In 2026, my husband and I took our youngest, our 11-year-old son, and our two-year-old grandson to Disney. Three generations, one trip, and about a thousand photos.
Our grandson was perfect the entire time. He rode everything he was tall enough for, smiled through all of it, and gave us every bit of the magic we'd pictured when we booked the trip.
We were dead by day three.
Here's the part that doesn't make it into the pictures in your head: ten hours a day pushing a stroller, parking a stroller, and at least once, losing the stroller. The extra bathroom breaks, because toddlers have tiny bladders and even tinier warning systems. The constant snack rotation. Knowing what rider swap is, and actually using it, because you will need it.
Our grandson had the time of his life. We loved every second of it. Both of those things are true, and if you're planning a trip like ours, we want you to walk in knowing both.