I totally agree on the multitasking within an app thing, I don't understand how that hasn't been addressed yet. Hopefully in iOS 10.
I personally would go for the MacBook Air / iPad Pro combo because then you have a true laptop that can run all the OS X / Windows applications as well as an extremely powerful tablet that can run everything on iOS. The Pro is only half a pound heavier than the Air, and will probably fit into all the same bags, and has your stylus support. I expect it to be a really amazing device, whereas the Surface Pro, in my opinion, isn't an excellent laptop or an excellent tablet, just a 'pretty good' combination of both. And it runs Windows. Just my 2 cents but I hope you enjoy whichever combo you choose!
I really wanted to do the MacBook Air and iPad pro combo, but the multitasking on IOS isn't there yet.
I personally find nothing awful with Windows right now. Like OSX it has its quirks and moments
I agree Windows has come a long way.
Windows doesn't have the best touch-friendly apps (tablet mode), but that's why I bought an iPad Air 2.
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