I Overpack Every Time. Here Is What I Know Anyway.

The cost of overpacking is not the airline fee. It starts before you ever leave the house, in the weight of too many decisions, the friction of dragging something heavy up stairs built centuries before wheeled luggage existed, and the frustration of arriving somewhere beautiful feeling burdened instead of free. Over years of leaving Maui for long stretches across multiple countries and cultures, I have developed a philosophy that has made me better at it. Not perfect. Better. Here is what I know.