I have a 2001 BoxsterS and a 2008 Cayman S (wife's car) and find the Boxster a much more relaxed driver. The Cayman has a sense of urgency about it that makes it, in my opinion, more fun to drive. It does have PASM and sport chrono with a factory short shifter which may account for the difference. The Boxster seems to have more low end torque but feels much slower than the Cayman. I have never looked at any road test comparisons or raced the cars against each other but they feel different in the seat of the pants. I had a 2005 CarreraS and did not like it as well as either the Boxster or Cayman. Your mileage, however, may vary.
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