
These Tragic AI Fails Are Proof That You Can't Fully Rely On ChatGPT To Plan Your Trip
HuffPost
It's supposed to make life easier, but in many cases it's just going to turn your trip into a nightmare.
As a travel writer who has visited over 100 countries, I recently decided to put AI planning tools to the test myself. For a 24-hour Alaska challenge I’m planning, I gave ChatGPT specific start and end times, plus non-negotiable requirements, including a helicopter ride in remote bear country, and dedicated rest time after the challenge before driving.
Despite my detailed parameters, it ignored the helicopter ride entirely and scheduled driving immediately after 24 hours with no sleep.
Even a simple weekend trip to Portland revealed serious flaws. The AI sent me across opposite sides of the city, suggested “short walks” to restaurants miles away, and had me arriving at attractions just before closing. It even scheduled my final activity to end at the same time my flight was departing, apparently believing I could teleport directly to my airplane seat.
What worries me most is when inexperienced families don’t spot these glaring mistakes before booking. Many are learning the hard way.
Such planning errors are common. Judy Gauthier, chief commercial officer of Go City, who has overseen the development of generative AI tools, discovered this while planning her family trip to the Smokies. “I used AI to recommend a waterfall hike that my family would love, and it repeatedly suggested the popular Laurel Falls Trail, which sounded perfect. Unfortunately, I later learned via a Smokies Facebook page that the trail was closed for an 18-month rehabilitation project.”













