Weekend Planning with an AI

Introduction

Weekends are supposed to rechange us, and get us ready for the next Monday – but in the busy day-to-day life we often fall short on planning the big trips for the weekend. Errands, social plans and other things become priorities, and the trip that we truly wish for, doesn’t become a reality.

Whether you’re planning something solo, or for the whole family calendar, AI can turn the “We should do something this weekend” into a cut in stone, realistic & budget-aware plan, ready to follow and enjoy.

Example prompt

First we had to set up the prompt. And I asked myself, who is a better prompt engineer than ChatGPT Itself? With that logic i asked it to create a prompt to plan my weekend and ended up with the following

You are my weekend planning co-pilot. Help me design a balanced, budget-aware plan for Saturday and Sunday.

My constraints and preferences:
- Location: [your city/area]
- People: [solo / couple / family with ages / friends]
- Energy levels: [low / medium / high]
- Budget: [amount + currency] total for the weekend
- Weather sensitivity: [e.g., avoid heavy rain / okay with cold]
- Non-negotiables (must happen): [e.g., gym Sat AM, family lunch Sun, grocery run]
- Goals: [rest, nature, declutter, exercise, social time, a long read]
- Food preferences: [e.g., simple home-cooking, one café, no alcohol]
- Mobility: [walking / bike / public transport / car]
- Time windows unavailable: [times you cannot do activities]
- Kids or pets: [details if any]

Plan requirements:
1) Ask me up to 3 clarifying questions first if anything is ambiguous.
2) Propose a timeboxed schedule for Sat/Sun with start–end times (include buffers).
3) Keep the plan realistic (no more than 3 key activities per day).
4) Stay within the stated budget; include a line-item estimate.
5) Provide 2–3 alternative options for bad weather or low energy.
6) Add a short prep checklist (shopping, bookings, packing).
7) Format the output with:
   - A concise overview (3–5 bullet points)
   - A table with times, activity, location, cost estimate, and energy level
   - Budget summary (planned vs. remaining)
   - Prep checklist
   - Quick booking links or search terms I can paste into Maps
8) End with a 2-sentence reflection prompt for Sunday evening.

Make suggestions that are local, free or low-cost first, and prioritize recovery, daylight, and meaningful time over “busy.” 

Amazing isnt it? Whats even more amazing is the plan it made for us. Taking into consideration our prompt.

It also shows Alternative options, if the weather shifts upon us, and even gave a checklist for things to remember before going out. Everything seems about right, except maybe the prices, they seem very cheap.

Verdict

AI won’t live your weekend for you, but it can help you live it more intentionally. By locking in a couple of non‑negotiables, adding realistic buffers, and capping your spending, you turn a vague idea into a plan that feels doable. The more context you give, meaning energy levels, weather, budget, even your mood – the more your AI co‑pilot can shape suggestions that feel personal rather than generic. Think of it less as outsourcing your weekend and more as designing it with a thoughtful partner who keeps you on track, so you can focus on actually enjoying the time you’ve carved out.

Bullet proof prompt’s give bullet proof answers.

This post was written on September 25th, 2025 – AI’s might/will change…

Until next time

A Daily Prompt | Jonas Dalgas Kristiansen