AI Fails
I Asked an AI to Plan My Vacation. It Was a Disaster.
Last month I let ChatGPT plan a three-day trip to the mountains. On paper, it looked perfect. Every hour scheduled. Restaurant reservations with fake names that didn't exist. A hiking trail that closed in 2019. The AI even suggested a "romantic sunset spot" that turned out to be a parking lot behind a gas station. My partner was not impressed. Here's what I learned. AI has read the entire internet. But it has never felt sunburn. It doesn't know that a two-hour drive between activities is exhausting. It can't smell the bad pizza place. The itinerary looked beautiful as text. Real life laughed at it. We ended up throwing away the plan after breakfast and just driving until something looked fun. That worked way better. So yeah, AI can help you pack. But don't let it hold the map.
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Apr 2026
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