Holiday outfits for every type of getaway

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These outfit ideas will have your style sorted for your next exciting holiday. From islands to galleries and everything in between.
Whether you’re fantasising about your mid-year European summer vacation, or have an island getaway planned this festive season, make sure you dress the part wherever you go.
Written by Candice Bresler
Merien Hall linen dress 399.95; Aldo bag 999; leopard-print head band 69.95; chunky necklace 99.95; earrings 59.95; bracelet 79.95


Slightly distressed boyfriend jeans are the perfect option for exploring this laid-back city. Add comfortable, comfy mules and a vibrant crossbody bag for a look that’s practical and comfortable – and honestly, will see you from second-hand markets right through to dinner, as dressing up is just not in Cape Town’s repertoire.
Kelso faux croc shoulder bag 399.95 SHOP NOW; glitter hoop earrings 59.95; Free 2BU crochet top 299.95 SHOP NOW; Free 2BU distressed jeans 449.95 SHOP NOW; Free 2BU mules 399.95 SHOP NOW


If you can’t wear Chanel-inspired pumps in Paris, where can you? The world’s chicest city calls for understated monochrome with a luxe bag to match. As visiting Paris is all about blending in and not standing out, we’d also spend an hour or two sipping our café crème at a sidewalk café like a true local.
Kelso button-detail blouse 229.95 SHOW NOW; Kelso paperbag pants 379.95 SHOP NOW; Free 2BU sunglasses 149; Kelso sling bag 399.95 SHOP NOW; Kelso slingbacks 299.95


This outfit is made for an Instagram selfie on a palm tree-lined boulevard – just ask the Kardashians. Paired with comfy sneaks and statement sunglasses, it’s LA cool-girl chic personified. Ice coffee as we cycle towards the sunset, anyone?
Free 2BU off-the-shoulder top 159.95 SHOP NOW; Free 2BU slip-on dress 279.95 SHOP NOW; Free 2BU moc-croc bag 399.95; Free 2BU ombre-lense sunglasses 149; Kelso lace-up sneakers 349.95 SHOP NOW; resin earrings 79.95


Paired with a tan and that summer glow, this white lace dress is calling out for a flirty spin on the dance floor. So, why not go big and head to the party capital of the rich and famous? Let’s make this the summer of not doing things by half measures, babes.
Free 2BU lace dress 399.95 SHOP NOW; flower hoop earrings 79.95; Sissy Boy Farah tote handbag 1399 SHOP NOW; Kelso espadrille wedges 399.95 SHOP NOW


Is there anything more beautiful than the African bush? We’ve taken the suggested safari colours and worked them into a sundowner outfit that will have you ready to shoot an 'Out of Africa' cover for Vogue. Bonus: A hat is not only a style statement, but an everyday solution for hair that’s having too much fun to be washed daily.
Free 2BU crochet-detail maxi dress 349.95 SHOP NOW; straw hat 149.95 SHOP NOW; layered necklace 79.95; Kelso lace-up espadrilles 299.95 SHOP NOW


Famous for its beaches, food and Cristiano Ronaldo, Portugal is quickly climbing the ranks as one of the most popular holiday destinations, particularly for South Africans. With its warm temperatures, drool-worthy pasteis de nata and hilly, cobbled streets, you need an outfit that covers all your bases – think a cute sun dress, dark shades and sturdy heels perfect for exploring.
Free 2BU printed jumpsuit 279.95; Free 2BU tortoise shell sunglasses 149.99; Kelso woven cross-body bag 499.95 SHOP NOW; Free 2BU block mules 399.95 SHOP NOW


It’s cute-meets-scorching – because, let’s not forget that Vegas is in a literal desert. Think The Strip is all about blackjack and high rollers? Think again. It’s barely 20 minutes from the Red Rock Canyon, and is dotted with more shows, activities and world-famous restaurants than you’ll have time to visit. Time to put on your sneakers and start exploring.
Free 2BU striped off-the-shoulder top 249.95; Free 2BU striped shorts 249.95; Free 2BU platform sneakers 299.95 SHOP NOW; earrings (set of 2) 79.95 SHOP NOW; Polo classic backpack 2099 SHOP NOW


The sun on your shoulders and an Aperol Spritz in your hand – both before a casual stroll to one of the world’s most beautiful opera houses for a little matinee, perhaps it’s Verdi or Puccini. The knee-length and high neck helps keep this dress on the classy side of holiday style, with pointed pumps striking the perfect balance between practical and stylish. We’re sold.
Merien Hall printed dress 399.95 SHOP NOW; Free 2BU pointed pumps 99.95; drop earrings 59.95; Kelso sunglasses 149.95; Free 2BU mock-croc dome shopper bag 399.95 SHOP NOW


Does anything scream ‘island holiday’ more than a little white shift dress? Keep it simple and let your tan do the talking while you hop between islands of blue and white. Slip-on sandals make it easy to dip your toes into crystal clear waters at any time. 
Merien Hall linen dress 399.95 SHOP NOW; Aldo crochet-detail bag 899; earrings 79.95; Kelso sunglasses 99.95; Dune strappy block heel sandals 1399 SHOP NOW


Think more ‘off-duty supermodel’ and less ‘ahoy matey’ with this nautical look. Whether you’re cruising the canals of Venice or making your way along the Mediterranean, white cut-offs are as appropriate for sunbathing on the deck as they are for helping to hoist the sails – complemented by a lace-detailed top that sends a clear message of ‘I’m ready for another cocktail, please.’
Kelso crochet top 299.95Kelso denim shorts 279.95; Kelso one-piece swimsuit 299.95; Kelso denim sandals 299.95; straw fedora 149.95 SHOP NOW


You know the days, when you can leave the hustle and bustle of Jozi behind at breakfast, and be on the beaches of Zanzibar by lunch. All you need with this fun one-piece is a bag large enough to fit your sunscreen and a book, while those all-inclusive resort cocktails keep making their way to your sun lounger.
Straw hat with bow 149.95 SHOP NOW; Kelso sunglasses 149.99; Free 2BU polka dot one-piece swimsuit 299.95; Kelso tube flip flops 129.95 SHOP NOW; Aldo woven-detail bag 999


The days of the one-size-fits-all holiday are over. Relaxing on the beach not your vibe? Not keen on European history or art? Then maybe your dream holiday involves beach workouts and water activities in the crystal clear waters of the Caribbean – led by Crossfit Games athletes. And, because you’ll need to switch it up from lycra occasionally, we’re keeping the Adidas slides and adding an easy-wearing T-shirt dress – making it one less thing you have to worry about keeping in your gym bag.
Adidas printed dress 649; Adidas slides 499; Free 2BU sunglasses 169.95; Free 2BU cross-body bag 149.95 SHOP NOW

Fashion editor: Brittany Penebre. Junior fashion editor: Rushana Burton. Photographer: Paulo Toureiro/Hero. Model: Tanya/Boss Models. Stills Photography: André Wepener
All items subject to availability. Prices may change.

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