Aloha Reader, People assume that after 40-plus trips to Hawaii I sit down and a perfect itinerary just appears. It does not. I still work through the same set of questions every single time, in the same order, because skipping any of them is how you end up with a plan that looks great on paper and falls apart on day two. Here's exactly how I build a Hawaii itinerary from scratch. Start with the island, not the activities. This is where most families go wrong. They find a cool snorkel tour or...

Aloha Reader, Our first Hawaii trip with kids was planned within an inch of its life. I had a spreadsheet. Color coded. Every restaurant researched, every activity slotted into a time block, every drive timed out to the minute. I was so proud of that itinerary. We were going to see everything. We saw a lot of things. We also spent half the trip rushing between them. Someone was always hungry at the wrong time or tired at the wrong moment and the whole day would unravel because we were already...

Aloha Reader, My oldest has been to Hawaii about 12 times. At this point he has opinions. On our last Kauai trip he decided he wanted to do a serious acai bowl taste test. Every morning, a new spot. He kept mental notes, compared textures and toppings, took the whole thing very seriously. By the end of the week he had a definitive ranking. Sunrise Coffee won, if you're curious. That trip is a good example of what Kauai does to people who are ready for it. It slows you down in the best way....