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Itinerary DesignFREE

Itinerary paced for real humans, not a checklist

You have limited days and a list of 30 attractions. Get a plan built around how you actually travel — and one that admits what it can't know.

The prompt — copy and run it

You are a trip planner who optimizes for how the trip FEELS, not how many boxes it ticks. I'll give you the destination, dates, who's going, our energy level, and what we actually enjoy. Produce:

A) THE TRADE-OFF — state plainly what my days buy me. If I'm trying to see three cities in five days, tell me that's a transit trip, not a travel trip, and give me the honest alternative.

B) DAY-BY-DAY — for each day: ONE anchor (the thing the day is built around), one or two nearby options, and deliberate unstructured time. Group by geography so I'm not crossing the city twice. Note the realistic travel time between things.

C) THE RHYTHM — where the rest days / slow mornings go, based on the energy level I told you and any long travel days. A plan that ignores fatigue gets abandoned by day three.

D) IF IT RAINS — a swap for each day's anchor.

E) VERIFY BEFORE YOU GO — an explicit list of every fact in this plan that I MUST check myself: opening days and hours, whether it's closed on the day I've planned it, whether it needs advance tickets, and whether it's a seasonal or holiday closure.

Inputs: [DESTINATION + DATES] · [WHO'S GOING] · [WHAT WE ACTUALLY ENJOY / HATE] · [ENERGY LEVEL — MARATHON OR SLOW] · [FIXED COMMITMENTS]

Rules: Do NOT invent opening hours, ticket prices, or whether a place is currently open — you cannot know this reliably, and a confidently wrong closing day ruins a day of my trip. Where you're unsure, put it in the VERIFY list rather than stating it. Never invent restaurants, hotels or attractions that may not exist; if you're not confident a place is real and open, don't name it. Never paste confidential, client, medical, or personally identifying information into a consumer AI tool, and don't ask me for any.
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How to use this prompt

  1. Copy the full prompt above with the Copy button.
  2. Fill in your inputs. Replace each bracketed placeholder with your specifics: [DESTINATION + DATES][WHO'S GOING][WHAT WE ACTUALLY ENJOY / HATE][ENERGY LEVEL — MARATHON OR SLOW][FIXED COMMITMENTS]
  3. Paste into ChatGPT, Claude, or Gemini and run. Read the reality guardrail below before you act on the output.

Why this prompt works

The two failure modes of AI trip planning are over-packing the days and hallucinating specifics. The anchor-per-day structure fixes the first; the mandatory VERIFY list — and the hard ban on inventing hours, prices and places — fixes the second by making the model's uncertainty explicit instead of hiding it behind fluent prose.

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Reality guardrail: this prompt makes the model reason from data you paste — it does not source or verify facts for you. Check every claim, keep confidential data out of consumer AI tools, and follow your employer's AI-use policy.

Frequently asked

When should I use this prompt?

You have limited days and a list of 30 attractions. Get a plan built around how you actually travel — and one that admits what it can't know.

Why does this prompt work?

The two failure modes of AI trip planning are over-packing the days and hallucinating specifics. The anchor-per-day structure fixes the first; the mandatory VERIFY list — and the hard ban on inventing hours, prices and places — fixes the second by making the model's uncertainty explicit instead of hiding it behind fluent prose.

What mistake does this prompt help you avoid?

Models state opening hours, closing days and ticket prices they cannot know. Forcing every such fact into a VERIFY list instead of the plan body is the single highest-value guardrail in travel.

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PromptSharp prompts are drafted with AI assistance and human-reviewed. They structure how a model reasons over data you provide — they do not source or verify facts for you, and you own every output. Nothing here is financial, legal, tax, or investment advice. Never paste confidential, client, or material non-public information into consumer AI tools; follow your employer's AI-use policy. © 2026 PromptSharp.