I hear this question all the time, about when it might get easier. This is my answer today: it happens all at once, and it happens over and over. They definitely get easier when you take your first family vacation that is actually fun–and find something you all enjoy equally. For me, this happened with my twin toddlers at the age of 3.5. All of us were walking on the beach in California, which one of my sons declared to be “a very deep sandbox.”