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The book you mentioned (https://www.worldcat.org/title/on-looking-eleven-walks-with-expert-eyes/oclc/820149011) has a very interesting premise: let's see what people with different expertise see in places that we usually see every day. I've only started reading it, so don't have an opinion on execution yet, but I love the premise.
@timorl who might also find it interesting.
@freemo it's broader than that though. Walk around an old city with a historian. Take a stroll through the forest with a medicine man, or a poet.