Drive a few and see what you like! If money was no object and I had the garage space, I would have one of each. That not being the case for either, I am more than happy with my 2001 S. Take a look at this thread, it will give you some more insight to the 986 vs 996:
http://986forum.com/forums/general-discussions/50962-911-buyers-remorse.html
Welcome to the forum 
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2001 Boxster S Lapis Blue
TS Cat Bypass Pipes and exhaust
iPad Mini Dash Install
DEPO Tail Lights
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2001 Boxster S
Hybrid Mode
