Skip to content

Example: trip planning

Last verified: 2026-05-06 · Time: 15 minutes · No API key required

Plan a trip end-to-end with the AI as your scheduler, fact-checker, and packing list.

Layer 1 — Chat only Free

Help me plan a trip.

Destination(s): <e.g., Lisbon then Porto>
Dates: <e.g., 2026-09-12 to 2026-09-19>
Travelers: <e.g., 2 adults>
Pace: <e.g., one major thing per day, evenings unbooked>
Budget tier: <e.g., mid>
Things I care about: <bullet list — food, museums, walks, etc.>
Constraints: <e.g., I'm vegetarian; partner has knee issues; no late nights>

Output:
- Day-by-day itinerary in a markdown table (date | morning | afternoon | evening).
- A 1-paragraph "why this order" rationale.
- A short "neighbourhood by neighbourhood" lodging hint per stop.
- A 3-bullet "watch out for" list (scams, transit gotchas, holiday closures).
- A packing list grouped by category.
- Drafts only. Cite anything time-sensitive (festival dates, hours).

How to tell whether it worked: the itinerary respects pace + constraints. Time-sensitive claims are cited. The "watch out for" list is specific to the destination.

Layer 2 — Project / Space Sub

Build a "Trips" Project / Space:

  • System prompt: the format above + your default travel preferences.
  • Project Knowledge: 1-pager "how we travel" (allergies, mobility, partner preferences).

Each new trip is a one-message paste.

Perplexity Spaces are particularly good here for cited time-sensitive info (hours, holidays).

Layer 3 — Memory Sub

Global memory:

- Trip planning: one major thing/day, evenings unbooked, mid budget, vegetarian, partner has knee issues, no late nights.
- Always cite time-sensitive info (hours, holiday closures, festival dates).

Layer 4 — Scheduled action Sub

Not a typical scheduled task. Closest: a weekly "trip prep" reminder at T-30, T-14, T-7, T-1 days that asks the AI to re-check time-sensitive facts.

Manual fallback: 4 calendar reminders.

Layer 5 — Custom assistant Sub

Custom GPT / Gem / Skill "Trip planner":

  • Knowledge files: your travel preferences doc, a packing template, a "good lodging vs not" rubric.
  • Sample prompts: a real prior trip's brief and the itinerary it produced.

Layer 6 — Developer / API (optional)

Not a great fit. Trip planning involves volatile real-world facts; subscription tools with web access are the better surface.

Make it reusable

  • Save the Project / Gem.
  • After each trip, add 5 lines to the Knowledge file: what worked, what didn't.

Make it robust

  • Eval: take a past trip you remember well; run the prompt with that input; compare.
  • Red-team: include a constraint the AI might miss (e.g., "no flights with layovers >2h"). Verify it respected it.
  • Drift check: hours and prices change. Always re-verify the day before a booking.

What good output looks like

  • Itinerary respects pace + constraints + budget tier.
  • Time-sensitive claims are cited.
  • "Watch out for" entries are destination-specific, not generic travel platitudes.

If your plan doesn't have this feature

  • No Project → paste preferences and prompt each time.
  • No web access in your AI → switch to Perplexity for cited facts.
  • No Custom GPT → save the prompt; same effect.

See also