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Should You Let AI Plan Your Next Trip? Here's What You Need to Know #AITravelPlanning

  • Writer: Wandering with Jodi
    Wandering with Jodi
  • Jun 10
  • 5 min read

In a world where technology is moving faster than our boarding

travel agent handing tickets to two people.

passes can print, artificial intelligence (AI) is reshaping how we plan, book, and experience travel. From chatbots that book hotels to virtual assistants that build personalized itineraries, AI is turning into a silent travel companion for many modern explorers.

But is it smart to hand over the reins of your next big adventure to an algorithm? Here’s a look at the pros and cons of using AI for travel planning, and how to make the most of it—without losing the human magic of travel.


What Is AI in Travel Planning? #AITravelPlanning

AI in travel planning refers to the use of intelligent software to automate and enhance various aspects of the travel process. This can include:


1. AI Itinerary Builders

two lounge chairs on the beach

Examples: Roam Around, Trip Planner AI, Curiosio, Wonderplan


AI itinerary builders are intelligent tools designed to create complete travel plans in seconds based on user inputs like travel dates, interests, destination, budget, and trip duration. You simply enter a few preferences (e.g., “4 days in Rome with kids, love food and history”), and the AI returns a day-by-day itinerary.


How They Help:

  • Suggest popular landmarks, local experiences, and travel routes

  • Provide estimated travel times between activities

  • Often include Google Maps links, opening hours, and user reviews

  • Allow for customization and easy drag-and-drop rearrangement


Watch Out For:

  • Not all recommendations are up to date—verify business hours and addresses.

  • Some tools don't account for seasonal/weather factors or personal pace.


2. Smart Assistants

Examples: ChatGPT, Google Bard, Microsoft Copilot


Smart assistants are conversational AI tools that function like digital concierges. You can ask them nearly anything—“Plan a 10-day trip to Vietnam for foodies,” or “Find the best time to visit Iceland for the Northern Lights”—and they’ll respond with useful, curated information.


How They Help:

  • Generate travel inspiration based on vague or broad questions

  • Compare destination pros and cons

  • Draft trip outlines or packing lists

  • Recommend apps, blogs, or cultural tips


Watch Out For:

  • Some tools may “hallucinate” or give inaccurate info if they’re not connected to the latest databases

  • Responses aren’t always sourced, so it’s smart to double-check details with reliable sites


3. Dynamic Pricing Algorithms

airplane wing

Examples: Used by Google Flights, Hopper, Kayak, Skyscanner, Expedia


These AI systems monitor millions of data points—such as demand trends, seasonality, route popularity, and competitor pricing—to adjust flight and hotel prices in real time. They also predict future price changes to help you book at the best time.


How They Help:

  • Alert you to price drops or deals via apps or browser extensions

  • Predict whether prices will rise or fall in the next few days

  • Automatically rebook or refund if a cheaper option becomes available (in some apps like Hopper)


Watch Out For:

  • Dynamic pricing can work against you during peak times or when demand spikes

  • Some “deal alerts” may include budget airlines or less desirable accommodations


4. Virtual Travel Agents (24/7 Chatbots)

Examples: Booking.com chat, Expedia’s virtual assistant, Kayak’s chatbot, travel advisor plugins using AI


Virtual travel agents are AI-powered chatbots that provide real-time assistance through apps or websites. They answer common questions, help make bookings, and even troubleshoot issues like cancellations or delays.


How They Help:

Available anytime—even at 3 AM when you're stranded at an airport

Can rebook flights, update hotel reservations, or request refunds

Provide quick info on visa requirements, baggage policies, or local COVID rules


Watch Out For:

Limited empathy or nuance—complex issues may require a human agent

  • Some bots are rule-based, not truly AI-powered, and can get stuck on simple requests


5. Personalized Recommendation Engines

Examples: Airbnb’s “Experiences,” Google Travel, TripAdvisor AI features


These tools use machine learning to recommend destinations, restaurants, activities, or even trip styles based on your previous behavior, preferences, or user profiles similar to yours.


