A couple planning Tunisia had ChatGPT and Claude each design a day in the same three cities, then built their own plan from both. ChatGPT's ambitious desert day was too much, but Claude's food tour and two historical detours became highlights.
We're visiting [CITIES] in [COUNTRY] from [DATES]. Design one full day in each city for two adults who enjoy [INTERESTS]. Be realistic about travel times between places and flag anything weather-dependent. Explain why you chose each stop.
Replace the [PLACEHOLDERS] with your own details before you send it.
How to try it
- Give the same prompt to two AI tools, for example ChatGPT and Claude.
- Compare the plans side by side and pick the stops you both like.
- Check driving times and conditions locally; the article’s long desert drive was harder than the plan suggested.
More travel use cases
Keep a living holiday itinerary with ChatGPT
One traveller has ChatGPT pull her holiday plan together: as she adds flight times, accommodation, tickets, free days and wish-list activities, it keeps the itinerary updated and adds restaurant and sightseeing ideas.
Keep a running itinerary for my trip to [DESTINATION] from [DATES]. Here's what's booked so far: [FLIGHTS, HOTEL, TICKETS WITH TIMES]. Things I'd like to do: [LIST]. Lay it out day by day, keep free days free, and suggest restaurants near each day's plans. Each time I send an update, give me the full revised itinerary.
Translate menus and practise phrases abroad with ChatGPT
On Hacker News, one traveller described using ChatGPT to translate a Japanese menu into romaji and English, explain the difference between two Turkish yoghurt dishes, and talk them through basic Tagalog phrases by voice while walking around Manila.
Here's a photo of a menu in [LANGUAGE]. Translate each dish into English, show how to pronounce it in [ROMAN LETTERS/PHONETICS], and briefly explain what it is. Flag anything containing [ALLERGENS OR FOODS I AVOID]. Then teach me how to order [DISH] politely.
Turn a holiday itinerary into a calendar file with ChatGPT
One holidaymaker asked ChatGPT for an itinerary based on his and his wife's interests, then to add a rocket launch, then to turn it into a calendar file. After a few failed attempts it produced a working one that they both imported into their phones.
Make me an itinerary for [DESTINATION] on [DATES]. I like [INTERESTS]; my partner likes [INTERESTS]. Add [SPECIAL EVENT]. Then create a calendar file (.ics) with each activity as an event with start and end times, location and a short note, so I can import it into my phone's calendar.
Reference: Business Insider