The trips people put off are often the ones that matter most. On the real benefits of multigenerational travel, the finite window for getting everyone together, and why “someday” may be closer than you think.
Stories That Inspire the Way You Travel
I've been traveling since before I could walk. Literally. So when I write about a place, it's not from a brochure. It's from a terrace, a back road, a kitchen table, or a train I took because the timing was right. Some pieces are practical — the timing that matters, the question to ask before you book. Some are just stories I couldn't stop thinking about long enough to keep to myself. Pour yourself a coffee. Or wine. Probably wine.
Pull up a chair. This is where the stories live.
The Maasai warriors were mid-dance when they pulled my grandson in. That’s the part of traveling with grandchildren no itinerary can plan and the part they never forget. On designing a trip for memory, not mileage.
The best places for a multigenerational trip aren’t the ones with the most to do — they’re the ones where every generation can split off by day and still gather for dinner. Five I actually send families to.
The where is the easy part. What makes or breaks a multigenerational trip is the money, the pace, and the details nobody puts in the group chat — here’s how to handle all three.
Discover why European winter travel is my favorite season, from Salzburg’s Christmas markets to alpine villages like Kitzbühel and Heidelberg.
An Antarctica cruise isn’t one trip, it’s a dozen different ones depending on the ship and the route. Here’s how I’d help you choose, and why the booking window is more serious than almost anywhere on earth.
If you’re wondering where to travel in January, look south. New Zealand, Patagonia, South Africa, and Australia are in full summer while we’re in our coldest, greyest stretch, and the good lodges fill months ahead.
It’s July, which is exactly when the winter trips worth having start to book up. A case for winter travel planning in the summer, and why I’m chasing a cancellation to Antarctica while I’m at it.
There are places in Europe that have become victims of their own beauty. The Amalfi Coast. Santorini. Venice. Barcelona. The Algarve. All of them extraordinary. All of them, in summer, operating well beyond the threshold of what makes travel enjoyable. This isn’t a secret. Everyone who has been to Positano in August knows. Everyone who […]
It is late June. The grills are fired up, the sunscreen is stocked up, and the firecrackers are on standby for the Fourth. Summer 2026. It’s here. And I’m already thinking about summer 2027. That’s not a sales pitch. It’s just the reality of how summer travel works, especially for Europe. The short version: Europe […]
