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The Oliver's Madhouse

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26/09/2026

Planning the Next Family Adventure: What’s Worth Prioritising This Year

Planning the Next Family Adventure: What's Worth Prioritising This Year The Oliver\\\'s MadhouseFamily holidays rarely plan themselves, especially once several ages, a budget and school term dates need to line up at once. There’s rarely one week that suits everyone, and the excitement of picking a destination often arrives before anyone has worked out what the trip will cost or how it needs booking. This year, with prices unpredictable and term-time fines a real deterrent for many parents, it helps to be clear early about what actually matters most.

The admin behind the fun planning

Behind every exciting destination sits a shorter, more practical list of jobs to do before anyone boards a flight. Passports need checking, transfers need sorting, and insurance needs buying at the same time as the trip itself, not left until closer to departure. A few items are easy to overlook until they matter:

  • Checking passport expiry dates against the destination’s entry rules, not just the return date
  • Buying insurance that covers cancellation as well as medical costs abroad
  • Keeping booking confirmations somewhere everyone in the house can find them

If illness forces a late cancellation, a medical certificate for travel cancellation is usually needed to make a claim.

Working out what matters most this year

Cost is what most families weigh up first when a holiday gets discussed. Half of UK parents rank value for money as their top priority, with rest and downtime close behind, and a growing share now pay closer attention to cancellation policies than a few years ago. Working out the two or three things that matter most to your family, whether that’s a pool, an activity or time to switch off, makes every decision after that easier.

Building in room to breathe

A packed itinerary looks impressive on paper, but children rarely thank anyone for a schedule with no gaps in it. Slower mornings, an unplanned afternoon, and enough flexibility to change plans if someone’s tired or the weather turns end up mattering far more once the trip is underway than they did while being booked. Families who come back saying the holiday felt restful are often the ones who left some slack in the plan rather than filling every hour.

Making time together the real priority

Spending time together, rather than ticking off attractions, is what people actually remember months later. Most parents seem to know this already. Ninety-four per cent think activity-based holidays help children feel happier and more confident, and nearly half of children simply wanted more family activities together, ahead of any destination. A bike ride, a board game or a shared meal without screens sticks in memory longer than the hotel rating ever does.

Getting everyone involved in the planning

Letting each family member choose one thing, whether that’s a meal, an activity or a lazy day by the pool, spreads ownership around and cuts down on negotiating once you’re there. It won’t remove every disagreement about what to do with a free afternoon, but it generally means everyone comes home having got one thing they were genuinely looking forward to, which is what actually turns a good trip into one worth repeating.

Filed Under: General Posts

About Jaime

Jaime Oliver is a multi-award-winning parenting and family blogger from Nottingham who has been sharing her parenting journey online at The Oliver’s Madhouse since 2012. Jaime writes about life with her 2 little boys from days out and adventures to milestones and moments there is no parenting or family topic she wouldn’t share to normalise and celebrate the differences in parenting.



When Jaime is not writing about her family she is can be found writing about her journey of self-discovery in learning to cook and fall in love with her home again on her food and interiors blog notTHATJaimeOliver.com

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