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AI Can Help You Plan Your Vacation… But Should You Let It Book It?

Writer: Sandra Jackson
Sandra Jackson
Sep 1
9 min read

The Benefits and Drawbacks of Using Artificial Intelligence to Research and Book Travel

Photograph generated by AI (as an appropriate example!)
Photograph generated by AI (as an appropriate example!)

Artificial Intelligence has quickly become part of everyday life, and travel planning is no exception. In just a few seconds, AI can suggest destinations, create an itinerary, recommend hotels, compare cruise lines and even tell you what to pack. For someone sitting at home dreaming about their next vacation, that can be incredibly appealing.

And to be clear, AI can absolutely be useful.


At Wood Travel, we are not against technology. The travel industry itself relies heavily on sophisticated technology, reservation systems and online tools. AI can be an excellent resource for brainstorming, researching destinations and helping travellers organize their thoughts.


The problem is that there is a significant difference between using AI to inspire your vacation and relying on it to research, recommend and book your entire trip.


That difference can sometimes become very expensive and very wrong.


Where AI Can Actually Be Helpful


AI is particularly good at helping travellers during the early stages of planning. If you are unsure where you want to go, it can provide ideas based on your interests and preferences. You might ask for suggestions for a romantic anniversary trip, alternatives to Italy, destinations that combine wildlife and luxury, or warm places to visit in January.


It can also help organize information that might otherwise feel overwhelming. AI can create destination comparison lists, provide general sample itineraries, suggest things to see and do, help with packing lists and even give you questions to consider before you start making travel decisions. Used this way, it can be a fantastic brainstorming tool.


Where I believe travellers need to be much more cautious is when they begin treating AI as an expert travel professional who knows their individual needs, has current information and can be held accountable for the advice it provides.


Because it can't.


The Biggest Problem With AI: It Can Be Wrong and Still Sound Completely Confident

Paris, France VS Paris, Texas?
Paris, France VS Paris, Texas?

This is probably one of the biggest concerns when using AI for travel planning. AI is remarkably good at presenting information in a confident, polished and convincing way. Unfortunately, that doesn't necessarily mean the information is correct. AI can provide outdated information, misunderstand details, confuse one hotel or tour with another, recommend products that are no longer available or, in some cases, completely invent information. This is often referred to as an AI "hallucination." It will apologize when you point out an obvious error, blame hallucination, and move on to the repeated behavior.


It may confidently recommend a restaurant that closed two years ago, describe an excursion that is no longer offered, suggest a hotel based on outdated information or create a travel itinerary that simply isn't possible in the real world.


Unless you already know the destination or take the time to independently verify everything it tells you, how would you know?


That is particularly concerning when travellers are using AI to make expensive decisions.


Travel Changes Constantly


Travel is not a static industry. Airlines change schedules, hotels undergo renovations, resorts change management, restaurants close, cruise itineraries are altered and tour operators regularly modify or discontinue products. Even destinations themselves can change dramatically depending on the time of year. A hotel that is perfect in February may not offer the same experience in September. A destination that looks wonderful online may be dealing with extreme heat, hurricane season, major construction or a significant local event during the exact dates you plan to travel.


AI may provide information that was accurate six months ago, a year ago or even longer. In travel, that can make a significant difference.


A professional Travel Advisor is continuously working with current supplier information, reservation systems, industry partners and travellers who have recently returned from destinations. We are also receiving updates from hotels, cruise lines, airlines and tour operators on an ongoing basis.


That current knowledge matters.


AI Doesn't Really Know You


This is another major drawback.


AI can ask you questions, but it doesn't truly understand you as a person. It doesn't know your travel personality unless you can accurately describe every detail that matters — and even then, it is interpreting your answers rather than genuinely understanding your preferences. For example, someone might tell AI that they want a "quiet resort." But what does quiet actually mean to that person? Does it mean no loud pool music? No nightlife? A smaller property? No children? A peaceful beach? Excellent service? Or simply a resort where they can find a quiet place to sit during the day?


