Episode 170 - Can AI Actually Plan Your Trip? Here's Where It Falls Short

Sunshine Travelers Podcast · Apr 28, 2026 · 23m

If you’ve started planning a trip recently, there’s a good chance you’ve opened up an AI tool and asked it to build you an itinerary. And honestly, that’s not a bad place to start. You can get ideas quickly. You can compare destinations. You can even map out a rough version of what your trip could look like. Here’s where things start to break down because AI doesn’t know what it doesn’t know. It assumes connections are easy. It assumes timing works. It assumes everything runs exactly the way it’s supposed to, and anyone who’s traveled, even a little, knows that’s not how it works.

In this…