I have to disagree here. At work we rarely have to touch the Macs, yet the Windows machines often have issues with Wacom tablets (again, not Windows fault, its Wacom's drivers).
Generally you'll see the tablet stop responding, or really frequently, for users of the wireless tablets (Intuos 4) the blue tooth stops working.
There's also constant issues when using the on screen menus (they don't show up) or the tablets will switch handedness.
A simple reinstall usually fixes the issues for awhile but I'd definitely say the Windows drivers are buggier than the Mac ones.
EDIT: I should say too that no matter what OS you choose, or tablet, if you run into problems feel free to ask me here. I've probably ran into about every Wacom one you can imagine and I can check your configuration and see if I can recommend a specific driver for an issue you may have. I have a huge spreadsheet at work with working drivers for different Wacom devices for different hardware/OS
My daughter has a Wacom Intuos5 graphics tablet and we just bought a MacBook Pro but can't find any suitable software so haven't been able to make it work at all. Was working on old laptop but was so glitchy and kept crashing, hence the new Mac.
The CorelPainter Sketch pad that came with it states 'You cant open the application Corel Painter Sketch Pad because PowerPC applications are no longer supported.'
All advice really appreciated and sorry but I am a basic user.