How do I plan a trip I will actually take?

You want to plan a trip you will actually take. The obstacle is almost never money or time in the way people say. It is that no date exists, so nothing can be arranged, so nothing is. First, book one thing that is hard to undo. The flight, the room, the ferry. Not researched — booked. Everything else follows a fixed point, and nothing at all follows an intention. Do this before you feel ready; you will not feel ready. Second, make it shorter than you imagined. Three days you take beats three weeks you postpone, and the three weeks is usually the reason the three days never happen. Third, tell one person who will ask. Not for encouragement — for the mild embarrassment of having to report. Fourth, write the list of what must be handled: the cat, the cover at work, the thing you are quietly using as the reason. Handle the last one first, because it is the real one. Fifth, expect the week before to feel like a mistake. It always does. That feeling is not information. What is the one thing you could book this week?