Earlier this year, I planned a month-long trip to Italy and hired a travel planner. It was amazing—but it was pricey. So for next year, I decided to experiment: I planned a 2-week trip to Greece using nothing but AI, a ferry app, Airbnb, and my own creativity.
And honestly? I loved this way more.
Here’s how it worked:
🧠 I started with a smart AI prompt: Instead of saying, “Plan a trip to Greece,” I asked, “Can you plan a 2-week trip to Greece that’s both relaxing and adventurous, includes ferries, hidden gems, and slow travel vibes?” The difference was stunning. I got back a day-by-day itinerary that felt aligned with how I travel—sunsets in Santorini, hikes in Naxos, beach cafés in Paros, and ferry rides that felt like mini cruises.
⛴ Ferries and island-hopping: I used the Ferry Hopper app to easily book routes between the islands. It made planning seamless-everything from Athens to Milos to Santorini was just a few taps away.
🚶♀️ Local flavor, AI-style: I even used AI to uncover lesser-known places locals love, like cliffside tavernas with no website, and quiet coves that didn’t make it into any guidebook.
💸 Cost comparison: I compared the approximate cost of my Greece trip with what my travel agent wants to charge me……and I will save over 50%. And that included lodging, transport, food, and activities. The key difference? I didn’t pay for a travel planner. I becamethe travel planner……..with help from AI.
This felt more personal, more exciting, and more me. If you’ve ever wanted to take the reins of your own travel planning but with a genius assistant in your pocket….this is the way.
Want help crafting your first prompt or need app suggestions? Just ask! I’d love to share what worked. 🌊🇬🇷✨
