OUR LAST SUMMER road trip didn’t exactly go as planned. That ordeal changed my mind about an annual expense I’d been paying without much thought. I gained a new perspective—even if I did learn my lesson the hard way. On a Saturday morning last summer, Sarah and I woke our kids at 4 a.m. for a predawn drive through the mountains of East Tennessee and across the Carolinas. We were on our way to enjoy the beaches of Hilton Head Island, South Carolina. For the first eight hours of our planned nine-hour trek, we all watched the trees go by in peace—a significant feat, as any parent will tell...