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Why Some Trips Need to Be Planned a Year Out  (And How to Know If Yours Is One of Them)

Should I Start Planning Now?

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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. […]

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Most people think hiring a travel advisor means someone books your flights and hotels and sends you an itinerary. And okay, yes, that is technically part of it! But there is a whole layer of things happening behind the scenes that you will never see, never know about, and honestly might not even think to […]

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(Spoiler, it was NOT the Hotel Del Coronado) Okay, I have to tell you a story. I once checked out of a hotel literally four minutes after checking in. Four minutes!! I walked in, looked around, and walked right back out. The front desk probably thought I was crazy. I was not. The hotel was […]

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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 […]

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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 […]