AI Can't Book Your Trips... yet

But Gondola AI can help you personalize and optimize your hotel bookings

Author

Wuhoo Group
February 25, 2026

Most AI tools promise to “book your travel for you” or help you find incredible deals… But usually it’s useless…

A bold claim on Instagram Threads

And that’s not what serious points travelers need - or really, they don’t need that AI slop that hallucinates flights or brings itineraries you’d never agree to.

But AI used correctly, can be an amazing tool. I just built my own CRM using OpenAI’s Codex to keep track of all my clients and actions. Now, smarter people than me have taken AI much further. Instead of trying to replace human decision-making, they’re using AI to make it sharper, more personalized, more strategic, and more aligned with how you actually travel.

That’s what made my recent conversation with Xan Tanner from Gondola AI interesting - a super helpful tool that allows you to:

  • See where you can search hotels (with cash and with points) all in one comprehensive portal

  • Triple stack with direct bookings, so you earn points with the hotel brand, your credit card, and with Gondola cash

  • Get personalized recommendations based on where you’ve stayed previously and other inputs.

Join Gondoal.AI today for free and get started with optimizing your points. The first thing that blew me away when I signed up was the ease and speed of collecting all my hotel points and statuses and organizing them. It’s going to be super helpful for me.

Weekly Credit Card Tip #51

AI can help you plan itineraries and other aspects of your trip. Right now it can’t give the most accurate info on award flights and routes. Use trusted guides and sources instead like the airline websites themselves - but even then be careful of phantom awards!

What’s In our Wallets (Newsletter Exclusive)

Our lineup for this week is below. See our rationale here just for newsletter subscribers like you.

Matthew: World of Hyatt Business | Capital One Venture X

Sarah: Matt’s World of Hyatt Business | Capital One Venture X

Did you receive this newsletter from someone? Subscribe now to stay updated of new blog posts and exclusive content.

About WuhooPoints

WuhooPoints focuses on the credit card consultation side of Wuhoo Group. We help you unlock the power of your credits cards for free luxury travel.