The same is true when someone asks for the "best hotel" or a "luxury vacation." Those terms mean something different to everyone. Over time, a Travel Advisor learns what their clients actually enjoy. We learn whether someone prefers boutique hotels or large resorts, whether they value excellent food over nightlife, whether they hate connecting flights, whether they need elevators and minimal walking, or whether they would happily pay more to avoid inconvenience.


There is no single "best resort in Mexico" or "best cruise in Europe." There is only the option that is best for you.


Firsthand Experience Still Matters


This is particularly important to Wood Travel.


Travel Advisors don't simply read brochures and repeat supplier descriptions. Most of us travel. We visit hotels, inspect resorts, experience cruise ships, walk through cabins, meet tour operators and see destinations firsthand. Sometimes two hotels can look nearly identical online. Both may have beautiful photographs, excellent ratings and similar prices. However, one may have a significantly better beach, better food, quieter pools, more convenient access to the airport or a much better location for exploring the destination.


Those differences are not always obvious when you're looking at a website. Photos can be misleading. Star ratings don't tell the whole story. Even online reviews can be difficult to interpret because every traveller has different expectations.


Firsthand experience provides context that an algorithm simply cannot replicate.


AI Can Create a Beautiful Itinerary That Doesn't Actually Work


One of the most common issues I see with AI-generated travel itineraries is that they look fantastic on paper but don't account for the realities of travelling.


Ask AI to plan a week in Europe, and you may receive an exciting itinerary that includes London, Paris, Amsterdam, Berlin, Prague and Rome. Technically, it might be possible to travel between those places, but would you actually enjoy the experience? You would see many airports, train stations, meet many cab and Uber drivers, all while working out your biceps as you lug your luggage all around Europe. That may be how AI likes to vacation, and I am almost certain that is not for you.


Travel involves much more than simply calculating the distance between two cities.

Someone needs to consider airport transfers, check-in requirements, security lines, train station locations, luggage, jet lag, travel fatigue and the time required to get from one attraction to another. A two-hour flight can easily consume six or seven hours of your day once you include transportation to the airport, arriving early, security, boarding and travelling from the airport at your destination to your hotel.


A beautifully written itinerary is not necessarily a well-designed itinerary.


Booking Travel Is Not Like Buying a Pair of Shoes


This is where travellers can get into serious trouble.


You can research and purchase almost anything online. If you buy the wrong pair of shoes, you usually return them. Travel doesn't work that way. When you click "Confirm Booking," you may be agreeing to non-refundable fares, strict cancellation penalties, supplier terms and conditions, airline rules and significant financial commitments.


A small mistake can become very expensive. A name entered incorrectly, the wrong airport selected, an unsuitable flight connection, a misunderstood cancellation policy or a non-refundable hotel reservation can result in significant losses.


AI may help you find something, but it doesn't take responsibility for the booking.

It also isn't going to sit on hold with an airline for you.


What Happens When Something Goes Wrong?


This, in my opinion, is where the difference between AI and a professional Travel Advisor becomes most obvious.


Imagine that your flight is cancelled and you miss your cruise. Your airline changes your routing. Your hotel has no record of your reservation. Your luggage doesn't arrive. Your tour operator changes your itinerary, or your resort unexpectedly closes for renovations.

You are standing in an airport thousands of kilometres from home. You can certainly ask AI what you should do next.


But AI cannot contact the airline for you. It cannot call your tour operator. It cannot advocate on your behalf, access your booking systems, work with industry partners or find practical alternatives based on what is actually available.


A professional Travel Advisor can provide assistance, guidance and advocacy when things don't go as planned. While we certainly can't control weather, airlines or global events, we can help clients navigate the situation and determine the best available options.


And sometimes, that is when having someone in your corner matters the most.


AI Doesn't Take Responsibility for Your Vacation


This is an important distinction.


