Any of us should feel fortunate if we are in Zeke's position, I think. I mean, he apparently feels in good enough health to take up travelling alone in a TT, and has the wherewithall (read: cash) to do it. In many ways, that makes him a luckier man than 93.7% of the population.
However, I would encourage him to find a travelling companion to go with him on any long trip that he may decied to undertake.
Why? Two reasons:
1) Your health can be a funny thing and it can definitely play tricks on you. One day you feel like a million dollars (and I don't mean all green and wrinkled) but then the next, something happens and an important change can happen. It could be something as simple as a bad cold or an infection, or maybe a fall, with a broken limb, or something more serious and debilatating, which I will leave to your imagination.
How much fun would the trip be then? How helpless would it leave you without a partner to take over and help you get out of the mess? I personally would not be at ease knowing that I had no close "back up" to help me out of a jam, or just take over when I was tired.
2) One thing that touring alone years ago on my motorbike taught me was that while you can have the time of your life off travelling alone, it's three times more fun to have a partner to share it with. Something rediculous happens, and the two of you might look at each other and laugh your heads off.
My enjoyment was always magnified and enhanced when I travelled with someone else. Don't get me wrong, I do not depend much on others for my happiness, but there's something about being on the road, away from everything familiar to you that can give you a lonely feeling and make you feel like a stranger really quickly.
Plus, let's not forget that you can also sometimes give another pleasure just by including them in your plans. Let them experience something they would never have had the opportunity to do without your invitation. The trip of a lifetime...
I say, why not? It wouldn't be that hard to find someone, would it? And if you find you don't like them, just turn around and come back home.
But imagine taking a grandson, grand-daughter, neice or nephew across America: what a great time you could have; YOUR "trip of a lifetime"!