How They Help:

  • Suggest off-the-beaten-path options you might not think to search for

  • Tailor ideas for families, solo travelers, or thrill-seekers

  • Learn from your browsing patterns to continuously improve suggestions


Watch Out For:

  • Filter bubbles: You may only see what the algorithm thinks you like, missing new experiences

  • Recommendations may skew toward paid or promoted listings


Bottom Line:

AI is making travel planning faster, smarter, and more tailored than ever—but it’s not infallible. Combine these powerful tools with your own research, instincts, and when needed, the expertise of a human travel advisor for the best results.


Think of it as having a very fast, very informed (and sometimes a little robotic) travel assistant in your pocket.


The Pros: Why AI Can Be a Travel Game-Changer


1. Speed and Efficiency

AI tools can generate a detailed itinerary in minutes—saving you hours of scrolling through blogs, TripAdvisor reviews, and social media. Perfect for travelers with limited time or decision fatigue.


2. 24/7 Access

AI doesn’t sleep. Whether it’s 2 AM or during a layover, you can use AI tools to adjust plans, get recommendations, or troubleshoot issues on the go.


3. Hyper-Personalization

Based on your preferences (budget, interests, pace, weather tolerance), AI can tailor suggestions that feel surprisingly intuitive. Want a dog-friendly yoga retreat in Costa Rica with vegan dining? There’s probably an AI tool that can help with that.


4. Budget Optimization

Some AI platforms can scan thousands of flight, hotel, and activity combinations in seconds to find the best deals—often beating the prices listed on mainstream travel websites.


5. Language Translation & Local Tips

With AI-powered apps, you can translate signs, menus, or conversations in real-time, making it easier to travel confidently in unfamiliar countries.


The Cons: What to Watch Out For

pictures sitting on a map

1. Lack of Human Touch

AI can’t replace the lived knowledge of an experienced travel advisor or the nuance of a local guide. If you’re looking for hidden gems or emotionally resonant experiences, AI may fall short.


2. Outdated or Inaccurate Info

AI tools often rely on scraped or outdated web content. That perfect café it recommends might’ve closed two years ago—or never existed.


3. Privacy Concerns

Using AI tools means sharing personal preferences, location, and often sensitive travel details. Always check data usage policies and opt for secure platforms.


4. Overwhelm of Options

sign that says motel

Sometimes, AI gives too much information. You could end up with a 10-stop daily itinerary that sounds more exhausting than exciting.


5. Tech Dependency

Solely relying on AI can be risky in remote areas with poor connectivity—or when the app crashes right before your next flight.


The Best of Both Worlds: AI + Human Insight


Here’s the secret: you don’t have to choose between AI and people. The smartest travelers are using AI for inspiration and logistics, then turning to trusted travel advisors or their own instincts for the final layer of personalization and heart.


Think of AI as your digital scout—it can gather intel, map out ideas, and speed up decisions. But it’s still you (or your advisor) who adds the soul, spontaneity, and safety net.


Final Takeaway


AI is no longer just a buzzword—it’s a powerful tool that’s already changing the way we travel. Used wisely, it can save time, reduce stress, and help you discover places you may never have found on your own.


But remember: the best journeys aren’t just efficient—they’re meaningful. And sometimes, that means slowing down, getting lost, and asking a stranger for directions instead of asking Siri.

So go ahead—let AI help with your next trip. Just don’t forget to pack a little curiosity, flexibility, and maybe a paper map—just in case.

picture of jodi, owner of wandering company next to a sign that says to Travel is to Live

If you’re dreaming of the perfect getaway—but not so much the hours

of planning it takes to get there—I’ve got you covered. Share your travel dreams with me, and I’ll craft your ideal itinerary with a blend of personal insight, real-world travel experience, and just the right dash of AI magic.

#AITravelPlanning

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