I would get a 987 S.
Personally I think the 911's are great cars but just don't make much sense. Yes the power is there but the handling isn't. Most of us are not pro drivers and would be unable to safely and effectively drive the 911 to its potential on the street.
The Box S offers plenty of power, top down fun and great looks.
A C4 or C4S is another story though. I would love to have one as a daily driver since I encounter lots or rainy days and the odd snow/slush.
I personally think the 911 cabrios look a bit odd. The lines of the boxster flow so muhc better if you want a drop top.
The 911 is more of a status car than anything (and you pay for it). If you really want more practicality as well as great power and handling go for a Cayman S. If you want to enjoy the sun at the same time. Go for the Box S.
Regardless with what you go with, just enjoy what you have as much as possible
