Page 4 - Outdoor activities in Chicago

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Chicago: Pedicab Tour with Music and Sights

ExperiencesToursNeighborhood toursFamily-friendly activitiesGuided toursActivities for couplesWheelchair accessibleLandmarks & monumentsSightseeing on wheelsOutdoor activitiesTrolley toursViewing pointsMusic activitiesSightseeingPrivate tours

Experience the beauty of Chicago on a pedicab tour. Play your favorite songs as you admire the sights of the city, including the Sears Tower, Buckingham Fountain, Navy Pier, Field Museum, Gold Coast..

$80.00

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Chicago Night Driving Tour with Skydeck and River Cruise

44 Reviews

ExperiencesFamily-friendly activitiesGuided toursSightseeing on wheelsLuxury experiencesOutdoor activitiesToursLandmarks & monumentsActivities for couplesWater activitiesSightseeingViewing pointsPrivate toursHidden gemsDriving experiencesCruises & boat tours

Experience Chicago's most prominent sights on this night tour with hotel transfers. Enjoy a skyline cruise of the Windy City, and head to the top of the Skydeck observation deck at Willis Tower.

$204.00

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Chicago: Ghosts and Gangsters Night Kayak Tour

ExperiencesCulture & historyGuided toursToursOutdoor activitiesWater activitiesOutdoor sportsGhost & vampire toursWater sports

Paddle down the Chicago River on a night kayak tour. Hear stories of the city's notorious past, haunted spots, and infamous mobsters like Al Capone.

$70.85

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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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Chicago: Loop Neighborhood Guided Walking Tour

ExperiencesOutdoor activitiesArtCulture & historyToursLandmarks & monumentsNeighborhood toursGuided toursPrivate toursHidden gemsArchitectureEducational activitiesSightseeing

Explore Chicago’s Loop neighborhood on a guided walking tour. Discover the iconic “L” train, admire historic buildings, and uncover hidden gems and public artworks.

$60.00

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Chicago Downtown Walking Tour & Lake Michigan Cruise Tickets

ExperiencesNeighborhood toursWheelchair accessibleToursFamily-friendly activitiesOutdoor activitiesGuided toursWater activitiesCulture & historyLandmarks & monumentsEducational activitiesCruises & boat toursArchitectureSightseeing

Walk beneath Chicago’s soaring skyline, hear its hidden stories, then see it shimmer from the water on a lake cruise. From the iconic Bean to the legendary theatre district.

$267.00

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Chicago: 2-Hour Kayak Rental from Bridgeport

1 Reviews

ExperiencesOutdoor sportsOutdoor activitiesNature & adventureWater activitiesHidden gemsWater sports

Paddle through serene Bubbly Creek and spot wildlife like herons and turtles. Experience the tranquil beauty of Chicago's natural side.

$48.50

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Chicago: Ultimate City Attractions Bike Tour

47 Reviews

ExperiencesOutdoor activitiesGuided toursToursOutdoor sportsSightseeing on wheelsGarden & park toursSightseeingBike tours

See world's most beautiful skyline and Chicago's lovely lakefront on a guided cycle through the green spaces and monuments of Millennium and Grant Parks, Museum Campus and Northerly Island. See why they say Chicago is "cooler by the lake."

$59.99

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1-Day Tour Lake Geneva & Anderson Japanese Gardens

ExperiencesDay tripsLandmarks & monumentsWater activitiesCulture & historyOutdoor activitiesGuided toursDay Trips FromNature & adventureFamily-friendly activitiesToursViewing pointsGarden & park toursSightseeing

Escape the city and unwind on a full-day tour to Lake Geneva and Anderson Japanese Gardens, where lakeside strolls, historic estates, and optional boat rides offer serene views.

$126.00

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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

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