As soon as I'm down a couple of dogs (I know that sounds awful, but it's true), I'm seriously looking into getting a B+ or C class RV and hitting the road for about a year. If I could find someone to rent out my house during that time, that would be PERFECT
The only time I semi-regretted a road trip was driving straight to the Outer Banks from here by myself and with 2 dogs. It's a 12 hour drive and I really couldn't stop for any long period of time (bathroom breaks were about it) with the dogs in the car and I couldn't eat because I'd end up trying to eat and fight off two attack pugs at the same time.
The worst part was once I got there, I realized I had to drive back home ;) Thankfully I stayed there for 2 weeks so I had time to recoup at the beach
I truly would rather drive by myself - having someone there distracts from my "heavy thinking" time.