Ratings
$39.00
Chicago City Minibus Tour with Optional Architecture River Cruise
$14.25 for Scavenger Hunt Adventure for One Team at ZeeTours ($50 Value)
$14.25 for Scavenger Hunt Adventure for One Team at ZeeTours ($50 Value)

During the scavenger hunt teams answer trivia questions, follow clues scattered around the city, and complete photo and compass challenges

78 East Adams Street, Chicago 17.0 mi
4.1
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82 Ratings
$50.00 $19.00$14.25
 Sale Ends 4/24
Scavenger Hunt Adventure for One Team
Chicago Full Day Bike Rental
Chicago Full Day Bike Rental

Explore Chicago at your own pace on an independent bike tour. With your full-day bike rental, pedal along Lake Michigan and visit top Chicago attractions such as Lincoln Park, Navy Pier, Millennium Park, Wrigley Field and the Shedd Aquarium. This is a fun and active way to experience the city with the whole family, and you can enjoy the flexibility to create your own itinerary with the help of your provided map.

1410 Museum Campus Drive, Chicago 18.1 mi
5.0
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1 Ratings
$24.99
Chicago Full Day Bike Rental
4-Hour Chicago City Tour by SUV
4-Hour Chicago City Tour by SUV

Luxury vehicles
Professional chauffeurs
Updated fleet
Licensed chauffeurs
Knowledge about navigating in the city

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$426.67
4-Hour Chicago City Tour by SUV
Private Guided Chicago City Tour
Private Guided Chicago City Tour

Discover Chicago's bold character through its beautiful landmarks and fascinating backstories on this thoughtfully designed tour of history, contemporary life and world-famous architecture. Guests will see iconic downtown buildings, hear lesser-known stories from the past, and step inside gorgeous interior spaces.

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$425.00
Private Guided Chicago City Tour
Chicago Architecture Center River Cruise aboard Chicago's First Lady
Chicago Architecture Center River Cruise aboard Chicago's First Lady

The Chicago Architecture Center River Cruise aboard Chicago's First Lady has long been the gold standard among all Chicago tour experiences, and is the only Chicago architecture boat tour led by highly trained expert docents. On this 90-minute cruise, you will enjoy an overview of historic and modern architectural styles including stories about the people who designed and built Chicago. No visit to Chicago is complete without experiencing this award winning tour, so accept no substitutes.

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4.9
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12 Ratings
$56.00
Chicago Architecture Center River Cruise aboard Chicago's First Lady
Half-Day Small-Group Chicago Highlights Tour with Pick Up
Half-Day Small-Group Chicago Highlights Tour with Pick Up

This Tour is the quickest, best way to explore a place that you are visiting for the first time, we take you to all the hot spots in the city in less than a day. We take care of everything for you, from picking you up at your hotel, to making reservations, parking, helping you with photos, all the way to dropping you off back where you started. zero worries and 100 percent enjoyment.

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$198.00
Half-Day Small-Group Chicago Highlights Tour with Pick Up
Chicago Explorer Pass: Entry to 2, 3, 4 or 5 Things to Do from 25+ Museums, Navy Pier, Cruise, Observation Decks & More
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Chicago Explorer Pass: Entry to 2, 3, 4 or 5 Things to Do from 25+ Museums, Navy Pier, Cruise, Observation Decks & More

Admission to over 20 Chicago Things to Do such as Big Bus, Art Institute, Kids activities, SkyDeck Chicago, Chicago 360, Cruise & Navy Pier

22 Locations 7.7 mi
$35.15
2-Attraction Chicago Explorer Pass: 1 Child
1,000+ bought
Wine and Chocolate or Popcorn Tasting for Two or Four at D'Vine Wine And Gifts (Up to 55% Off)
Wine and Chocolate or Popcorn Tasting for Two or Four at D'Vine Wine And Gifts (Up to 55% Off)

During the educational wine-tasting experience, customers taste different wines and chocolates and receive a bottle of wine of their choice

