With ever-evolving technology and regulations, we’re seeing an uptick in travel mistakes that were associated with days past. Artificial Intelligence can be a helpful tool, but solely relying on it for travel planning can lead to false answers and major headaches. Also, while snagging a last-minute deal used to be a viable strategy, high demand for travel means booking early is now a must. For the stress-free vacation you’re dreaming of, here are some travel mistakes you should avoid going into 2026.
Understand your destination. Even if you’ve been to your destination before, don’t assume things are the same. Laws and customs change rapidly in today’s world. The U.S. Department of State’s Bureau of Consular Affairs website has country-specific information that is updated regularly. Consulting a travel advisor is also an excellent way to get the latest information so you’re not caught off guard upon arrival or turned away when you attempt to board your flight.
Don’t trust Artificial Intelligence. Using AI as your travel agent is one of the worst mistakes you can make. Chat GPT might help with basic information, but you’ll soon discover outdated details or outright errors called “hallucinations”. If you choose to use AI when it comes to travel planning, we strongly recommend you do it sparingly and verify all information for accuracy.
Verify visa/entry rules. A major risk of using AI is getting false information about visa/entry requirements for your destination. For example, Europe will be unrolling their European Travel Information and Authorization System (ETIAS) which will require filing some paperwork and paying a small fee before traveling. There are still some uncertainties around exactly when, where, and how this will occur, so you certainly don’t want outdated information that AI might provide. Instead, research reputable, official websites, or talk with your travel advisor.
Extra time is key. Airline algorithms and AI tools are increasingly displaying flight connections that are unrealistically short. No matter what options are displayed, we recommend at least a 2 hour layover for domestic travel and 3 hours for international flights. Keep in mind that the posted departure time is when the plane is backing away from the gate. Domestic flights begin boarding 30-40 minutes beforehand, and this goes up to 60 minutes or more for international travel. A short connection also significantly raises the chances of delayed bags. For cruises, plan to arrive the day before, as this extra buffer can save the trip if there are any flight delays, which occur regularly and often. “Bookable” itineraries and “realistic” ones are two different things.
Maximize value by planning early. Given the high demand for travel worldwide, the days of last-minute bookings are gone. Tickets, restaurants, hotels, and flights sell out quickly, so planning ahead is a must for the most choices during your desired travel dates. Avoid getting stuck with the leftovers and don’t assume last-minute deals will show up, because they very likely won’t.
Have a healthy amount of skepticism. Thinking critically before and during your vacation will save you time, effort, and money. If a deal seems too good to be true, it probably is. Airlines and hotels now have very clever ways of hiding unexpected fees and expenses. For example, most airlines will advertise airfare that in reality is only their basic economy product which heavily restricts bags, changes, and seat selections. Also be wary of hotel star ratings. A 5-star property in the U.S. may be a 2- or 3-star property abroad, and online ratings may contain “planted” information to mislead. Some healthy skepticism will help you get the product you expect.
No matter what 2026 brings, travel is still one of the best investments you can make in yourself. Staying up-to-date and researching your destination with verifiable and official sources will go a long way in ensuring an enjoyable getaway during this fast-changing and unpredictable year.
My goal is to simplify travel-planning through an equal exchange process where I acquire your ideas and expectations for your trip relieving you of the worry, hassle, stress and time that accompanies Do-It-Yourself planning.