I have a two week trip to Europe coming up and my husband is a compulsive over packer. To be fair I have never successfully traveled in one bag however am very committed to making it work in this upcoming trip.

My husband seems to think it is IMPOSSIBLE to pack for two weeks with a carry on. I have tried to explain that if he wears on the plane the biggest shoes he plans on wearing, and only packs exactly what he will need or repeat outfits then it will be possible. He however, prefers to travel on the plane extremely comfortable (very light clothes, slides instead of sneakers, etc) and always overpacks in case he “stains a shirt”, rips his underwear (which has never happened), wants more options, etc.

This trip is going to be multi city and expensive, a lot of logistics involved with trains, flights, public transport, many different hotels etc and I know that having a larger bag is only going to make it more difficult to move around with, and more expensive.

How can I try to steer him towards being open to making it work with one carry on bag?