243 East Northwest Highway, Palatine 9.9 mi
4.5
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185 Ratings
$50.00 $32.00$24.00
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Wine and Chocolate Tasting for Two with Take-Home Bottle Of Wine and Box of Chocolates
Wine Tasting for Two or Four at D'Vine Wine And Gifts (Up to 53% Off)
Wine Tasting for Two or Four at D'Vine Wine And Gifts (Up to 53% Off)

Customers will get to taste six - seven different types of wine and be able to choose from ten-twelve bottles to take home

243 East Northwest Highway, Palatine 9.9 mi
4.5
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185 Ratings
$60.00 $40.00$30.00
 Sale Ends 4/24
Wine Tasting for Two with Take Home Bottle of Wine
Wine Club Membership at D'Vine Wine And Gifts (Up to 56% Off). 2o
Wine Club Membership at D'Vine Wine And Gifts (Up to 56% Off). 2o

Customers are provided with wine club membership so they are able to take part in tastings and various events held every month

243 East Northwest Highway, Palatine 9.9 mi
4.5
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185 Ratings
$130.00 $75.00$56.25
 Sale Ends 4/24
Three Month Wine Club Membership
Rosehill Cemetery Walking Tour in Chicago
Rosehill Cemetery Walking Tour in Chicago

- Get a chance to witness the final resting places of such historic names, such as Oscar Mayer. - Visit the crypt of a Nobel Prize Musician who was also Vice President of the United States. - Learn where one family decided to go after the closing of the old Chicago City Cemetery. - Hear stories about why some of the gravestones are a bright blue and others are not.

5600 North Ravenswood Avenue, Chicago 11.2 mi
4.9
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10 Ratings
$20.00
Rosehill Cemetery Walking Tour in Chicago
Admission for One, Two, or Four at Leather Archives & Museum (Up to 55% Off)
Admission for One, Two, or Four at Leather Archives & Museum (Up to 55% Off)

Museum showcases fine art, photographs and artifacts related to the history and culture of leather, kink, fetish and BDSM

6418 North Greenview Avenue, Chicago 11.3 mi
4.9
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16 Ratings
$10.00 $8.00$6.00
 Sale Ends 4/24
Admission for One
Tasting and One Bottle of Red or White Wine for One or Two at VIN312 Winery (Up to 51% Off)
Tasting and One Bottle of Red or White Wine for One or Two at VIN312 Winery (Up to 51% Off)

Wine aficionados may sample locally produced wine made with grapes sourced from regions of California and Washington state

4710 North Ravenswood Avenue, Chicago 11.6 mi
4.9
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18 Ratings
$45.00 $29.00$21.75
 Sale Ends 4/24
Tasting and One Bottle of Red or White Wine for One
Food and Drinks at Lake Street Pub (Up to 55% Off). Two Options Available.
Food and Drinks at Lake Street Pub (Up to 55% Off). Two Options Available.

Patrons can enjoy delicious bar menu offerings at a local pub

1270 Lake Street, Roselle 12.6 mi
4.5
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167 Ratings
$20.00 $12.00$9.00
 Sale Ends 4/24
$20 Worth of Food and Drinks for Two; Valid Any Day (Dine-in Only)
Haunted Investigation, Seance, or Cemetery Tour for One, Two, or Four at Hands On Paranormal (Up to 48% Off)
Haunted Investigation, Seance, or Cemetery Tour for One, Two, or Four at Hands On Paranormal (Up to 48% Off)

Participants can experience paranormal investigation and try to communicate spirits or visit haunted cemetery

5130 West 25th Street, Cicero 14.6 mi
1.0
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1 Ratings
$45.00 $35.00$26.25
 Sale Ends 4/24
Haunted Investigation or Seance for One Person
$18.50 for a Distillery Tour & Tasting for Two with Two Glencairn Glasses ($44 Value)
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$18.50 for a Distillery Tour & Tasting for Two with Two Glencairn Glasses ($44 Value)

90-minute tour of a distillery that produces artisanal, small-batch spirits, followed by a tasting of a selection of their spirits

39 E Quincy St., Riverside 14.6 mi
4.9
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508 Ratings
$44.00 $20.00$18.50
 Sale Ends 4/24
Distillery Tour and Tasting with Two Glencairn Glasses
1-Year Patron or Family Membership at Polish Museum of America (Up to 59% Off)
1-Year Patron or Family Membership at Polish Museum of America (Up to 59% Off)

Visitors explore the rich history and cultural contributions of Polish-Americans at this museum through art, artifacts, and exhibitions

984 North Milwaukee Avenue, Chicago 14.7 mi
5.0
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1 Ratings
$50.00 $29.00$21.75
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1-Year Patron Membership
Private Al Capone Gangster Tour in Chicago
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 infamous stops for our patrons. 

