One of the most profound and valuable experiences of my life was my year on a destroyer sailing the world ocean. I have thought about it every day since, fondly and with nostalgia. It was the best thing I’ve ever done.

But while it was happening, I hated every bloody moment of it.

I never took my own Great Sail across an ocean as captain of my own ship, something more responsible and more important always seemed to get in the way. There always seemed to be something else that took priority that had to be done first. And that has been the greatest failure in my life.

No, I can’t do it now. Getting myself and my boat ready would take time, and I’m running out of that. You don’t have that problem, you’ve got a boat, you’ve got a skipper, and you’ve got health and vigor enough to go sailing.

Is it potentially dangerous? Absolutely. There are no guarantees. You may never come back. And if you do, like Bilbo, you will be forever changed. But that’s the whole point, isn’t it?

I’m 61 and am thinking a lot of the same things. I lay in bed this morning admitting to myself it’s long overdue to for me to write a will. At the very least, I’d rather leave what I have to people I know than letting the state have it. Giving some to charity would be a good idea too.

I thought I’d mention that yesterday my best friend asked me to sail to Hawaii this spring with his wife and another couple. I thanked him and laughed it off. Now I’m considering it but haven’t’ told him. I’ve only sailed the waters of Puget Sound but I’m pretty sure I’d make a good hand, if I get in better shape.

I’m struck by the fact that not many people have had the opportunity to sail across an ocean.

If death is the end of the journey, I probably shouldn’t pass on his offer.

But let’s stick around for a long time here buddy. We’re still having fun!