You have not made this trip before, but it is pretty straight-forward. Your airplane has the speed and range and payload capacity to make the trip easily. You take the time to pull out the sectional map as well as the terminal area chart to find the best airport in terms of convenience, fuel availability, rental car, etc. You note all special use areas, all of the pertinent landmarks, and radio frequencies. You check out all of the info about the destination airport. You are ready.
At this point, you, the reader, are saying to yourself, “OK, so we go along on this mythical flight and something goes wrong and we need to come up with a Plan B.” And I say, “No, if you don’t make a Plan B until the circumstances change, you are way behind in your planning.” Pre-flight planning is a good thing, and we need accomplish it. However, the down-side to the planning is that sometimes we have such a good plan that we just can’t let it go when circumstances change.