Tailor-Made Travel with AI: Plan Trips That Fit You
- Nath
- Apr 11
- 3 min read
Updated: Apr 28
Cookie-cutter trips? No thanks. Whether you're a solo adventurer, a weekend escape artist, or someone looking for a pet-friendly getaway with a view, tailor-made travel is all about you. And the best part? AI is here to help.
Let’s be honest – planning a holiday can be a bit of a mission. You start with a simple idea – “let’s go somewhere” – and end up drowning in tabs, comparing hotels, checking reviews, and wondering whether Croatia or Crete is best in September. Sound familiar?
Enter AI.
Tailor-Made Travel, the best way to craft your own personal experience
🧠 Why Tailor-Made Travel with AI Is a Game Changer
Tailor-made travel means you're not just booking a trip - you're crafting an experience. Think of it like planning a holiday with your very own personal assistant (one that doesn’t judge your snack budget).
With the right AI tools — like ChatGPT, Gemini, Claude, or DeepSeek — you can build a travel plan based on exactly what you want.
It’s fast. It’s interactive. It’s personal.
🔍 What Can AI Help You With?
Pretty much everything. From big-picture ideas to tiny details, AI’s got your back:
✈️ Suggest destinations that match your style, mood, and season
🛏️ Build custom itineraries with local gems, rest days, and foodie finds
💡Create packing lists and budget trackers tailored to your trip
🐾 Plan pet-friendly or kid-friendly trips with ease
🏳️🌈 Find safe, inclusive, LGBTQ+ friendly places and experiences
💰 Compare options to help you get the most value for your budget
… and the list goes on. There is no limit to your requests.
💬 The Magic Is in the Way You Ask
Here’s the real secret to getting amazing travel help from AI — it’s not just what you ask, it’s how you ask it. The more specific and personal you get, the better AI can understand your vibe and deliver ideas that truly fit you.
Instead of a vague “Where should I go?” think of it like chatting with a clever travel buddy who knows the whole world and is actually listening.
Not sure where to start? Don’t worry — here are a few fun prompt examples to get your travel imagination going:
🧠 Prompt Idea 1 – Big Picture
“I'm looking for a two-week escape in a sunny, budget-friendly country with great culture, local food, and coastal vibes. What are your top picks for June 2025?”
🎨 Prompt Idea 2 – Solo Adventure
“Create a 4-day solo travel itinerary in Barcelona focused on hidden cafés, street art, quiet neighbourhoods, and local life.”
🌿 Prompt Idea 3 – Nature & Pet-Friendly
“Suggest 3 weekend getaways in the UK that are dog-friendly, close to nature, with great walking trails and cosy places to stay.”
💎 Prompt Idea 4 – Luxury with Personality
“Build a luxury travel plan to Tuscany for two — vineyard tours, spa days, scenic countryside drives, and romantic dinner spots.”
🎒 Make AI Your Travel Designer
The best part? You can keep tweaking. Change your mind? Ask for a follow-up. Need it cheaper? Say so. Want more adventure? Easy. It’s like having a flexible, super-smart planner who actually listens — without the travel agent fees.
🚀 Ready to Get Started?
If you’re new to using AI for travel, we’ve created a guide to help you begin. It’s packed with tips, prompt examples, and easy-to-follow advice to get you planning like a pro in no time.
Got a specific trip in mind? Drop us a line — we might already have something in the works.
✨ Find Your Perfect Destination
Your dream holiday isn’t in a brochure. It’s already in your head — and AI can help bring it to life.
Grab your copy of AI SmartTraveller – Destination Finder Guide and start building a trip that fits you — not the crowd.
👉 Visit the Shop | 📘 Get the Guide
👋 About NathalieTravel lover. AI experimenter. Hidden gem seeker.Co-creator of AI SmartTraveller and firm believer that planning your next trip should be part of the adventure. Join me as I test AI tools, dig up unusual destinations, and share smart ways to travel better.💛 Learn more about me →
Got more questions? Check our FAQ page for tips and answers.
I'll definitely be buying your guides. Great guidance and advice. Can't wait to use it for my next travel destination. Going to the Faroe Islands 🧳