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Boats
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Immersive
Community
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From $750
The Nebula: Intimate Weekday Sailing Experience
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From $49
Sip & Sail: Cocktail Cruise & Architecture Tour
4.9
(20 Ratings)
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From $20
Unearth the Past at Rosehill Cemetery
4.7
(34 Ratings)
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From $85
Explore the Chicago River on a Craig Cat Boat
4.3
(30 Ratings)
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From $900
3-Hour Private Yacht Skyline Serenade Charter
5.0
(5 Ratings)
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From $49
Tour the City's Iconic Buildings on a Luxury Boat
4.7
(3713 Ratings)
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From $30
Single & Double Kayak River Rentals Adventure
4.7
(684 Ratings)
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From $40
Delve into the Dark Underbelly of the Windy City
4.6
(7060 Ratings)
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From $45
Reveal Dark Histories on a Extended Crime Tour
4.8
(917 Ratings)
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From $23
Museum of Ice Cream: A Sweet Escape
3.8
(5415 Ratings)
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From $49
Ghost Tour: Unveiling Haunting Histories
4.1
(1729 Ratings)
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From $28
Color Factory: An Interactive Museum of Colors
4.9
(1563 Ratings)
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From $23
Embracing the Holiday Spirit with a Pinkmas Twist
3.9
(660 Ratings)
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From $69
2-Hour Sunset Paddle: City Skyline Ablaze
4.7
(466 Ratings)
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From $69
City Lights Paddle on the Chicago River
4.7
(416 Ratings)
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From $59
The Devil in the White City Bus Tour
4.4
(255 Ratings)
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From $35
Lincoln Park Hauntings Ghost Tour & Ghost Hunt
4.8
(209 Ratings)
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From $69
Paddle Pro: Kayaking Lessons with a Top Instructor
4.9
(153 Ratings)
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From $35
Prairie Avenue Ghost Hunting Experience
5.0
(14 Ratings)
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From $75
Train, Treats & Treasures: Green Line South Journey
5.0
(11 Ratings)
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From $65
Pink Line: Neighborhood Tour by Train & Foot
5.0
(7 Ratings)
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From $660
Roaring 20's Prohibition Speakeasy Cocktail Tour
5.0
(1 Ratings)
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From $35
Haunted Underworld: Dark History of Gangsters
4.7
(4651 Ratings)
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From $35
The Attic: Uncover Secrets & Escape Just in Time
4.7
(105 Ratings)
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