AI gives you information, but ultimately you are responsible for determining whether that information is correct. You are responsible for verifying passport requirements, visas, entry rules, cancellation policies, insurance coverage, airline regulations and all of the other details associated with your trip.


When you work with a Travel Advisor, you are working with a professional whose role is to help you understand those details and identify potential problems before they become expensive mistakes. Travel Advisors also carry a level of professional responsibility that an AI chatbot simply does not.


Likewise, in our era of all-things-financially-motivated, it is important to remember that AI is not immune from commercial influence. What appears at the top of your search results is not necessarily the best option for you. Search results, recommendations and advertising can be influenced by sponsorships, algorithms and your previous online activity. Even the information you receive can be shaped by what the technology already knows about your browsing and search behaviour. If you want to limit that personalization when researching online, using an Incognito or Private Browsing window (Ctrl + Shift + N in most browsers) can help prevent your current search from being influenced by your existing browser history.


And ultimately, that is the biggest difference: AI can give you an answer, but it cannot take responsibility for the answer it gives you. If something goes wrong, there is no office to call, no professional who knows your trip from beginning to end, and no one whose job it is to advocate for you.


When you're investing thousands of dollars and precious vacation time, knowing that there is a real person behind your travel plans can be worth far more than simply finding an answer.


The Cheapest Price Isn't Always the Best Value


AI and online booking engines can be excellent at finding prices. But travel planning isn't simply about finding the lowest number displayed on your screen. Two vacations that appear identical can offer very different value. One price may include airport transfers, checked luggage, breakfast, seat selection and flexible cancellation terms. Another may not. A cruise fare may appear cheaper until you add gratuities, drinks, Wi-Fi, shore excursions and specialty dining.


The cheapest advertised price can quickly become the most expensive vacation.


A good Travel Advisor looks at the entire picture and helps clients understand exactly what they are getting for their money.


So, Should You Use AI for Travel Planning?


Absolutely!


Use it to dream. Use it to explore. Ask questions. Discover destinations you may never have considered. Create a wish list and use it to help organize your thoughts. AI can be an excellent starting point.


But I would be very cautious about relying on it as your only source of information when planning a significant vacation. This is especially true for honeymoons, major anniversaries, family vacations, African safaris, complicated European itineraries, expedition cruises, luxury travel, multi-country journeys and once-in-a-lifetime trips.


These are expensive and one-of-a-kind experiences, and often the memories associated with them cannot simply be replaced if something goes wrong.


The Best Approach? Use Both.


You don't have to choose between technology and a Travel Advisor. Use AI to research and inspire you. Read articles. Watch videos. Follow destinations and hotels online. Save the places that interest you. Then bring those ideas to someone who can help turn them into a realistic, personalized and properly planned vacation.


At Wood Travel, I actually enjoy working with clients who have done some research. Maybe you've seen an incredible hotel on Instagram. Perhaps AI suggested a destination you'd never considered, or you watched a documentary and thought, I want to go there.


That's a wonderful place to begin.


Our job is to take that inspiration and help answer the questions that matter: Is this actually the right destination for you? Is this hotel a good fit? Is the itinerary realistic? Are you getting good value? Are there potential issues you haven't considered?


And perhaps most importantly, how do we make sure your vacation feels just as wonderful in real life as it looked online?


Travel Is More Than a Search Result


Artificial Intelligence is changing the way we research the world, and there is absolutely a place for it in travel. But a vacation is more than a collection of search results, online reviews and beautifully written recommendations.


It is your time, your money and your memories.


At Wood Travel, we believe technology should make travel planning better — not replace the human experience, professional judgment and accountability that come from working with someone who truly understands travel.


Use AI to dream. Use technology to explore. But when it matters, work with someone who can help make sure the dream actually works.



Wood Travel


Travel Experiences Crafted Through Firsthand Exploration of All 7 Continents.

 
 
 

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