Pack This! Holiday Outfit Ideas

Ever wondered what to wear on holiday? Of course you have. While there’s nothing better than catching some rays while the rest of Britain freezes, picking your outfits can be a little stressful. Planning and going on holiday is one of the highlights of the year, but what on earth are you supposed to pack and more importantly wear on your trip into the sun.

Winter Sun Outfits

Lucky you, you’ve booked your holiday, kept your passport in a safe place (hopefully) and are ready to enjoy some much-needed sunshine. When it comes to winter holiday clothes, it’s pretty much a similar story to packing for your summer holiday. It might just feel a bit strange buying or picking out summer outfits when you look outside and see the grey, dreary weather Britain gives us at this time of year. Without further ado, check out our picks for the best holiday outfit ideas.

Outfits for the Airport

We’re here to help you stay comfortable, cool, calm and above all stylish.

Among your selection of comfortable travel clothes should be a pair of fashionable chinos. Perfect as they’ll help you feel freer than jeans and still stylish, they should make sitting down for a few hours on a plane an absolute doddle. When it comes to shoes, try to stick to something easy to slip on and off like our Solena Cupsole Trainers. Perfect for travelling and for then walking around on holiday, the leather upper adds a touch of luxury while maintaining that comfort you need when on your feet for long periods of time.

The airport is notoriously stuffy, and planes are no better. To combat this, our best-loved Harbour Light V Neck Jersey Top features a tasteful V neck and a light jersey fabric that proves easy-to-wear with its swing shape. The 100% cotton material will keep you cool, comfortable and stylish on the journey to your destination.

So what else could put you in the holiday mood before you’re even strapped in and ready for take-off? A pair of stylish sunglasses. Pre-empt the post-plane weather and have a new pair of shades handy. Our Margate Sunglasses are perfect to pair with stripes with their frosted mint colouring. They also provide 100% UVA and UVB protection in a classic, yet contemporary style. Stylish women’s travel clothes? Check!

Outfits for the Pool

Congratulations. You’ve escaped the British weather and have arrived at your destination (in style, we hope). Now the fun can begin. First stop: a visit to the pool? Poolside outfits aren’t complete without a pair of flip-flops and our latest collection has been made even more durable to provide comfort and stability when carefully walking around the pool.

Looking for a classy cover-up? A sarong adds a touch of luxury to any poolside outfit. The 100% cotton material of our new sarong gives a premium feel while being able to be worn in a multitude of ways.

Wondering what to wear by the pool can often be one of the most difficult parts of packing for your holiday and it’s easy to see why. We’re often more body conscious around water, so it’s important to find clothing that makes us feel great. Our swimwear collection of bikini bottoms and tops is designed to flatter your figure in a great range of beautiful, hand-drawn prints.

Beach Outfits

There are a multitude of options when it comes to women’s beach outfits, so choosing what to wear to the beach is less of a hassle.

Chino shorts provide a comfortable and beach-friendly fit. Designed to sit mid-thigh, they’re ideal with casual t-shirts and will prove a versatile addition to your holiday wardrobe.

If you’re heading somewhere particularly hot, you’ll need a sunhat to keep those rays from damaging your skin (as well as the obligatory sun cream of course). Our Myla Summer Hat has a raffia effect design with contrast edging and wide brim – it’s the ideal beach companion.

When you’re finally ready to cool off and make a splash, turn to our new Oceanne Halter Swimsuit. This crossover frill detail swimsuit features contouring and controlling mesh for support and foam lined cups for shape. With adjustable straps and an eye-catching metal branded tab. Designed to mix and match with our whole swimwear collection.

Fancy something a little different? The Joules Rosanna Cover Up is a light, floaty poncho that’s perfect for the beach. It’s there to protect your shoulders when out and about with a hand-painted print that flatters you wherever you are.

Holiday Evening Outfits

Is there anything better than dressing up for a lovely meal on an exotic getaway? The sights, the sounds and yes, the smells of an entirely different cuisine are the things every British holidaymaker looks forward to. When it comes to holiday evening outfit ideas, we’ve got some crackers.

Super stylish and chic, a short-sleeve maxi dress is hard to beat. Formal enough for restaurant dining and comfortable, these types of dresses are easy to pack and look great wherever your holiday takes you.

Summer nights mean you’ll likely get the chance to see the sun set on an evening out. Need to shield your eyes from the sun in style? Then look no further than our fedora sun hat. The perfect summer hat no matter whether you’re by the beach, soaking up the rays at home or simply strolling into town. Crafted from paper, it has a really relaxed look and feel – if you’re unsure about hats, trust us, this one will look great.

Want something a little more casual? Couple one of our of maxi dresses with some canvas trainers. If you’re walking some distance, they’ll keep your feet comfortable and dry should there be any sudden downpours. Don’t forget the sunglasses too! Fabulous holiday night outfits? Check!

City Break Outfits

If you’re off to visit a new city rather than chilling out by the beach, then your city break wardrobe needs to be slightly different to that of a sun-seeker. Comfort should be a priority, especially if there’s a lot of walking involved. Thankfully, we’ve got some marvellous city break clothing ideas that will keep you cool and comfortable.

When your toes need to be free, a perfect pair of day-to-evening sandals are a must-have. Featuring a comfortable sole and with an eye-catching leather, suede or hair on hide upper, our stunning, sunshine-ready sandals be a great addition to your summer wardrobe. And your suitcase.

The rest of your city break clothes can be entirely up to you. If you fancy a dress, then we suggest our Riviera Dress that has short sleeves, a flattering crew neck and sits just above the knee. The 100% cotton material will keep you cool and comfortable as you walk about your destination, snapping photographs and taking in the sights.

Naturally you’ll need something to carry your day’s items in. The Modena Raffia Round Summer Bag is the perfect companion for your travels. The long PU handles provide a comfortable fit and there’s enough room inside for your essentials, whatever they may be. Even better, it’s made from seagrass, renowned for its versatile properties.

Top off your outfit with a pair of sunglasses to protect your eyes and take to the city streets in style.

Holiday Checklist

You’ve got your winter holiday outfits ready and the big trip is just around the corner. As well as any holiday accessories like toiletry bags, we thought it would be helpful to make sure you’re packing for your holiday without missing any of the essentials. Be sure to check that everything you’re taking is allowed at your destination before you travel though.

Packing List

We’ve created this helpful travel list so that you can be confident you’ve got everything you need for a fantastic getaway. Remember though that this isn’t an exhaustive list, just some of the items you’re probably going to need. And by probably, we mean definitely.

List of Holiday Essentials

  • Passport (don’t forget this or you won’t be going very far)
  • Currency (try to get this in advance to get the best rates)
  • Tickets (for travelling and any attractions you’ve booked)
  • Travel insurance documentation including any Visas needed

Miscellaneous Items & Toiletries

  • Razors and foam or gel
  • Deodorant and perfume
  • Hairbrush and hair accessories
  • Make-up if needed
  • Sun cream and after sun lotion
  • Moisturiser
  • Any necessary medication and first-aid items
  • Toothpaste and toothbrush
  • Shampoo, conditioner and shower gel (unless provided)
  • Insect repellent


  • Mobile phone and charger
  • Camera and charger (if you want to take one)
  • E-Reader and charger (or just a couple of books if you’re a traditionalist)
  • Travel adaptor (to charge those all-important devices)

If you’re not travelling abroad this winter, then don’t worry, there are plenty of things to do with the family right here in the UK. From the best winter activities to our top 10 winter walks, Joules has you covered, wherever you’re going.

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