When you’re planning a family vacation, the dream is simple: time together that actually feels relaxing. But the reality? Coordinating meals, activities, downtime, and different ages can quickly turn into more logistics than joy.

Planning your child’s first Disney vacation? Learn why Disneyland or a Disney Cruise is often the easiest, most magical choice for families with babies and toddlers.

And when it comes to cruises, timing matters more than most people realize.

Last fall, a client came to me with a simple but loaded request: “We want to do Italy differently.” Not rushed. Not packed with tourist checklists. And definitely not the same trip everyone else seems to take.