5 ways AI should be fixing travel planning right now

Forget basic chatbots. The technology exists to transform how we book trips—companies just aren’t taking the time to implement it.

Recently, I attempted to plan a road trip through Canada. What should have been exciting—imagining stunning national parks and scenic drives—became a digital nightmare of juggling 50 different websites. Just figuring out the basics was exhausting: Could I take my dog to the parks? Were there direct flights? What activities would be good for my three kids? What’s the best driving route? Each question spawned five new browser tabs.

If you’ve ever had the pleasure of planning a trip yourself, you’re probably nodding your head. Here’s the reality of travel planning today:


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