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Travel

Planning a trip with AI: what it's good at, and what to double-check

AI assistants are great for itineraries, packing lists and comparing options. They're less reliable on opening hours, prices and visa rules.

By the Kitchen Table AI team · November 2026 · 5 min read

Planning a trip involves dozens of small decisions. An AI assistant can take a lot of the legwork out of it — as long as you know where it's strong and where you need to check.

Where AI shines

  • Rough day-by-day itineraries that group nearby sights together.
  • Packing lists tailored to the weather, activities and length of stay.
  • Comparing neighbourhoods to stay in, based on what you care about.
  • Turning a messy list of ideas into a realistic plan with rest time built in.

What to double-check

Opening hours, ticket prices, transport timetables, entry requirements and visa rules change often, and an assistant may give outdated or invented details. Confirm them on official websites before you book or travel.

Give it your style

Tell it your pace (relaxed or packed), budget level, who's travelling, and what you enjoy. “Two adults, slow mornings, love food markets, hate long queues” leads to a far better plan than “3 days in Lisbon”.

Try today: Ask: “Plan [number] days in [place] for [who]. Pace: [relaxed/busy]. We love [interests] and want to avoid [dislikes]. Group sights by area and include one rainy-day option per day. List anything I should verify before booking.”
Want more prompts like this? The Kitchen Table AI Handbook has 42 copy-paste prompts for meals, admin, travel, family and staying safe.