NB: The meteoroligist plotted the trip, he has not (and likely will not) made it.
If you work from home or are retired, that would be a good opportunity to be able to get an RV and do it... but destinations would be more important to me then temperature... and as others have pointed out, multiple locations have this kind of temperature all year long anyways...
I work remotely for a non-profit. So neither too much time nor too much money but I still do live like this. Except for that 70F is way too cold for me, I like it above 85F.