Every multigenerational trip has a Grandpa situation. Not always a grandpa, technically. Sometimes it’s an uncle. Sometimes it’s a father-in-law. Sometimes, honestly, it’s just whoever in the group is most committed to the idea that travel is uncomfortable and expensive and ‘we just went somewhere two years ago.’ You know who I mean. Here’s […]
When people ask me about group trips, the first question is always about where. Italy or Portugal? River cruise or land tour? Beach or city? And the destination matters. Of course it does. But after planning group travel for dozens of people, I can tell you that the destination is almost never what makes or […]
Every few months someone comes to me already convinced that a cruise isn’t for them. Too touristy. Too structured. Too much food. (Okay, that last one is never actually a complaint.) And then I ask them to describe their ideal multigenerational trip. What they want for the grandparents. What the kids need. How many nights […]
I get a version of this call more often than I’d like. Someone reaches out wanting to plan a trip they’ve been thinking about for years. A big anniversary. A bucket list destination. A grandparent who’s always wanted to see the Northern Lights. And somewhere in the conversation, they mention that they almost called […]
I have a rule I give every multigenerational family I work with, and I give it before we even talk about destinations. Everyone gets their own room. Non-negotiable. I know what you’re thinking. That doubles the cost. Maybe triples it. And yes, I understand the instinct to save money by squeezing in. But I’ve […]
My client’s mom had talked about Alaska for years. Not in a ‘that would be fun someday’ way. In the way people talk about something they’ve half given up on. She mentioned it at holidays. She tore out magazine pages. She watched documentaries. And every year, life got in the way. Her daughter called […]
I watched a Hallmark movie a few years ago set at a Christmas market in Germany. You know the one. Cobblestone streets, twinkling lights strung between centuries-old buildings, a woman selling handmade ornaments, mulled wine warming everyone’s hands. The whole thing looked almost too beautiful to be real. And I remember thinking — does […]
If you’ve been dreaming about a big family trip in 2026 or beyond, now’s the time to start paying attention—because the travel landscape is changing in ways that can make your vacations smoother, more luxurious, and better planned (if you know what’s coming). Here are some of the biggest updates and trends families should have […]
When I started helping families plan trips, I second-guessed everything. Was this the right hotel? The best itinerary? The perfect activity for kids that wouldn’t bore grandparents? But in just 18 months of designing trips for clients—and years of planning my own family’s adventures before that—the biggest lesson I’ve learned is simple: 👉 Trust your […]
When most people picture a travel advisor’s day, they imagine sipping coffee while casually clicking “book” on a few flights and hotels. In reality? It’s equal parts puzzle, strategist, storyteller, and air traffic controller — all wrapped up in one very well-organized Google Sheet. Recently, I worked with a family planning a multigenerational Alaska cruise […]