Fam hang-outs
Just in case the 'rents are in town to send you forth, we have a line-up of activities based on what tickles their fancy.
Views, Views, Views - If you don't spring for one of the famous skyscraper views when relatives are in town, when will you? The Skydeck at the Tower Formerly Known As Sears has a really nice view and a dizzying see-through ledge you can step on for $22. Check out John Hancock's 360 Chicago for $20. Spring for an even more dizzying tilted view, or you could head to The Signature Lounge two floors up so that you can spend your money on a drink instead (though be prepared to wait and expect to pay quite a bit for that lovely view). The Chicago Athletic Association has a nice, open-air and less queasy lakefront view.
A Classic Destination - Wrigley Field has a lot of history and feels like a spiritual center as much as anything, but after that little ol' World Series win, even the most casual sports fan might want to see what the Cubbies are up to this upcoming season. The 606 Trail has also become something of new classic attraction, and it's lovely in spring. The Garfield Park Conservatory is a nice break from the Loop, and there is a something new to see among the botany for every season. Of course, there are all the world-class museums and attractions in the Loop: the Art Institute of Chicago, the Shedd Aquarium and The Field Museum.
Pro-tip: the view of the skyline near the Adler Planetarium is a really nice shot. If you happen to be any where near Museum Campus, it's worth the extra effort to get a photo op.
River Cruise - You probably know this, but you should definitely go on the Chicago Architecture Foundation's River Cruise (or any of the tours put on by them, really!). It's not overrated! If you haven't gone, out-of-towners are the perfect excuse to take a ride. Chicagoans basically invented the skyline (that is, the skyscraper) and still have the best one around. See it from the river with wonderful volunteers who will help you appreciate its beauty and the craft behind it. The docents have the vibe of a popular high school history teacher who happens to be off-duty: smart, bursting with knowledge and enthusiastic to share as much as possible before the bell rings (in this case they have 90 minutes). The tours are very educational, accessible and fun. Pro-tip: Make reservations and get there early! Runners up for appreciating the river: if you don't have the money for a tour, take a trip on the water taxi for $8 to get the view. If you're feeling athletic, go kayaking.
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