Page 2 - Guided tours in Central Chicago

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City Cruises Chicago: Premier Lunch or Dinner Cruise

ExperiencesActivities for couplesLuxury experiencesLandmarks & monumentsGuided toursWheelchair accessibleToursFor adultsWater activitiesSightseeing on wheelsCruises & boat toursFood & drinksViewing pointsSightseeingDinner packages

Hop aboard the Odyssey Lake Michigan, a yacht designed for the ultimate viewing of Chicago's sights, and savor a gourmet 3-course lunch or dinner while enjoying the view from the water.

$94.31

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Chicago Walking Tour with Historic Sites & Boat Cruise

2 Reviews

ExperiencesGuided toursDay Trips FromFamily-friendly activitiesDeals & DiscountsDay tripsNeighborhood toursToursOutdoor activitiesCulture & historyWater activitiesLandmarks & monumentsArchitecturePrivate toursSightseeingHidden gemsEducational activitiesCruises & boat tours

Embark on a walking tour through Chicago's vibrant heart, from the iconic Cloud Gate to bustling Navy Pier. Enjoy the Shoreline Architecture Boat Cruise along the Chicago River.

$93.60

~~From $104.00~~

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Chicago Loop Food Walk: Pizza, Dogs & Local Flavor

95 Reviews

ExperiencesFor adultsGuided toursToursActivities for couplesNeighborhood toursFood & drinks

Join the ultimate foodie adventure in Chicago with a food and tasting walking tour. Explore from deep-dish pizza to Chicago-style hot dogs and get the insider's take on the city’s culinary history.

$75.00

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Amazing Lakefront Segway Tour of Chicago

133 Reviews

ExperiencesSightseeing on wheelsOutdoor activitiesToursGuided toursViewing pointsSightseeingGarden & park tours

Glide around the Chicago lakefront on a Segway tour. Zip past the cascading fountains of Millenium Park, admire the city's towering skyline, and swoop through Grant Park’s manicured gardens.

$65.00

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Chicago: Characters and Cons Guided Kayak Tour

ExperiencesToursOutdoor activitiesOutdoor sportsCulture & historyGuided toursNature & adventureWater activitiesLiterary activitiesCruises & boat toursWater sportsEducational activities

Embark on a kayak journey through Chicago, uncovering the story of Leo Koretz, a 1920s con man. Learn about the Leopold and Loeb murder case and enjoy a unique way to experience the city.

$62.68

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Loop Architecture Private tour in Chicago

1 Reviews

ExperiencesLandmarks & monumentsCulture & historyArtToursLuxury experiencesGuided toursNeighborhood toursPrivate toursArchitectureSightseeingPhotography toursEducational activities

Skip the crowds this is a private tour for your group only! Join us on this unforgettable journey through Chicago’s architectural gems in the heart of the Loop.

$1,679.99

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Chicago: Magnificent Mile Walking Tour

7 Reviews

ExperiencesToursShopping toursWheelchair accessibleCulture & historyArtLandmarks & monumentsGuided toursNeighborhood toursArchitectureSightseeing

Learn how the Magnificent Mile developed from a warehouse district into the Champs Elysee of Chicago. Admire a wide range of architectural styles including Parisian, Gothic, Neoclassical, Art Deco, Mid-20th Century Modern, and 21st-Century Contemporary.

$35.00

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Chicago River: Guided Sunset Cocktail & Architecture Tour

202 Reviews

ExperiencesBoat partiesWater activitiesToursFor adultsLuxury experiencesGuided toursArtCulture & historyNeighborhood toursSightseeing on wheelsActivities for couplesLandmarks & monumentsSunset toursCruises & boat toursTrolley toursArchitectureSightseeingNightlife & barsFood & drinks

Climb aboard a 90 passenger historic riverboat & sip cocktails while cruising the Chicago River! Relax and learn about the history & architecture of the city via live narration with a drink in hand.

$67.49

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Chicago Crimes Night Tour

89 Reviews

ExperiencesCelebritiesCulture & historyGuided toursToursTV & movie toursSightseeingEducational activitiesPrivate tours

Explore Chicago's criminal history on a 2 - 2.5 hour night time tour. Discover the history of Chicago’s most famous criminals, gangsters and mobsters, such as the famous Al Capone and John Dillinger.

$55.00

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Chicago Highlights Private Walking Tour With A Guide

3 Reviews

ExperiencesArtGuided toursToursNeighborhood toursCulture & historyWheelchair accessibleLandmarks & monumentsSightseeingEducational activitiesPrivate toursArchitecture

Explore Chicago's architectural wonders on a walking tour, discovering iconic buildings and Art Deco treasures with insightful commentary.

$127.27

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Chicago: Prohibition Speakeasies Bus Tour or Walking Tour

156 Reviews

ExperiencesSightseeing on wheelsNeighborhood toursWheelchair accessibleTV & movie toursCulture & historyToursGuided toursSightseeingEducational activitiesPrivate toursFood & drinksNightlife & barsTrolley tours

Learn about the stories of gangsters, politicians, and more in the spaces where it happened on a bus or walking tour. Visit the speakeasies that made the famous, infamous.

$47.70

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