How to get 55 days off work in 2024 using only 25 days of annual leave

Time to hack the system.

Emily Sergeant Emily Sergeant - 24th November 2023

Whether you can believe it or not, we’ll be getting ready to say welcome in December by this time next week.

And that also means in won’t be long before 2024 arrives either.

2023 has been quite the year, and with the working world getting ready to wind down for the festive season, many are no doubt already looking ahead to the new year, and planning all the holidays and time off work they want to book.

Fancy making the most of it though? For those looking to play their cards right and hack the system a little bit, travel insurance price comparison platform PayingTooMuch has worked out a way to secure yourself a whopping 55 days off work using just 25 days of your annual leave allowance – and it’s pretty impressive.

With most full-time employees who work a five-day week having a minimum of 28 days (5.6 weeks) of paid annual leave each year, travel experts at the company have figured out how these people can effectively double their time off in 2024.


Here’s how it works.


Saturday 30 December 2023 to Sunday 7 January 2024 – To extend your new year celebrations, you’ll want to book four days off at the start of the year for a total of nine days off.  



Saturday 23 March to Sunday 7 April – With Good Friday falling on 29 March next year, you can enjoy a long Easter break of 16 days by only booking eight days off.   


Saturday 4 May to Monday 12 May or Saturday 25 May to Sunday 2 June – Thanks to the two bank holidays in May, there’s two ways for you to enjoy nine days off in a row by only using four days of annual leave. 


Saturday 24 August to Sunday 1 September – Here you can book just four days off in August to gain nine days off for a summer holiday.



Saturday 21 December 2024 to Tuesday 1 January 2025 – To end the year on a high and give yourself the chance to properly enjoy the festive period with family and friends, you can book five days of annual leave to gain 12 days off in total.

There’s also loads of health-boosting benefits about taking time off from work / Credit: Towfiqu Barbhuiya (via Unsplash)

PayingTooMuch also spoke to Wellbeing Coach Lorna Wilkins to explore the health-boosting benefits of going on holiday and taking time off from work.

“One of the key health benefits of going on holiday is that it reduces stress,” Lorna explains.

“Having a break from your daily routine can make you feel more relaxed and therefore improve your mental wellbeing.

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“A change of environment and getting away from the pressures of day-to-day life not only helps you to clear your mind but can also help to improve your sleep quality as you’ll be feeling more relaxed.”

Featured Image – Jose Losada (via Unsplash)