AI trip planners can generate a detailed two-week Indonesia itinerary in under 10 seconds, but the gap between AI’s confidence and accuracy is most visible in a country as logistically complex as Indonesia. AI handles the main tourist corridor well, including Bali itinerary sequencing, Visa on Arrival availability, the Love Bali tourist levy, and approximate costs for a private driver. However, problems begin beyond this corridor. Ferry networks are the first consistent failure point; AI tools confidently provide schedules for routes like Lombok to Sumbawa or Labuan Bajo to Maumere that may be months or years out of date, as ferry schedules in eastern Indonesia change seasonally. Permit systems are the second major gap, including Komodo National Park’s mandatory pre-booking through its SiORA system, Raja Ampat’s marine park fees, the Bromo permit structure, and the Rinjani trekking permit quota system, which are dynamic and locally administered.