You are too young to be driving a VW convertible. However, if you think you are mature enough then I don’t see a problem with a VW New Beetle convertible. Convertible tops today are more weather resistant than the canvas tops of the old days. I know one person who has a VW New Beetle (not a convertible)and thinks it is great. I know that Consumer Reports indicates a less than stellar repair record for the VW New Beetle, but you are going to be the one driving the car, not the CR staff. I’m over 67 and I am thinking about purchasing a Mazda Miata.
I had a late Aunt who managed to put dents in her car in the strangest places. One body shop mechanic was questioning her as to how she had gotten one of the latest dents. She replied, “Putting the dents in the car is my business. Your job is to get them out”. Tell your mechanic that your job is to select the car–his job is to fix it.