
May 4, 2026
The Wrong Question Most Travelers Ask Before a Trip (And a Better One)
"What should I do in [city]?" is the default question travelers ask when planning a trip. It gets typed into search engines millions of times a day. It prompts guidebook chapters, travel blog posts, and AI itineraries. It is, in almost every case, the wrong question. Not because it's unhelpful — the results are often technically accurate and sometimes genuinely good. But because it's asking the city to define your experience of it, rather than asking yourself what kind of experience you want.






