Agree that going fast in a slow car with superb handling is really something. I am close (Knock on wood) on closing a deal on an event-eligible car and my choice from the get go was something crazy Italian from a particular marque. I have two cars under evaluation: One from 1950 with 30hp and one from 1954 with 48hp. Looks like the second one will be it. I will know more in two weeks … On the California Mille, I will be the one who starts first and arrives last. What fun!
On the S on Cayman/ Boxter or Mini: No need for it if you look for a car that makes you look good and you drive mostly in city traffic. Definitely yes, if you are a driver that enjoys putting the car on the twisties, fun drives, longer trips. Definitely no on the JWC if you intent to use it as a daily driver: You would not appreciate the very stiff set up.
Why not a Golf GTI? Clubman/ Jetta/ Mazda3 seems a pretty random thrown together group of cars.