I've been all Apple for at least 15 years - not a fanboi, mind you. It's just that the ecosystem has worked well for me and I have enjoyed the relative security of Mac/iOS vs. Windows. I run an iMac desktop (2012 model that still works fine with its i7 chip), a 10.5-inch iPad Pro and an iPhone 6s.
Like others, I left Windows primarily because I found myself spending too much time and effort avoiding viruses and dealing with freezes and crashes (although Windows has gotten a lot better on this last point over the years).
I still use Windows at work because I have to. And I have tried to like some recent hardware from Microsoft. My wife had a Windows phone that she liked, so I picked up a Surface 2 tablet for her. It wasn't bad but we were both highly annoyed to find that it required constant charging because its battery would run flat within two days - even if you weren't using it. Fails like that are simply not an issue with, say, an iPad.
And, just so we don't leave out Android, my wife replaced her aging Windows phone with a Motorola G4 - unlocked and compatible with all GSM and CDMA carriers - for $139 at Best Buy. It runs a nice, clean, pure version of Android and offers weather resistance and a 5-inch screen. It's a great phone if you don't need the latest and greatest.
It was true in the 90s and oughts and is still true more or less today: If you like the build/tinker with your own PC - or you're working on a tight budget - go with Windows. If your devices tend to be tools and a means to an end - and you can afford to pay a bit more - go with Apple.
All this said, the price of Apple hardware is going up and I can see a point not too far down the road when it will be a problem for the company. Granted, there is still a very nice, basic 9.7-inch iPad for $329 and the iPhone SE and 6s, which are considerably less expensive than the iPhone 8 and 8 Plus - and the iPhone X, with its eye-watering $1000 price tag. There is some validity to criticisms that Apple is rapidly evolving into a lifestyle company.
But there are ways around problems. Luke mentioned that he essentially only requires his laptop to do Web browsing, email and spreadsheets. The new iPad Pros are about as powerful as proper laptops now. A 12.9-inch iPad Pro with 64gb of storage runs $699 (a 10.5-inch model is less). Add a folding keyboard/cover (I like Logitech's backlit one even better than Apple's own) and you've got a very nice laptop replacement that's smaller and lighter than a "real" laptop and costs hundreds of dollars less than any MacBook.
Of course, there are even less expensive Windows options. But I personally find most unsatisfying. If you simply prefer Windows and can deal roughly in the same price range as Apple, H-P offers some very nice desktop all-in-ones and convertible laptops.