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I have a directory under the Documents folder (let's call it My Vacation), and iCloud Drive is enabled.

I'm regularly adding files to this directory on my Mac. (PDFs, tickets, etc.)

How can I mark this directory as "available offline" on my iPad, so that I don't have to tap every single file before I leave to make sure they've all been downloaded to the iPad? (I will be without internet nearly all the trip.)

I'd be equally happy keeping all my iCloud Drive contents on my iPad, but there doesn't seem to be a "Keep All Files" vs. "Optimize Storage" option on iOS.

  • What happens if you turn off your network access and then try to open a file that you haven't opened recently? – fsb Jun 25 at 16:27
  • @fsb I get a popup that says something to the effect of, "You're Offline - Please check your connection and try again." – Craig Otis Jun 25 at 18:06
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I do not think there is an "Keep Offline" feature on iCloud. I generally hit the download icon next to the files that I would need before I travel. But on iOS13 there is a new pin feature for folders that would keep the folder for offline access.

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