I don't think you're missing anything, I'm trying to wrap my brain around this as well. What I have found is that if you set the bookmark to be Internet Browser, it will use WiFi if it's on; however if you have a bookmark as WiFi, it will *not* work if wifi is not on at all. So, leave your generic bookmarks as Internet Browser and they should go Wifi on you when available.
I only have one (new) bookmark set to WiFi, it's an internal webserver on my home LAN which doesn't work without wifi on...
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