I Asked AI To Plan My Upcoming Trip (Using 7 Free Tools)
AI for Travel, Travel Tips Jonathan Miksis AI for Travel, Travel Tips Jonathan Miksis

I Asked AI To Plan My Upcoming Trip (Using 7 Free Tools)

I tested seven free AI trip-planning tools for a one-week winter road trip through Southern California. Some gave me smart routes and cool hidden gems. Others missed basic details like winter hours, traffic, and realistic pacing. Here’s how each tool performed, what they got right, and where they fell short…and why expert trip planning still matters.

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AI Prompts to Find the Cheapest Places to Travel in 2026

AI Prompts to Find the Cheapest Places to Travel in 2026

Travel prices are getting weird in 2026, but that’s good news if you know where to look. After visiting 73 countries and using AI to plan three trips already for next year, I’ve learned how to spot destinations where your money goes way further. This guide breaks down the exact prompts I use to uncover cheap places to travel in 2026, plus the regions that will give you the best value.

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How to Use AI to Find Cheap Flights to Europe (for Under $300)

How to Use AI to Find Cheap Flights to Europe (for Under $300)

Most travelers overpay for Europe flights. I’ve booked roundtrip tickets for under $300 using AI prompts with Gemini and ChatGPT. In this guide, I’ll show you the exact strategies and prompts to hack airfare…so you can fly to Europe on a budget without wasting hours searching.

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15 AI Prompts to Save Money When Booking Travel

15 AI Prompts to Save Money When Booking Travel

As a full-time travel blogger for 8 years, I’ve spent countless hours hunting for the best deals and travel hacks. But over the past couple of years, AI has completely changed the game - helping me find cheaper flights, score hotel upgrades, and uncover hidden discounts in minutes instead of hours. In this post, I’m sharing 15 AI prompts that have saved me serious money (and time) when booking travel.

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