Do you want to be in a racing fleet or just goof around by yourself? If you want to race, you are limited to a few single-handed boats. And if you want to race in your local area, solo, you are limited to what everyone else is racing single handed, unless you want to race on corrected time only.

If you want to play, you could get any good used two person boat and sail it alone, for quite a bit less money. Every two person boat can be sailed solo, you just have to pick your wind. The mast raising might be a problem on any boat (except an A cat) if you can't get someone to help.

What's wrong with the Prindle 19?