NOT SURE WHERE TO GO? START WITH THESE 5 QUESTIONS.
- sueaitken7
- Apr 22
- 3 min read
Updated: Apr 25

Most people don’t struggle with where they want to go on holiday.
It’s narrowing it down that becomes the problem.
Everything looks good… which is exactly why nothing quite stands out.
If that sounds familiar, these are the five questions I usually start with when I’m helping someone choose their next holiday destination.
1. Is this more about switching off… or doing something different?
This is usually the question that brings things into focus quite quickly.
When you picture this trip, is it mainly about switching off properly and having a proper break, or is it about going somewhere that feels different from your usual holidays?
For some people it’s a reset. For others it’s about the experience.
A safari, for example, is incredible — but it’s not a fly-and-flop kind of holiday. It’s early mornings, game drives, and a completely different pace.
You can absolutely have a bit of both, but one usually matters more. And being clear on that tends to rule a lot of options in (and out) quite quickly.
If you’re leaning towards switching off, this is usually where something like beach holidays starts to make more sense.
If it’s more about doing something different, you’re more likely looking at touring trips, safari holidays or even cruising depending on how you want to travel.
2. What’s been your best trip — and why?
Sometimes it’s easier to start with what you already know works.
Think back to a trip you still talk about. The one that just felt right.
What was it about it that worked so well? Was it the pace, the hotel, the location… or just how easy everything felt? Was it the amazing service in a 5* hotel with all the bells and whistles, or something much simpler — like being able to wander along the beach in the evening and choose somewhere different to eat each night?
That usually tells you far more than starting from scratch, and it often points quite clearly towards the kind of trip and destination that will work for you this time.
3. When are you actually planning to travel?
This sounds obvious, but it’s one of the quickest ways to cut through the noise.
“Anytime” often isn’t really anytime. It tends to become school holidays, a particular month, or simply when work allows.
And once that becomes clearer, it has a knock-on effect on everything — weather, crowds, availability, and often price as well.
At that point, a lot of destinations naturally start to rule themselves in… and out.
4. What’s your realistic budget range?
Before you fall in love with somewhere.
Some destinations sit in completely different brackets, even if they look similar at first glance.
It’s very easy to compare places that aren’t really comparable — and that’s usually when decisions start to stall.
Getting clear on what feels comfortable from the outset makes everything else much easier.
5. How much “effort” do you want from the trip?
Not all holidays feel the same to do.
Some are very straightforward — a direct flight, a short transfer, and you’re there.
Others involve a bit more getting from A to B. Indirect flights, longer transfer times, or moving around once you arrive.
Somewhere like Bali, for example, involves a longer journey and indirect flights, whereas parts of the Caribbean can be much more straightforward depending on the island.
Neither is right or wrong, but it’s worth thinking about what feels comfortable for you.
If you’re craving something easy and end up with something more involved, it can take the shine off it quite quickly.

And then what?
By this point, most people have already ruled out half their options.
What’s left usually makes a lot more sense.
And if you’re still weighing things up at that stage, that’s usually the point where it helps to talk it through properly. Most of the people I work with start in exactly this position.
This is exactly what I do with clients
This is exactly the process I go through with clients before I suggest a single destination — how we narrow things down, what we rule out, and how we land on something that actually fits.
If you’d like to narrow things down properly, just drop me an email and we’ll get a quick call in the diary.
It’s usually far easier to work this out in 10–15 minutes with me than it is to keep going round in circles on your own.




Comments