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Would You Rather Have an AI That Plans the Perfect Trip—or One That Knows What You Hate?

This story is from 2026-09-04. It is preserved in the archive; the latest stories are on the live feed.

AI is getting surprisingly good at planning trips. Give it a destination, a budget, and a few days, and it can generate an itinerary in seconds. Five days in Tokyo? Shibuya on Day 1. Asakusa on Day 2. Tokyo Tower on Day 3. Ginza on Day 4. TeamLab on Day 5. It looks perfect. The problem is… I might…

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  1. 2026-09-04 09:34 · DEV Community — AI
    Would You Rather Have an AI That Plans the Perfect Trip—or One That Knows What You Hate?

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