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You could do it with custom development work -- write your own iOS and/or Mac app that uses Apple's Maps API, but this becomes a fairly substantial software project that you need a programmer to create. It's not doable just using the Maps app on your device as a user.
Thanks for bringing this up, the guides feature needs a serious overhaul, the fact that I can’t even add a simple note other than the title of the guide annoys me on a weekly basis. Having to resort to notes is clunky :(
agreed!! i like that in google maps i can add little notes to places in my lists
apple is so bare bones on that front, even just allowing a header and simple notes on each item would go a long way
Nope