On call · family
Travel Concierge
An AI concierge that plans our trips, builds the itineraries, and asks us how it went.
Why it exists
We belong to a vacation club with dozens of properties, which sounds relaxing and is actually a part-time job: booking windows open and close, availability vanishes, and someone has to track it all, build the day-by-day plan, and remember what worked last time. I gave the job to software. Now the family discusses trips with a concierge that already knows our history and our tastes.
What it does
- Watches for openings. Monitors availability for the places we want, and flags windows that fit the family calendar.
- Plans conversationally. We tell it what kind of trip we're imagining; it comes back with options, trade-offs, and a recommendation.
- Builds real, living itineraries. Day-by-day plans with flights, weather, and costs, synced in real time and reorderable by everyone on the trip at once.
- Runs the debrief. After each trip it asks what we loved and what we'd skip, and the answers shape the next plan. It gets better every trip.
| Status | In service for family trips |
| Cadence | On call; availability monitoring runs continuously |
| Built with | Node.js + PostgreSQL with an AI concierge layer, built by my agent fleet |
The honest catch
The concierge is only as good as its memory of what the family actually enjoyed, and collecting honest post-trip feedback from busy humans turns out to be the hardest engineering problem in the system.