From time to time, I muse as to what I'd do if I won the lottery. I've got one friend who says he'd buy a vineyard. This article is for him, then. It talks about some of the difficulties of starting up a winery as a retirement venture/hobby: working all day in the vineyard, capital demands, marketing problems.
Would I buy a vineyard? Maybe. If the lottery win were big enough that I could also hire a vineyard manager, and enough other people that I limit myself to doing the fun stuff.