I am very familiar with the living abroad thing. I will either need to get a work visa to stay in X country or go for a visa run every so often.
In my last job before this one I was my own boss, I lived in Asia and had the time of my life. I went to 15 countries just having a good time.
I am no amateur when it comes to international travels...I have been all over the place. I could go get a crap job teaching somewhere...but that is a rat race in and of itself and to be honest I kind of overdosed on Asia so I want something different.
Here is my super top secret possibility of a plan... American Samoa. I went to college in Hawaii and I have always been in love with Polynesia. One way it will cost me $800 to get from here to there if I go in the summer. From American Samoa I can go to all the other islands as money permits. In American Samoa because its an American territory I don't need a visa or a work permit or anything. I can stay as long as I want. If I need to I can fly to Honolulu.
I have it all thought out and I can most likely get away for at minimum a year... I am not sure of the cost of living but I can do a year no problems.
Now here is my concern... I had a lot of hard labor and work to get ahead but if I just haul off and go and have no income and just live off savings when I come back I will have nothing. If I can somehow find a way to support myself though, I can come back with experience and not be any worse off except a year or two older. And maybe I might meet a girl (maybe) somewhere in the process. I am sure not meeting anyone here.... that is for 110% definite.
But the experience I think would be great. I could wander around the island(s) and maybe even fly over to tahiti and check out the billabong pro