When everything is perfectly organized—routes mapped, fuel stops planned, meals and beds guaranteed—it feels effortless. But the truth is, no matter how tidy the plan, the real world always gets a vote. On short rides, those small interruptions are easy to patch over. Stretch the miles across countries and weeks on the road, though, and the little things start to compound. That’s when the first casualty is usually the plan—and what comes next is called the adventure.