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I recently made the same move and am happy I did. I loved my '87 and hated to see it go but the 993 better fits my needs. As mentioned, it is a somewhat less connected but more comfortable driving experience mainly due to the revised rear suspension.
The 993 is a more complex car with more electronics, ABS and power steering so potentially more expensive things to go wrong but it also has modern heating/air conditioning which works if that sort of thing is important.......and of course there are the looks
You need to drive some to decide if it is right for you but keep in mind that many people upgrade the suspension to meet their needs. There will be a huge difference in how one with a stock set-up and worn shocks drives compared to one with a properly set up, upgraded suspension. These changes can easily run $2-3k or even more and are usually the first thing on the list to do when you buy a car.
If you do decide on a 993, try to find one that already has the upgrades you want.
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Chuck
'96 993 C2 coupe
'87 Carrera coupe - gone but not forgotten
many lesser vehicles
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