I Let AI Plan My 14-Day Trip. It Was a Disaster (And Brilliant)

Описание: AI travel planning review: ChatGPT Spain Portugal trip itinerary for travelers over 50. 14-day travel planning using artificial intelligence. What worked/failed and travel tips for seniors.

I handed over control of our two-week Spain and Portugal adventure to AI, and wow... the results were wild. From genius recommendations that led us to hidden Douro Valley wineries, to logistical nightmares that almost had us missing international flights, this experiment taught me exactly when to trust AI and when to take back control.

If you're curious about using AI for travel planning, wondering if ChatGPT can actually plan a good trip, or just want to see what happens when technology meets real-world travel chaos (hello, countrywide power outage!), this video is for you.

In this video, I'm sharing exactly what happened when we trusted AI to plan our two-week adventure through Madrid, San Sebastian, Barcelona, Porto, Lisbon, Sintra, and Seville.

You'll learn:

✅ What AI travel planning does BRILLIANTLY
❌ Where AI completely fails at logistics
🗺️ How to use the hybrid approach (AI + human oversight)
⚡ What to do when your perfect AI itinerary falls apart (like during Spain's massive power outage)
🍷 The hidden gems AI helped us discover
✈️ Why AI can't understand real-world travel timing

Whether you're planning your first AI-assisted trip or wondering if ChatGPT can replace a travel agent, this honest review will save you from making the same mistakes we did.

TIMESTAMPS:
0:00 - Intro: We Let AI Plan Everything
0:30 - The Hybrid Approach
1:00 - The Setup: AI vs Reality
2:00 - The Breaking Point: Logistical Nightmare
3:00 - The Route Reveal
3:45 - Honeymoon Phase: When AI Worked Perfectly
5:00 - The Cracks Appear: Power Outage Disaster
6:15 - The Resolution: Finding Balance
7:30 - The Verdict: AI vs Human Travel Planning
9:00 - Final Thoughts & Your Stories

DESTINATIONS FEATURED:
🇪🇸 Madrid, Spain
🇪🇸 San Sebastian, Spain
🇪🇸 Barcelona, Spain
🇵🇹 Porto, Portugal
🇵🇹 Douro Valley, Portugal
🇵🇹 Lisbon, Portugal
🇵🇹 Sintra, Portugal
🇪🇸 Seville, Spain

RESOURCES MENTIONED:
• Patricia's Lisbon Tours: @pafernandes1703
https://www.instagram.com/pafernandes...
• Douro Valley Small Group Tour: https://www.airbnb.com/experiences/18...
(ignore 2019 in the title. We took the tour in 2025 ;))

TRAVEL PLANNING TOOLS:
• ChatGPT
• Airbnb Experiences

💬 HAVE YOU USED AI TO PLAN A TRIP? Share your success stories or disasters in the comments below! I'd love to hear what worked (or didn't work) for you.


CONNECT WITH ME:
Website: https://jacquej.com/

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(All of my travel curations are featured here.)

Instagram: @jacquejplano
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