Free AI City Break Planner: Build the Perfect 3-Day Itinerary
- Nath
- May 18
- 4 min read
There’s something magical about a 3-day city break. Just enough time to soak in the atmosphere, explore the highlights and still feel like you’ve had a proper escape. But planning those few days? That can be surprisingly stressful. Between juggling must-sees, avoiding tourist traps and trying to keep it all affordable, a short getaway can start to start to feel more like a chore than a treat.
After discovering how powerful AI could be for travel planning and experimenting with it in cities around me like Glasgow and Edinburgh, I created an easy-to-use AI City Break Planner, something simple, friendly, and genuinely useful to help you get excited about planning again. It’s designed for smart, curious travellers who want to make the most of their city break, without spending hours buried in tabs and travel blogs.
This is not just another download-and-forget PDF. It’s a guided tool that works beautifully alongside ChatGPT, Gemini or DeepSeek. It gives you all you need to create a trip around what you love and need, not just what the internet or a traditional city guide tells you to do.
What Makes This AI City Break Planner Different?
After using the power of AI to plan real city breaks, I wanted to share what I discovered with friends around me. That’s why I created this AI City Break Planner to help people start their trips based on what they actually like and need, not on a long Google search filled with generic results, out-of-context lists, or suggestions that don’t suit real people with real preferences.
Let’s say you’re visiting Amsterdam. Your ideal Top 5 or Top 10 things to do might be completely different depending on who you are:
Traveller Type | Possible Priorities |
First-time Tourist | Rijksmuseum, canal cruise, Anne Frank House |
Art Lover | Van Gogh Museum, hidden galleries, street art tour |
Culture & History Buff | Jewish Quarter, Resistance Museum, walking history tour |
Family with Kids | Science Museum (NEMO), Vondelpark, pancake boat |
Group of 50+ Best Friends | Relaxed sightseeing, coffee spots, scenic walks |
Off-the-Beaten-Path Explorer | Local markets, indie bookshops, quiet neighbourhood strolls |
This planner helps you build the version of a city break that fits you. It gives you the tools and shows you how to ask AI the right way, how to craft prompts that get meaningful results, so you can create your perfect city break:
A day-by-day itinerary tailored to your interests
Time-smart plans that include breaks, meals, and rest
Local tips you actually want to follow
A plan that feels like you, not like a tour group brochure
Whether you're solo, going with friends, escaping with your partner, or squeezing in a short break while travelling for work, this template adjusts beautifully to whatever kind of trip you’re planning, giving you the freedom to shape your city break your way.
What’s Inside the PDF Template
A powerful, customisable AI prompt that shows you how to ask the right questions and get itinerary results that work for your style
Customisation options based on budget, travel style, energy level, and pace
A troubleshooting guide to refine or rerun your AI results
Bonus: A "Do Not Include" list to help avoid tourist traps or unwanted suggestions
And yes, you can use it over and over again. Amsterdam this month, London next.
Why It’s Ideal for City Breaks?
City breaks are short and sweet. You want to explore, but not feel rushed. Discover new spots, but also enjoy a long coffee. AI is great at helping you strike the perfect balance between exploring and relaxing but for best results, you need to ask the right way. That’s exactly what this template is built to help with: giving you the right tools and guidance to get the itinerary that fits you best.
It’s ideal for:
Planning long weekends in European cities like Paris, Barcelona, Rome
Quick getaways in cities like Edinburgh, Dublin, Amsterdam
Trying out AI trip planning for the first time
No worries if you've never used AI before — this template is built on a friendly, conversational prompt and doesn’t require any tech know-how. Just bring your curiosity. I promise, it’s worth the download… and yes, it’s completely FREE!
How to Use the Template
Download AI City Break Planner as a PDF – It’s free and instant.
Pick your AI tool – Works with ChatGPT, Gemini or DeepSeek.
Add your trip details – Where you’re going, when, and what you love.
Run the prompt – Copy-paste and let the AI generate your 3-day plan.
Tweak & go – Edit, rerun, or expand until it fits your perfect vibe.
Where to Next?
This planner is just one of many tools I’m building at AI SmartTraveller to help you plan smarter, travel better, and explore your way. No generic lists. No guesswork. Just personalised, enjoyable trips made easier with the right mix of AI and heart.
If you use the template, I’d love to hear where it takes you. And if you're curious about using AI for longer trips, multi-city adventures or niche travel styles, browse our other AI Travel Guides or check out our Shop for more free and premium tools.
Download Your Free 3-Day City Break Planner 👉 Click here to download the PDF
✈️ Final Thought: A Great City Break Doesn’t Start with a Checklist
It starts with curiosity. With slowing down. Wandering through new streets. Discovering the side of a city most people miss, the version that’s just right for you.
With this planner, you’re not following someone else’s map. You’re creating your own adventure, one moment at a time.
Ready to see what smart, personalised travel feels like?
👉 If you want to explore more, see our discoveries with our Edinburgh Close-Hopping or When AI Travel Planning Gets It So Right – Discovering the Dunmore Pineapple adventure using AI!
Let’s go explore the world your way! 🧡🌍
👋 About Nathalie - Travel lover. AI experimenter. Hidden gem seeker.
Hi, I’m Nath, founder of AI Smart Traveller. I help people plan smarter trips using AI tools like ChatGPT and Gemini. Whether you’re travelling solo, with family, or chasing your next big adventure after 50, I’m here to make planning faster, easier, and more you.💛
Got more questions? Check our FAQ page for tips and answers.
I used it to plan my last city trip to Turin, Italy. Worked a charm and best of all it was Free