I think it depends on what you are looking out of that trip. If you are looking to get away from everyday life and relax, then sure, do it comfortably. But if you are a young person looking at having fun with your friends, then going into it without a plan can lead to a great trip.
Ultimately, if you are looking for material comforts, then spend what is required. But if you want an experience, then i think not having a plan, doing it ad-hoc can actually be better.
Amen. Many different strategies appropriate for different people at different times...