@WanderingFoot: India might be a challenge, unless you're willing to live in the much more Westernized new housing developments. Your English will get you far there, but I always encourage learning the local/national language, and it will endear you. Anywhere you move to will be a novelty, but livability is key.
In Central America, Costa Rica is probably the most stable and easiest to live in--yes, I know you've probably heard/read this a 1000 times. Most places you mentioned won't be in the Mercer surveys (
Mercer Quality of Living global city rankings 2009), so read expatriates' comments/blogs about the various countries you're interested in.
Practical advice: take an extended vacation (minimum 3 weeks, up to several months) in the city/place you'd like to seriously consider living in long term. And rent before buying. Consider renting long term (years). Good luck!
Welcome to City-Data.com forum! Make sure to register - it's free and very quick! You have to register before you can post and participate in our discussions with 700,000 other registered members. User profiles and some forums can only be seen by registered members. After you create your free account you will be able to customize many options, you will have the full access to over 15,000 posts/day about local topics and you will see fewer ads. 
Linear Mode
