Dear Ageless Traveler, I've been thinking about how every generation has had its travel breakthrough—a significant moment that changed how we explore the world. I took my first trips in the 1960s, clutching my copy of Europe on $5 a Day. Independent Travel was the thing then—backpacks, youth hostels, rail passes, and meeting other wanderers in cafés from Amsterdam to Kathmandu. The big innovation? Traveler's Checks—thank you, American Express! My mother's travel story couldn't have been more...