I'm Taking My Travel Style Up a Notch—4 Comfy and Simple Outfits That Still Look Polished

Whenever I book a getaway, in between oozing with excitement for the gelato I expect to consume and the longed-for feeling of dipping my toes in the Mediterranean Sea, my thoughts keep returning to one thing: My holiday wardrobe.

Unlike most people I know, I love packing. From the mental planning of which outfits I want to sport as I stroll down sunny boulevards and sip Mojitos on the beach, to the actual process of rolling up my cotton dresses and stuffing them in my suitcase, the experience only makes me more eager to get going. And while I usually nail the contents of my luggage (after *a lot* of consideration and last-minute changes), I've always struggled with what to wear as I board the plane (or car, train, bus... You get the idea.)

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(Image credit: @taffymsipa)

If you go for jeans, like Taffy, pick a stretchy, wide-leg pair for maximum comfort.

Over the years, I've learned that this particular ensemble needs to meet a strict list of criteria. Firstly, and most importantly, it must be comfortable. That one is a non-negotiable. No rigid jeans or wobbly wedges allowed. It's also crucial to keep two climates in mind when assembling your outfit; the one you're leaving and the one you're arriving into.

Of course, the criteria changes depending on the mode of transport and the destination, so I've put together four different looks with a variety of circumstances in mind. Whether you're jetting off to the Cote d'Azur or staying in the UK for a relaxing staycation, you'll find a suitable travel outfit below, all made up of clever layers and pieces you'll wear again during your trip. Enjoy!

1. Slogan Tee + Drawstring Trousers

Comfy travel outfits: slogan t-shirt and drawstring trousers

(Image credit: Future)

Style Notes: A long stint on an airplane calls for a pair of elasticated-waist trousers—for some people, nothing else will do. Keep your outfit on-point by adding a punchy slogan tee and refined outerwear, plus a few trendy accessories to show off your fashion know-how.

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2. Stretchy Dress + Cosy Knitwear

Comfy travel outfits: ribbed midi dress with cardigan and fisherman sandals

(Image credit: Future)

Style Notes: For a train journey to Paris or a long car ride with the windows down, a camisole dress will keep you cool and collected. Keep a slouchy knit on hand to beat the evening chill, and opt for fuss-free footwear that you can easily slip on and off.

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3. Sweatshirt + Leggings

Comfy travel outfits: Sweatshirt and flared leggings with trainers

(Image credit: Future)

Style Notes: Stretchy bottoms? Check. Oversized Sweatshirt? Check. Practical accessories? Check, check, check. This versatile outfit would suit pretty much every journey type, and additional layers can quickly be added if you're headed somewhere chilly.

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4. Breathable Separates

Comfy travel outfits: tank top, shirt and shorts

(Image credit: Future)

Style Notes: Hopping from one balmy destination to another? Stick to lightweight natural fabrics in case the aircon cuts out, and keep your hair out of your face with a claw clip. The last thing you want is to be fussing about with a heavy handbag in the heat; a cross-body bag will be your best friend.

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This story was published at an earlier time and has since been updated.

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Freelance Fashion Editor

Bébhinn Campbell is an Edinburgh-based fashion and lifestyle writer and editor. She started her first blog at age 14 and went on to intern at print and digital publications in Berlin and London, including Dazed & Confused and Indie magazine.

A job at a fashion startup took Bébhinn from Ireland to Scotland in 2019, where she now works as a freelance journalist and copywriter covering everything from travel and interiors to styling advice. As a contributor to Who What Wear, Bébhinn always keeps her eyes peeled for emerging trends and looks worth writing about. She prides herself on her ability to cut through the noise and identify solid investment buys, exciting new brands and fresh takes on classic design.

In her spare time, Bébhinn enjoys perusing Edinburgh’s best vintage shops, working through her out-of-control book collection and watching dog reels on Instagram.