We went on the Chicago River cruise by Shoreline Sightseeing and found it to be a great way to see much of the amazing architecture of various skyscrapers from different eras and styles such as Art Deco. Some of the buildings we saw including Willis Tower/Sears Tower, Trump Tower, Aon Center, the funky corn-cob-like Marina City towers, Boeing Headquarters, Wolf Point Towers, Chicago Board of Trade Building, Civic Opera Building, 311 South Wacker Drive, the neo-Gothic Tribune Tower, and more.
If you visit Chicago I'd certainly recommend this tour, though on a sunny day be sure you get some shade/sun screen for yourself!
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