Europe

There’s one thing I do on every single itinerary I build, no matter the destination, no matter the family, no matter how many things are on the list to see and do. I protect the arrival day. Not partially. Not “we’ll see how the flight goes.” Completely. The arrival day is not a planning day. […]

Italy has been on your list for a while. You’ve pinned the photos. You’ve watched the Reels. You’re pretty sure you want to go. But here’s the question I ask before I plan any Italy itinerary – and it’s not “which cities do you want to see?” It’s: why do you want to go to […]

Why Some Trips Need to Be Planned a Year Out (And How to Know If Yours Is One of Them) There’s a question I get asked more than almost any other: how far in advance should we start planning? And the honest answer is – it depends on what you’re trying to do! Some trips […]