[Bene505]

My advice is to learn and have fun. Make sure you wife loves it -- not just likes it, loves it. For instance, if she is super sociable, spend as much time chatting with sailors over dinner as out on the boat. If she is timid, start on calm days. If she likes to color blue, take the blue boat out. Better yet, have her choose what boat to rent/use, every time. You get the idea. Just make sure she has as much fun as you.

If you have a shared dream, paradise is already yours. Everything else will fall into place.

Along with that, instead of asking "What boat?", ask "What's the most fun thing to do?" Smaller boats are a lot easier and more fun to learn on, for instance.

Regards,
Brad