I have always enjoyed solo rides for the freedom to follow my own drummer, but solo evenings in the middle of nowhere, well - my own company is pretty boring and the night is so much longer than I can sleep. If I turn in at 8pm I'm up at 4am. Then what?
My wife has a 50 mile butt, so long 2-up trips with her are out. For me, the perfect mix is meeting up with a travel buddy at the end of the day, each of us taking our own path to get there. But my most enjoyable road trips have been with my dog. Barley is good for 14 hour days in the saddle, never complains, approves of my dietary choices and the occasional beer, hangs on my every word like it's the most profound thing he's ever heard, and snuggles better than my wife. He's transformed my long distance adventures!