Well here's my (almost irrelevant) two cents.
Between April and October, my spider is basically a daily driver. (Well it's actually the end of April, and that's only if the snow is completely gone wink )
It goes to the grocery store and to the shopping mall parking lot. It gets parallel parked on streets (although the non-powered steering makes that a bit of a challenge.) I try not to take it out in the rain, but that's just because I can't fully enjoy the car in those conditions (and because the wipers on a 30-year-old convertible aren't quite up to modern standards). So far I haven't any leaks through the roof (knock on a big piece of wood.) The last time it was out in the rain was Sunday.
Now there are journeys that I think twice about taking, but that has nothing to do with it being a convertible. It has to do with it being a 30-year-old Italian car that doesn't have easily available parts.
It's amazing what you can pack in the trunk. And even though there are no back seats, you can pile surprising amounts of stuff in the rear area of the car.
Since you're looking at a new car that comes with a factory fitted hard top (and since you're not dealing with Canadian snow) I doubt you'll have any issues with a Spider. I'd certainly consider one. If, however, you decide against it, definitely check-out the sunroof option in the GTV.
Before I bought my first car, I dismissed the whole idea of the sunroof -- they leak, they're noisy, they're silly, and so on. The used car I ended up buying had a sunroof, and although I resisted using it at first, I eventually got hooked. They're wonderful. They brighten up the whole interior, and when you're on the highway, it's a better way to let air in than through rolled down windows. I've never had a problem with leaks.
Since then I've owned cars without this luxury and I always missed it. These days, I won't buy a car without one (unless it's a really, really good deal
) My current coupe has one, and it makes me very happy.
I know a sunroof can lower the headroom a bit, but if you can fit under one buy it. You won't regret it. They're even useful in the winter. My roof usually gets opened for the first time in February. Of course I wait for one of those glorious, sunny warm February days, and then I pop the top. A little bit of sun in the winter never fails to lift my spirits and brighten my day.
I know you've got a tough decision to make, but take solace in the fact that you can't go wrong with either option.