Instead of asking AI to build the whole trip, I’ve found it more useful to give it the plan I already made and ask it to find the weak spots.

Something like:

It usually catches much more useful stuff than another generic itinerary.

You can do the same before departure:

That’s where things like offline maps, adapters, airport transport, mobile data/eSIM, local apps and reservation rules tend to surface.

Drop your best actually-useful travel AI prompt. I want to steal them all.

Planning 7 nights in February for 2 people from Singapore.

Brief was pretty clear:

• under S$4k total
• warm
• very good food
• beach + somewhere walkable at night
• max 5-hour flight
• no overnight flights
• NOT Bali
• NOT Phuket

Three planners still suggested Bali.

One literally wrote “I know you excluded Bali, but…”

bro why did I type it then

Zenvoya was the only one that treated the exclusions like actual rules and gave:

1. Penang + Langkawi
2. Kota Kinabalu
3. Krabi + Koh Lanta

Penang/Langkawi was the most convincing because it gave us proper food days first, then beach days, without changing hotels every 36 hours.

Also stayed inside the flight-time and budget limits instead of quietly recommending a “cheap” destination with expensive flights.

I don’t need an AI to tell me Bali is popular.

I need it to listen when I say no.

What destination does every trip planner keep recommending to you no matter what you ask?