A travel writer used ChatGPT instead of hours of reading before a Door County trip: which attractions people call overrated, which are worth the crowds, and which town suits her. It recommended two restaurants that had closed, but she felt confident enough to book a rental that night.
I'm going to [DESTINATION] in [MONTH]. Give me the lay of the land: which popular attractions are often called overrated and which are worth the crowds, the best times to visit them, and three varied sample itineraries. I like [PREFERENCES]. Which town or area should I stay in, and why? Then play devil's advocate on your own suggestions.
Replace the [PLACEHOLDERS] with your own details before you send it.
How to try it
- Ask broad ‘lay of the land’ questions rather than for exact restaurant picks.
- Push back and ask it to argue against its own recommendations.
- Check every restaurant and attraction is still open before you plan around it.
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.
Gather holiday research into one notebook with NotebookLM
In a Hacker News thread on everyday AI tools, one user said they use NotebookLM to explore sources in bulk and to prepare holidays.
Using only the sources in this notebook, create a short trip briefing for [DESTINATION]: top things to see, practical tips (transport, money, opening days), food to try and anything my sources disagree on. Cite which source each point comes from.
Claim back lost-luggage expenses with ChatGPT
When his luggage went missing for three days in the US, one traveller asked ChatGPT to find the receipts in his email and photos, locate the airline's form, fill it in and submit it. He expects $300 he would otherwise never have claimed.
My checked bag was delayed for [NUMBER] days on [AIRLINE] flight [NUMBER], file reference [PIR/FILE NUMBER]. I bought these essentials: [ITEMS AND PRICES]. Explain what airlines usually reimburse for delayed bags, what receipts I need, and draft the text for the claim form and a covering message.
Reference: Business Insider