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Not sure why you need to come on a forum filled with people that don't know you and whom you don't know to tell you how to spend $500+ dollars. Sounds like you're pretty far into your life, these are decisions you as an adult should be able to answer for yourself. Get what you feel will best fit your needs.

IF you really need help spending your money, shoot me a PM and Ill send you may paypal addy.
 
If your looking for a road device and possibly already have a decent smartphone, Id say get the iPad.
 
How much thinking is required to pick your phone over a Internet device?

While I love my iPad2 3G, it would never replace my phone.
 
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