sailing

Thinking about hanging up the spatula in the next few years. Daydreaming about what retirement might look like.

One idea is to buy a sailboat and sail the Caribbean or perhaps the world, if that's what calls my name.

If that's the path, the ultimate goal would be something like a Privilege 585 catamaran.
But, I'm thinking that I would need to start smaller and learn the ropes. It would be primarily just me and my girlfriend doing the sailing.

Anyone have any recommendations on a good 40 footer of so to really learn to sail with just the two of us?

Thanks