Questionsailing:

Answers that come to mind to a question like this would involve other questions: Where you sail? Conditions you sail in? How much do you weigh?

I can right a Hobie Tiger by myself with enough motivation, and have. Many at my club sail A-Cats and right them easily by themselves. As Jake mentioned there are plenty of devices that can make it easier to right even a two person boat by yourself.

Later,
Dan