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
Plan a road trip around the best weather with Copilot
One user asked Microsoft Copilot to plan a road trip through Arizona that made the most of pleasant weather and exciting destinations, and shared the itinerary it produced.
Plan a road trip through [REGION] in [MONTH], choosing the order of stops so I get the most pleasant weather at each one (not too hot, not too cold). I enjoy [INTERESTS]. Include drive times, overnight stops and the typical temperatures you're basing this on.
Plan a group holiday for grandparents and children with Perplexity
One traveller used Perplexity Labs to plan a full itinerary for a party of six, including older relatives and children, for a summer trip. All that was left for her was turning up to the spa on time.
Plan a [NUMBER]-day trip to [DESTINATION] in [MONTH] for [NUMBER] people: [AGES, INCLUDING ANY OLDER RELATIVES AND CHILDREN]. Mobility needs: [DETAILS]. Mix gentle and active days, include rest time each afternoon, suggest family-friendly places to eat, and give a rough daily budget. Link to sources for opening times and prices.
Find the food locals actually eat with Perplexity
His mum had spent weeks fighting with generic tourist guides for a Curaçao trip, so one traveller spent five minutes with Perplexity and got an itinerary with food tips drawn from locals' posts on Reddit. She was delighted.
I'm visiting [DESTINATION] for [NUMBER] days. Skip the generic tourist lists. Using recent discussions from locals and frequent visitors (for example Reddit and local forums), recommend places to eat and dishes I should try, plus things to do that locals rate. Include the source for each tip and note anything that may have closed.
Reference: Business Insider