Safeware might be the better deal
So I compared Safeware with SquareTrade and here are the conclusions I came to. Depending on what model you get, the Safeware plan might be the better way to go since it covers theft as well whereas the Sqaretrade one does not.
In my area, for a 16GB 3G the cost would be $50.60 for one year, not too much different then the ST policy, and again it covers theft as well. So the slightly extra amount is worth it.
Now where it gets sticky is if you have more expensive models or travel internationally. For a 64GB 3G, in my zip code, the cost goes up to $67.10 for one year. If you travel internationally and want it covered outside the US and Canada, then you cost on that model would go up to $83.60 AND has a $200 deductible. So this makes the international plans much less attractive. Further, if you go to one of the countries that is on the travel advisory list, there is no coverage at all. Right now, that includes Mexico too. So if you took your iPad to Mexico and something happened you would be out of luck.