You do realize though that in terms of the business model, having the AI partner with select resorts and tour guides is a much more lucrative business model for the AI tour planning company?
In the end, you'll end up with Booking.com with extra steps:
"Perfect, ugh123! I've got just the hotel for you! It's the Marriott Grand Paradise, our top partner hotel. It is only 45 miles away from the specific address you requested and just barely $150 over budget per night, but they have a 4.9 rating, and with their Top Partner status, you earn 10 BookiePoints by booking there. Hurry, 33 people have booked a room there in the last hour! Do you confirm? Whoops, one more booking just now, only one room left! Do you want to save yours now?"