Congrats. You’ve done it. You’ve rounded up your closest friends, synced your calendars and somehow found the only free window in the entire year when the stars perfectly align, and you can finally all go away together. But, now the flights have been booked and holiday ’fits are coming together, it’s time to consider the next big step: how the hell do you get there and back without falling out?

Of all the disputes trips away can throw up, financial fights are the stickiest. Nothing kills the relaxed, sunny vibe more than a disagreement over who’s paying for the next round of sangrias or the taxi to the hotel.

So, how do you make sure the messiest night of the trip is confined to the club? Or stop resentment from rearing up when you’re still chasing IOUs after it’s wheels-down at Heathrow and the holiday buzz has worn off? To help, consider adding these expert-approved tips to your itinerary

Create an anonymous budget poll

The good news is that you can prevent most major cash blips before the trip even begins – or, more specifically, before you book the holiday. It’s important to be transparent about costs from the get-go, says financial expert, author and influencer Clare Seal, who reckons that this is a common problem with hen dos in particular.

It goes without saying that you need to book a destination everyone can afford. An easy method to make sure the entire group is happy: setting up an anonymous poll for the budget at the same time as you select dates. Then, without prying into anyone’s finances, simply select the lowest figure, Seal advises.

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"Set your financial boundaries with confidence"

Don’t do your friends dirty

When it comes to shared accommodation, be mindful everyone is paying a fair price. Sure, splitting the cost is easy, but it may become a problem if your friend in the single room resents the pal living it up in the master suite for exactly the same.

Dividing the price proportionally is often much fairer, as Seal points out, and you may find someone is keen to save cash while another guest is happy to pay for an upgrade. When it comes to settling the bill, remember, ‘Not everything you do has to be super transactional.’ Something as simple as buying your mate’s dinner if you have a larger room may be the solution, says Seal.

Apps are your friend

Simplify spending during your holiday by creating a shared digital wallet and using the group pot to cover daily expenses. You can do this through apps such as HyperJar, Splitwise or PayPal.

Nominating one person to pay for everything could work, but be wary, there’s scope for bad feelings. Either way, if payments are due, make these in advance or on the day – but certainly no later, explains author and chartered financial expert Makala Green.

Set up regular check-ins

Green recommends scheduling in finance check-ins before and during the holiday. ‘Managing a group can be very difficult. Once something is agreed, it doesn’t always stay that way.’ So it’s worthwhile checking if everyone’s still on the same page at regular intervals. Is the group still happy with how money is being spent? Does the budget need to be adjusted if a dinner ended up costing more than expected?

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Simplify spending during your holiday by creating a shared digital wallet

Stick to your financial boundaries

This rule applies at every stage, from planning to poolside. Set your financial boundaries with confidence. You don’t owe anyone an explanation, says Tara Quinn-Cirillo, an HCPC-registered practitioner psychologist and associate fellow of the British Psychological Society.

Remember, ‘Being assertive is different from being aggressive,’ and a good friendship is one that gives you space to be heard and not judged, she advises.

That said, if you’re nervous about discussing money, you can always confide in one pal before chatting with the wider group, Dr Quinn-Cirillo notes. We can’t guarantee it will be easy. Shame is often attached to the topic of money, but it does get easier having those conversations, she reassures, noting that often, ‘You will be surprised to find that your friends probably have the same worries.’

Start planning for your next trip asap

If your friends share the same vision for your getaway but affordability is the issue, start planning your next holiday straight away. You could suggest getting everyone to set up a monthly direct debit that’s going into a single bank account just for the trip. And it doesn’t have to be a huge amount, but it does need to be an amount everyone can afford. ‘Even if someone does earn less, if you’ve given them enough notice, they can enjoy the things that someone on a bigger salary can,’ reasons Green. Don’t forget to take advantage of any discounts you might get from airlines and hotels when making a group booking, too, she adds.

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Amber O’Connor
Junior Features Writer

 Amber O’Connor is Cosmopolitan UK’s junior features writer, who covers everything from breaking news, women’s safety and real life features to fitness, travel, and cultural trends. She works on first-person features, reports, and long reads, plus the hottest stories of the day (if you want to know about the latest wellness craze or TikTok trends, she’s your girl). 

Amber has previously worked as a reporter and a lifestyle writer, with her work appearing in numerous publications, including The Mirror, Red Magazine, Evening Standard, Indy100, and Yahoo News. When she’s not working her way through her TBR list, Amber loves dancing, running, and going on adventures with her dog.