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 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.

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.

“We’re thinking about a group tour.” It’s one of the more common ways a conversation with me begins, and it’s always a good starting point. Just not quite a complete one. Because group tour covers an enormous amount of ground — from a fifty-person motorcoach rolling through five countries in eight days to twenty travelers […]

Join My Newsletter