If you really are thinking about this , you should really be asking what is it you want to achieve - Windows is a more versatile and widely used OS, but Mac OS is also a very beautiful OS to use.
You must remember that the mac 'it just works' mantra is bandied about because Apple are hardware manufacturers. If you use only apple hardware, then naturally it will all work wonderfully well. However do remember that apple will also want you to use the man in the way THEY intend rather than the way YOU want.
As the poster above says, you need to test drive mac OS first. I would do this before paying through the nose for apple hardware -
either:
Go to insanelymac.com and research testing mac OS on your PC hardware with a view to buying a real mac.
or
ebay: get a first gen, intel mac mini - it won't set your world on fire, but you will have a cheap mac to play with and get a feel for the OS. You can mess about and try to live with it for a couple of months, and if you don't like it you'll still be able to sell the thing for the money you paid for it. - you won't do that after shelling out on a macbook pro.
If all you use is apple stuff and applications then I could not advise you against a MBP if that's the sort fo money you want to spend, however, you need to evaluate what you do use your machine for, never forgetting that Apple are hardware vendors forst and foremost. They will intentionally leave features out of one product with a view to making you buy another with those features.
What do you use your machine for?