I hear Roger Ver has experience in this arena.

Oh god! Robert Ver got a passport from St Kitts and Nevis.

I remember reading this book about survivalism ("Emergency" by Neil Strauss--a really awesome read in investigative journalism btw), and he had a whole chapter on how to get a passport from St Kitts and Nevis. Basically, the point was that you need to buy property worth about a million, and if you don't get screwed over by real-estate agents or the government, you'll get it pretty quickly.

My main concern was that once you have it, it's not very likely that many countries would take it seriously. It's like a running joke that if you're a shady millionaire/mobster trying to dodge taxes and stash money away, you'd always have a St Kitts and Nevis passport.

I was responding sarcastically, but forgot the /s afterwards. My bad.

He renounced his US citizenship and then got pissy when the US wouldn't let him back in. It was hilarious.