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plan-trip

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Guided trip planning workflow. Asks destination, dates, travelers, class, and flexibility, then runs parallel flight/hotel search with cpp math and booking plan.

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

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Nov 9, 2026
License
MIT

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# Plan Trip Skill

The user invoked this skill explicitly. Run a guided trip planning workflow that produces a concrete, opinionated recommendation with cents-per-point math, transfer paths, and a booking plan.

## How to run this

If the user already gave details in their prompt arguments, use those. Otherwise, ask in this order, one question at a time. Don't fire all the questions at once.

1. **Where?** Destination(s). Accept regions ("Scandinavia"), cities ("Tokyo"), or specific airports.
2. **When?** Departure month or date range. Note flexibility: "exact dates" vs "any week in March" matters a lot for award availability.
3. **Who?** Number of travelers, ages if children/infants. The toolkit supports infant pricing and seat configurations.
4. **What class?** Economy / premium economy / business / first. Default to economy if unstated.
5. **Trip length?** Number of nights at destination if applicable.
6. **Points or cash?** Three valid answers: "best of both" (default), "points only" (treat cash as last resort), "cash only" (skip award search).
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