Individual skill

trip-planner

Full trip planning orchestration. Combines flight search, hotel search, and points optimization into one cost analysis. Use when the user says "plan a trip" or wants the complete picture for a destination.

plugins/travel-hacking-toolkit/skills/trip-planner/SKILL.md

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Last checked
Nov 10, 2026

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931
Repository last updated
Nov 9, 2026
License
MIT

Observed agent integration: No specific integration evidence. Standard SKILL.md installation does not imply verified compatibility.

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**Companion reference skills.** Load these for deeper context:
- `flight-search-strategy` — full search workflow and source priority
- `lessons-learned` — Seats.aero workflow and common failure modes (load before any award search)
- `points-valuations` — CPP rules, opportunity cost
- `partner-awards` — reachability through alliance + bilateral partnerships
- `award-sweet-spots` — flag legendary redemptions
- `booking-guidance` — booking flow + phone numbers + the "hold before transfer" rule
- `transfer-bonuses` — live current transfer bonuses (weekly refresh) before recommending any transfer
- `stopovers` — per-program stopover rules; can turn a one-trip plan into a multi-city itinerary at no extra mileage cost
- `award-holds` — per-program hold rules; affects transfer timing decisions
- `round-the-world` — when the trip request implies 3+ stops or multiple regions, RTW products may be cheaper than separate awards
- `status-match` — when a user mentions wanting status or asks about elite tier shortcuts; covers free direct matches, paid concierge fees, and once-per-lifetime warnings

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