
Apr 20, 2026
The Thing Most Trip Planners Get Wrong: The Live Events
If you open any of the major AI trip planning tools today and ask for a five-day itinerary in a city, you'll get a detailed plan. Day-by-day structure, specific restaurant recommendations, museums to visit, neighborhoods to walk. The quality of these plans has improved significantly over the last two years. What you won't get, in almost any of them, is anything specific to the five days you've selected. The itinerary would be essentially identical if you'd chosen a different five days — next mo







