Trip itinerary prompt

What most people type

plan a 4 day trip to Chicago in May for me and my wife, we like food and architecture, not big on nightlife

It works, but the AI has to guess your exact May dates, neighborhood or hotel and daily or total budget, so the first answer usually needs another round. The version below asks for exactly what a professional would deliver.

Plan a 4-day trip to Chicago in May for me and my wife. We like food and architecture and are not big on nightlife, so keep evenings low-key (for example, a relaxed dinner rather than bars or clubs).

Trip details:
- Dates: [exact May dates]
- Where we're staying: [neighborhood or hotel]
- Budget: [daily or total budget, and typical dinner price range]
- Dietary needs or foods we avoid: [dietary needs]
- Getting around: [walking, public transit, rideshare, or car]
- Mobility or pace: [easy, moderate, or packed days]

Format: a day-by-day itinerary with morning, afternoon and evening blocks. Group nearby stops together to limit travel time. For each day, give a short theme, the architecture stops, and the food stops (meals, plus a snack or coffee stop if it fits). Add a short note on what to book in advance, and a rainy-day backup for May weather. Keep descriptions to one or two lines each. Don't invent opening hours or prices; tell us to confirm them before we go.

Replace the [brackets] with your details before you send it: exact May dates, neighborhood or hotel, daily or total budget, and typical dinner price range, dietary needs, walking, public transit, rideshare, or car, easy, moderate, or packed days.

Why this version works

• Added placeholders for dates, budget, lodging, diet. These details change the plan most.
• Specified day-by-day blocks and grouped stops. Makes the itinerary practical and easy to follow.
• Turned 'not big on nightlife' into low-key evenings. Applies their preference to each day.
• Added booking notes and rainy-day backup. May weather varies; popular spots need reservations.

What a professional trip itinerary prompt covers

• Day-by-day format
• Budget placeholder
• Neighborhood or logistics notes

Best AI model for this prompt

This is a everyday task: everyday itinerary planning with clear preferences; needs solid organization, not deep reasoning. You don't need the most expensive model. The cheapest model at each company that handles it well:

Pay-per-use list prices for this prompt and its expected answer (about 1,100 tokens). On a monthly chat plan, the same choice shows up as more messages before you hit your limit. See today's AI prices.