Whatever direction you decide to go, be sure to test drive the car(s) in the appropriate setting. Turo, Shift, friend of friends etc can give you longer experience to really understand the car.
A 987 Cayman is a ground-up sports car - its going to handle better, offer a lower driving position and better shift feel. That being said I did find the stock Cayman S to be more clinical feeling than expected. If it is truly a weekend car there are cars with more character and panache to be explored.
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