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Exactly what I wanted to say. All that talk of "perfection" makes me imagine them snapping and going full psycho because a train was cancelled and they need to book a different one.
To OP: just stop trying to plan that much. A general plan is good. Just be aware things will change and that's ok. As long as you two are having a good time, the rest really doesn't matter as much as you think it does.
If you want a little psychological trick to make the trip more memorable than it otherwise would be, whatever you think is going to be the most impressive, save it for last. Our memories have a very strong recency bias.
This is a bit dependant on the people. The real trick is communicating and being on the same page, like everything in a relationship.
We both are perfectionists, but after reading the advice from everyone here, we are trying to be more flexible. Your advice is concise, but very helpful. Thank you very much.