Visit the old stomping grounds of:
• Al Capone
• John Dillinger
• The Untouchables

View crime scenes immortalized in vintage news footage, the theater where the law caught up with Dillinger, the restaurant where the North Side Gang riddled Al Capone’s motorcade with rounds from their Tommy Guns, and the site of the St. Valentine’s Day Massacre.

We bring Chicago’s true crime past to life before your very eyes.

2200 North Cannon Drive, Chicago 15.0 mi
5.0
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1 Ratings
$330.00
Private Al Capone Gangster Tour in Chicago
Pilsen Walking Tour for One, Two, Four, or Eight from Chicago Under The Radar Food Tours (Up to 56% Off)
Pilsen Walking Tour for One, Two, Four, or Eight from Chicago Under The Radar Food Tours (Up to 56% Off)

During the walking tour, participants learn about the Mexican culture through six murals

1751 West Lake Street, Chicago 15.0 mi
3.0
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2 Ratings
$30.00 $21.00$15.75
 Sale Ends 4/24
Two-Hour Pilsen Walking Tour for One
$18.75 for a One-Year Individual Membership at Intuit Center for Intuitive and Outsider Art ($40 Value)
$18.75 for a One-Year Individual Membership at Intuit Center for Intuitive and Outsider Art ($40 Value)

Enjoy art brut, non-traditional folk art, self-taught art, and visionary art in a not-for-profit organization founded in 1991

756 North Milwaukee Avenue, Chicago 15.1 mi
5.0
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2 Ratings
$40.00 $25.00$18.75
 Sale Ends 4/24
One-Year Individual Membership
Admission at International Museum of Surgical Science  (Up to 62% Off); Four Options Available
Admission at International Museum of Surgical Science (Up to 62% Off); Four Options Available

Visitors can enjoy over 10,000 square feet of public galleries committed to the history of surgery and the history of medicine

1524 North Lake Shore Drive, Chicago 15.7 mi
4.7
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637 Ratings
$34.00 $18.00$13.50
 Sale Ends 4/24
Admission for Two, Valid Monday—Friday Only
Chicago Barrel Bus Craft Distillery Tour
Chicago Barrel Bus Craft Distillery Tour

Indulge in some of Chicago’s uniquely crafted spirits on this all-inclusive distillery tour. Have samples at three local distilleries and tour one distilling production facility while being whisked around town in our one of a kind barrel bus. Our Prohibition-era experts will relive the trials and triumphs of the historical and modern day figures responsible for making Chicago one of the country’s best destinations for fine liquors!

600 N Clark St, Chicago 16.2 mi
$89.60
Chicago Barrel Bus Craft Distillery Tour
10+ bought
2-Hour Chicago Holiday Lights Segway Tour
2-Hour Chicago Holiday Lights Segway Tour

See Chicago all decked out in holiday lights on a Segway sightseeing tour of the Windy City’s sparkling downtown. Get into the holiday spirit as you ride past the bean sculpture and Millennium Park Ice Rink, admire festive window displays at Macy’s (formerly Marshall Fields) and glide under twinkling lights along Michigan Avenue. End your 2-hour ride with a visit to the Christkindlmarkt, located around the city’s official Christmas tree in Daley Plaza.

We keep our group sizes small, which allows more personalized attention from your guide.

The Loop, Chicago 16.2 mi
5.0
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1 Ratings
$75.10
2-Hour Chicago Holiday Lights Segway Tour
Chicago CityPASS Tickets for Adult or Child
Chicago CityPASS Tickets for Adult or Child

Discover Chicago’s best attractions at great savings and enjoy instant delivery with convenient mobile tickets.

5 Locations 16.3 mi
5.0
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1 Ratings
$109.00
Chicago CityPASS