This is a fairly new version of the Vita, and I haven't heard anyone on this forum say they have it.
Think about what you really want. You can ride a road bike to "smell the roses." If you were saying that there was something in the geometry of your Ruby that was causing pain, that would be different. And, I don't hear you saying that you don't like drop bars, just that you want to do long distances at a leisurely speed. But, essentially, you'd be buying a flat bar carbon road bike, which I am sure is not cheap. There is no rule that says you can't ride your Ruby for the type of riding you want to do; a lot people do.
You will not get a lot for your used Ruby, especially with Landry's taking a cut.