I’ve had the same issue.Ex father in law was dying of cancer and wanted to race a dragster at Santa Pod before he died. He found a nice Ford Pop but it was in NI. We planned the trip: Ferries, trailer etc, and were looking forward to it, but he deteriorated and died before we could do it.
Bottom line (to me): If I saw the trip as a bit of adventure and a chance to have a break and see some new places, it would be worth it to me. However if I saw it as a massive ballache and didn’t really have the time then no.
As for the journey I don’t think it’s too arduous, and provided I had the time, I’d enjoy it. But YMMV