5 Tips to Make Organising a Holiday Less Stressful

February 14, 2021

Ah holidays. Remember them? A week of carefree living in a beautiful place, doing something you love. Whether it’s skiing in the Alps, soaking up the sun on a tropical beach or camping in the hills, you can’t beat a holiday with friends.

Organising a trip can sometimes be a bit of a headache, especially if you’re part of a big group and the group all has different ideas. Here we’re going to look at a few ways to simplify the organisation so you can focus on the trip and making memories, not the boring admin that goes with it.

Division of labour

This is tricky. Certain personality types may want to control all aspects of the trip themselves but allowing them to do so could well lead to resentment at a later stage. Try and create a situation where each member of the group has responsibility for organising an element of the trip. It does of course make sense to play to people’s strengths, so don’t put your mathematically challenged friend in charge of managing the finances, for example. 


It is oh so easy to fall out over money, so it’s important to get everything out in the open before you set off. If there is a great disparity between what different members of the group can afford, it’s going to cause problems. If one member of the group wants to eat in 5-star restaurants that none of the others can afford it’s going to cause friction. Everyone in the group needs to be honest about what they can afford and what they want to spend their money on. Having a group kitty is one solution but you still need to all agree on how the money is going to be spent.  Using an app like Splitwise can at least help you keep track of who owes who, so you can avoid arguments on that front.

What sort of holiday do you all want?

What you all want to do will help determine where you want to go. If you are all in favour of snowy cross-country skiing, then you should start researching Nordic countries like Norway and Sweden. If you all agree on a low budget summer walking tour, then Portugal is a comparatively close and inexpensive choice. If you and your friends are enthusiast foodies, then why not consider the colourful cuisine of Mexico or Argentina.

The importance of lists

Using lists is a great way to avoid stress and arguments when planning a trip. Shared ‘to do’ lists enable all members of the group to see what’s been done and what remains to be done. Once your trip is underway equipment lists mean that you are much less likely to leave things behind.

Book in advance

‘We’ll sort it out when we get there,’ might seem like a pleasing, freewheeling philosophy but it will result in spending part of your precious holiday sitting at a laptop trying to secure a booking.  Booking accommodation and activities in advance will give you peace of mind and almost certainly save you money. In these uncertain times, be sure to back up all your bookings with cancellation insurance.



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