Chicago Detours

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  1. 1
    Up to 58% Off Tours from Urban Kayaks
    Multiple Locations
    $45 $20 0.0 miles
  2. 2
    Up to 70% Off Private BYOB Sailing Cruises
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    $220 $69 0.2 miles
  3. 3
    Up to 87% Off Outdoor Family Photo Shoot
    Grant Park
    $350 $45 0.3 miles
  4. 4
    50% Off Segway Tours for Two
    Multiple Locations
    $138 $69 0.3 miles
  5. 5
    Illinois Philharmonic Orchestra – Up to 73% Off
    Harris Theater for Music and Dance
    $44 $12 0.4 miles
  6. 6
    45% Off Contemporary American Cuisine at Cité
    Near North Side
    $60 $33 0.4 miles
  7. 7
    42% Off Hot Dogs, Hamburgers, and American Comfort Foods
    Multiple Locations
    $8 $4.65 0.4 miles
435 North Michigan Avenue Chicago, IL 60611


Founder Amanda Scotese, an avid traveler and freelance writer for Rick Steves's renowned travel guides, delegates sure-footed guides to lead sightseers to iconic landmarks and down the back alleys and lesser-known nooks of the Windy City. Tours probe the ins and outs of the Chicago's neighborhoods, such as the Loop, where they fill eyes with the sights of world-renowned architecture and minds with the secrets of the Pedway, an underground walkway that connects buildings throughout the business district with the Ninja Turtles' lair. The Historic Chicago Bar Tour, born of Chicago Detours' desire to spread knowledge of the city's entertainment history, takes tour-goers to three historic bars in an exploration of how the city had fun. Private group Jazz, Blues & Beyond tours explore historic neighborhoods on the North and South sides, and include diversions such as harmonica lessons from a bona fide blues blower. Chicago Detours also offers private-group tours for birthdays, family reunions, and corporate team-building exercises. Private group tour options also include a Chicago Meat History Tour and the Architecture of Money and Power.


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