How to Use AI to Plan Your Next Road Trip
I’ve always loved the process of planning a road trip—digging into Roadside America, browsing Roadtrippers, checking out local city Instagram accounts, and falling down the rabbit hole of deep Google searches. There’s something fun about hunting for those quirky stops and offbeat attractions that make a trip truly memorable.
But now, thanks to AI tools like ChatGPT, Gemini, and other AI-powered platforms, the process just got a whole lot easier (and honestly, more fun!). You don’t have to spend hours clicking through websites or zooming in on Google Maps—you can just ask and get a custom list in seconds.
If you’re someone who loves unique stops, budget-friendly fun, and the thrill of discovering something new, you’re going to love this.
Step 1: Open a Chat Window
Start with whatever AI tool you prefer—ChatGPT, Gemini (Google’s AI), or others. Most have free versions that work perfectly for trip planning.
Step 2: Give It the Basics
Tell it where you’re starting and where you’re going. Be as specific as possible.
Example:
“I’m planning a road trip from Lexington, KY to Asheville, NC. I want to find indoor attractions, antique malls, roadside oddities, and local art museums along the way that are free or under $10. Please list mileage and drive time from my starting point.”
Suddenly, you’ve got a personalized travel guide—without spending hours making one yourself.
Step 3: Ask for Specific Filters
This is where AI becomes a game-changer.
- Want air-conditioned stops only? Just say so.
- Looking for free admission or attractions under a set amount? Be specific.
- Want to avoid bad weather? Ask for indoor attractions or places that are open rain or shine.
Need ideas for how to stay active while traveling?
How to Get 10,000 Steps on a Road Trip.
Step 4: Discover the Quirky & Unexpected
Let AI help you find the fun, out-of-the-ordinary stops that make a trip special.
- “Are there any pink elephants with glasses on my route?”
- “Any odd museums or murals painted on buildings?”
- “What are the weirdest roadside attractions near my stop?”
These are the kinds of places you’ll talk about long after the trip is over—the surprises that make the journey memorable.
Step 5: Organize Your Plan
Once AI gives you a list of suggestions, copy and paste the list into a Google Doc. Add your own notes, map links, and addresses. Then either print it out or save it to your phone.
You can even create a day-by-day plan with drive time estimates and backup options in case a stop is closed.
Step 6: Repeat
Road trip planning isn’t one-and-done. You can keep going back to your AI chat and fine-tuning things:
- “What are some used bookstores in Nashville?”
- “Are there any attractions open on Mondays?”
- “What’s the best scenic route to avoid traffic?”
Ask as often as you need to—AI is ready for a dozen revisions and won’t judge you for changing your mind!
Don’t Be Afraid of AI
AI isn’t scary. It’s not going to take over the world—but it can help you plan your next cool adventure. It’s a tool, just like your GPS, travel apps, or your favorite packing checklist.
And when you use it right, it becomes a fun part of the journey.
So whether you’re heading across the state or across the country, give AI a try. You might be surprised at what it helps you discover.
