My boyfriend had a Boxster, and he prefers convertibles.
I love the coupe shape, and am willing to give up the ability to put the top down for what is (in my opinion) a better looking car.
To me the Boxster and Cayman look totally different, and am much more drawn to the Cayman in spite of the fact that you can't put the top down.
I went back and forth on whether to get a Boxster or a Cayman, ultimately decided on Cayman and I'm glad I did.
Of course, living in southern CA I am reminded on a daily basis of how the weather is "perfect convertible weather." Doesn't matter to me, I'd rather have the coupe shape.
Also, I know that the reality is I would rarely have the top down. As soon as I'd put it down, I'd be cold/hot and want to put it back up, plus the wind would blow my hair, I would have to strategically plan when to get on the freeway, etc.
Ultimately it's a personal decision, and I'm much more drawn to the Cayman because I think it's a beautiful car.
Good luck with your decision, you can't go wrong.
