There are endless flights, hotels, reviews, itineraries and recommendations available online, all within a few clicks.
And yet, I’ve found that having more choice doesn’t always make planning easier.
After years of working in the travel industry and planning trips for myself and others, I’ve made plenty of mistakes along the way. Some were small. Others taught me that a trip can look perfect on paper and still feel completely wrong once you’re there.
Here are some of the travel planning mistakes I think are worth avoiding.
Trying to fit too much into one trip
This is probably one of the easiest mistakes to make.
When you start researching a destination, everything looks interesting. You find a beautiful town, a great restaurant, a museum you want to visit, a day trip you hadn't considered and suddenly your three-day trip has become a ten-day itinerary.
The problem is that travelling between places takes time. Checking out, getting to the station or airport, waiting, travelling, checking in again and getting your bearings can easily take up most of a day.
Sometimes, seeing fewer places means actually experiencing more.
I would rather spend three relaxed days getting to know one city than spend those same three days constantly checking the time because I have somewhere else to be.
Building an itinerary around social media
Social media is brilliant for inspiration, but it can also create unrealistic expectations.
A place might look incredible in a photograph and still not be somewhere you particularly enjoy. The same applies to hotels, restaurants, viewpoints and even entire destinations. Sometimes what makes a place popular online is simply that it photographs well.
I've learned to ask myself a simple question when I see a destination, hotel or restaurant online:
Would I actually want to go there if I hadn't seen the photograph?
Sometimes the answer is no.
I've had this happen to me as well. I've saved places because they looked beautiful online, only to arrive and realise that they weren't really what I was looking for. Sometimes the photo was the reason I wanted to go, rather than the place itself.
There is also a tendency to save dozens of places on Instagram or TikTok and then feel that you somehow need to visit all of them. Before long, a relaxed weekend can turn into a list of twenty "must-see" places.
I've found it much more useful to treat social media as a source of ideas rather than a travel plan. If something catches my attention, I'll save it and then look into it properly. Where is it? Does it fit with the rest of my itinerary? Is it genuinely interesting to me, or do I simply like the way it looks on a screen?
And sometimes, the answer is that it isn't worth changing your plans for.
Following someone else's itinerary too closely
There are countless "perfect" itineraries online.
They can be useful starting points, but I wouldn't automatically copy one.
Everyone travels differently. Some people love museums. Others would rather spend hours walking around a neighbourhood. Some want early mornings and packed days, while others don't want an alarm clock anywhere near their holiday.
I often use other people's itineraries as inspiration rather than instructions.
Take the parts that make sense for you, leave the rest behind and build something around your own interests.
Forgetting travel time
One of the biggest differences between an itinerary that looks good and one that actually works is understanding how long things take.
A journey that appears to be "only an hour away" might involve getting to the station, waiting for the train, changing somewhere and then getting from the station to your hotel.
The same applies to airports.
I always try to think about the entire journey rather than just the headline travel time.
This becomes particularly important when you're changing hotels or cities. Too many transitions can make even a relatively long holiday feel surprisingly tiring.
Leaving no room for unexpected moments
Some of my favourite travel memories weren't planned.
A restaurant I discovered by chance. A street I wandered down without knowing where it would lead. An afternoon when I decided not to visit the museum I'd planned and simply stayed outside with a coffee.
You can't schedule those moments if every hour is already allocated.
I like having a plan, but I also like having some empty space in it.
That space is often where the trip starts to feel personal.
Forgetting the practical details
It's easy to spend hours researching what to see and completely forget about the practical side of travelling.
- How are you getting from the airport?
- Do you need an eSIM or local data?
One practical thing I always recommend sorting out before travelling is mobile data. Having an eSIM ready before you arrive can make those first few hours much easier, particularly if you're landing late or planning to travel between several cities.
I usually compare a couple of eSIM providers before choosing one. Airalo is a good starting point if you want a straightforward option, while Yesim is worth considering if you're looking for more flexible or unlimited data plans.
- Will you have luggage with you when you arrive?
- Do you need cash?
- What time can you check in?
- Are there any local transport cards or reservations you need?
These aren't necessarily the exciting parts of planning, but they can make a big difference once you're there.
One of the things experience has taught me is that a smooth trip often comes down to getting the small details right.
My approach to travel planning
After years in the travel industry, I've become much more interested in creating trips that feel right for the person taking them, rather than simply impressive on paper.
I start with the purpose of the trip.
Why am I going?, What do I want the experience to feel like?
Then I look at the practical elements: where to stay, how to get around, how much time to allow and which things genuinely need to be booked in advance.
Only then do I start filling in the details.
Because ultimately, travel planning isn't about creating the busiest possible itinerary.
It's about making good choices.
And sometimes, the best choice you can make is to leave something out.
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