Some trips are spontaneous. Others mark a moment. A graduation. A milestone birthday. A 25th anniversary. A retirement worth a champagne toast at the ends of the earth. The travel writer Pico Iyer once said wanderlust isn’t an addiction to movement — it’s a commitment to transformation. That’s what milestone travel is built on. A multi-day Orient Express journey through Tuscany when the kids leave for college. A yacht week in the Greek Isles for the big birthday. A vineyard anniversary in South Africa. A retirement bucket-list trip you’ve been imagining for decades. Here’s how I’d plan a trip that’s worthy of the moment you’re celebrating.

Happy Travels!
