Travel + AI
Travel more. Pay less. Let AI do the hunting.
I've spent 8 years and 73 countries hunting travel deals as a full-time travel blogger. AI turned that skill into a system anyone can copy. This is the toolkit.
Start here
One tool before any prompt: deal alerts on autopilot
Prompts find deals when you go looking. Going (formerly Scott’s Cheap Flights) finds them while you sleep: set your home airport and it emails you mistake fares and flash deals, including the $300 Europe roundtrips I keep writing about. Start free, and if you fly internationally at least once a year, Premium pays for itself with one booking (code JON25 takes 25% off).
The guides, in the order I’d read them
- 1.20 AI prompts for cheap flights & travel deals
The core playbook: flights, hotels, and hidden fees, with the Gemini flight-booking prompt readers love
- 2.Cheap flights to Europe with AI (under $300)
Gateway-city arbitrage, mistake fares, and Google's new AI Flight Deals tool
- 3.AI prompts to find the cheapest places to travel
18 prompts for picking destinations where your money goes furthest
- 4.I tested 7 free AI trip-planning tools
What actually works for itineraries, and what falls apart
- 5.AI prompts to automate your budgeting
Fund the trips: money prompts that run themselves
The 60-second version
Ask Gemini for the cheapest cities to fly into (not where you want to end up), let AI pick your U.S. departure hub, run the shortlist through Google’s AI Flight Deals, set Going alerts for mistake fares, then book the cheap gateway and hop the last leg on a budget carrier. That system is how I booked Boston to Madrid for $274 roundtrip, the full walkthrough is in the Europe guide. The miles behind all this come from my main travel site, My Global Viewpoint; and if the Alps are calling, Alps by Design has the base towns, rail routes, and itineraries.
All my travel prompts plus the rest of the library, copy-paste ready.
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