Build a Full Trip Itinerary with Claude (Cowork, Code & Design)

A complete all-in-one, customizable system for planning a full, day-by-day trip with Claude — from a single intake to a dynamic, updateable, customizable plan. This deck walks through every component: destination research, flights, points-aware lodging, the day-by-day itinerary, restaurants and reservations, packing, credit-card credits, and best-time-to-visit timing — plus the Cowork-vs-Code playbook (where chat shines for research, synthesis, and drafting, and where Claude Code wins for schedule generation, calendar sync, and packing lists). It's built around a fully worked, anonymized example: a two-week Spain trip across Mallorca, Ibiza, Granada, and Madrid. For anyone traveling soon — or tired of losing a Saturday to 47 browser tabs — who wants AI to do the heavy lifting and one shared source of truth. A companion prompt library will be added so you can run the whole workflow yourself.