What they did
u/o_vieira and their wife spent 14 days in Kyoto, Hakone and Tokyo with Claude Code as the travel assistant. Planning lived in the poster's Obsidian vault: a hub note, itinerary, bookings and a research note with every source and rejected option, with friends' tips logged by who sent them. The poster asked Claude Code to question them one decision at a time and to run a check of every day before each city. Claude Code then built a private, encrypted, offline web page hosted on Vercel with day cards, booking QR codes, per-journey train guides, taxi cards with the hotel address in Japanese, shopping lists and short stories for each stop. During the trip a Claude Code desktop session stayed running at home with Remote Control on, plus a routine to switch it back on if it dropped, so the poster could re-plan from a phone.
How it went
Missing a train turned into a re-timed day, an updated app and moved calendar events in a couple of minutes. It found a friend's bar tip in the notes and checked it was open, and set reminders on request. Many app features were added mid-trip, such as more detailed train guides after the couple got lost in a station. One failure: a store added on the fly went into the plan unchecked and turned out to be closed, so every stop is now checked on the place's own site first.
Worth knowing
Keep one source of truth; the poster edited the plan in two places and regretted it. Secrets stay in the macOS Keychain so Claude Code can deploy without seeing them. The poster did not share the code but posted a starter prompt in the comments, and several commenters reported building similar trip pages.