You're strolling along the cobblestone streets of a Mediterranean village, on the way to sip a cocktail.

Sorry, no you’re not. You’re dipping your toes in the pristine water of the Aegean sea off a yacht. It’s Greece this year.

Or maybe Italy, as the last glimmer of sunlight has almost vanished, whilst you gaze out from a restaurant nestled on the Amalfi Coast.

Wherever you are going this summer, the important question is this - what shirt are you wearing?

In this article I’ve hand-picked a selection of some of the finest luxury holiday shirts. Each brand has a selection of pieces that would look at home in any man’s suitcase - so it was tough to choose a single shirt. But I’ve included links to each website, so you’re sure to find something if you click around.

Don’t forget your passport!

Slowear

Regular Fit Linen Shirt
£295

This regular fit linen shirt from Slowear is available in a number of different pastel colours, to help you make a subtle yet impactful statement. The Slowear mission of creating ethical and sustainable clothing means that it’s guaranteed to be durable and good quality. Tuck it in, leave it out - your choice. You’ll look a million dollars either way.

Brunello Cucinelli

Palm Jacquard Linen & Cotton Easy Fit Shirt
£550

A white linen shirt is perhaps the most important holiday look - a staple in every man’s holiday suitcase. For a relaxed look, I really rate this Palm Jacquard shirt from Brunello Cucinelli. It’s got that light and elegant Italian way to it, which can only really be achieved by a handful of the top brands. The genuine article - it belongs on any list of luxury holiday shirts.

Agnona

Light Linen Shirt
£555

But, for those of us not bold enough to wear a white linen shirt with white linen trousers, you might consider this little number from Agnona. It’s a one-piece collar shirt, with fantastic detail in the fabric that really makes it stand out for us. Ideal for a relaxed beach date as the sun goes down, but guaranteed to be the smartest shirt in whichever cocktail bar you’d care to visit afterwards.

Koy Clothing

Flamingo Pink Linen Shirt
£120

Kenyan inspired brand Koy Clothing have incredibly unique linen shirts. The touch of Blue & White striped Kenyan Kikoy fabric detailing on the sleeves and inside collar adds a real sense of je ne sais quoi for anyone who wants a more eye-catching linen holiday shirt. If you want to stand out then this is the brand you’re looking for.

Luca Faloni

Portofino Shirt
£170

Luca Faloni - a staple in any holiday suitcase. Over the last ten years, they’ve perhaps become the defining name in luxury linen shirts. It’s available in both slim and regular fit, each of which accentuate the torso. Unsurprisingly (given that it’s the signature shirt from Luca Faloni) the trim, collar and sleeves of the Portofino shirt are perfectly crafted.

Loro Piana

Elia Shirt
£555

A definitively masculine shirt, the Elia shirt from Loro Piana comes in either optical white or dark eclipse. If you’re not a fan of big collars, the low-cut Mandarin collar will suit you perfectly. The Elia has the classic flowing drape that all good linen shirts do, and is crafted with a soft aloe finish to be wrinkle resistant.

Pini Parma

Navy Jersey Shirt
£139

We’ll round off with a slightly smarter option. The Italian-made Navy Jersey shirt is crafted by Pini Parma, who (if you haven’t heard of them) have an excellent selection of holiday essentials. It’s made from soft and lightweight jersey cotton, and is sure to guarantee you a seat in the window of any restaurant of your choosing.

The Finest Luxury Holiday Shirts

Being on holiday is perhaps the most important time to look and feel your best, and with these items in your collection you’ll be well on your way. Paired with the right linen trousers, boat shoes and your favourite sunglasses, they will exude class.

Ready to get packing? You might like this article about Wool & Oak, who are redefining luxury holiday duffle bags and rucksacks. They’re probably the best leather bags in the world.