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How to choose resort shorts for your next adventure

You may not be surprised to learn that we take men’s shorts rather seriously here at Orlebar Brown. We know that a perfectly fitting pair of shorts can make you feel confident as well as comfortable. Bold, solid colours will anchor a holiday outfit while printed and patterned pairs can lift otherwise subdued styles. Resort shorts are key, often undervalued pieces that exist right at the heart of our holiday wardrobe. We’re here to guide you as you search for the perfect resort shorts for your next adventure.

Resort shorts by Orlebar Brown

The way that you feel in a pair of shorts should always be the deciding factor. We have crafted our resort shorts with that in mind. They hug, flow, sit, and support in all the right places because we use traditional men’s trouser patterns to build every pair. The extra confidence boost you get from wearing shorts that are expertly fitted to you is what sets us apart. It’s why reaching for Orlebar Brown shorts goes hand in hand with getting ready for a day well spent, where you feel good because you look great.

We’re on a mission to help men feel fantastic on holiday, so we’ll start by giving you a helping hand deciding on the right resort shorts for your shape, style, and personality.

MID OR LONG LENGTH?

It’s a myth that the length of your shorts should depend on the length of your legs. The length of your resort shorts depends only on how you like to wear them. All Orlebar Brown resort shorts are crafted with the same attention to detail and high quality finish, so no matter what length you choose, they’ll fit beautifully. Go shorter with our classic Bulldog and some of our new Napo styles. They give you plenty of movement while still packing a punch with elegant fabrics and bold colourways. Alternatively, choose a longer style like the Dane or Norwich for a little more coverage with just as much flair.

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PRINTED OR PLAIN?

Sometimes it depends on the rest of your outfit. If you’ve got a ravishingly printed holiday shirt from our Club Tropicana range then you might want to pair it with a more subdued navy or moonlight tone on your bottom half. Then again, you might not. You are on holiday after all. If you’re starting with resort shorts and working your outfit up from there then we’d recommend choosing prints and patterns for more laid back affairs and plan block colours if you want to smarten up a little.

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DRAWCORD OR BUTTON AND FLY?

A hotly contested topic here at Orlebar Brown HQ, the drawcord Vs. button and fly dilemma has our office split right down the middle. For the purists who revel in the sharp lines and bold cut of our more traditional styles, the button and fly is a must. For those who prefer a more laid-back, breezier route, the drawcord is a welcome addition to our resort short collection.

To make it easy for you, we’d normally choose a button and fly pair if we planned to lunch indoors or relax in a bar with our shorts on, while we tend to reach for a drawcord pair during more adventurous countryside walks and dusky evening strolls.

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TAILORED OR RELAXED?

Well this one’s easy. Both. We know, we would say that, but it’s also the truth. Relaxed fit resort shorts like our Bankcroft Linen shorts in dusty dune and artichoke green are ideal for long days of exploring a new city in the sunshine. More fitted styles like our Norwich Camoin or Levens soft cotton tailored shorts are perfect for long late brunches and early evening drinks. Take one pair of tailored and one pair of relaxed shorts and you’ll be ready for whatever the day throws at you.

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BRIGHT AND BOLD OR UNDERSTATED?

Our classic Bulldog cotton twill shorts come in vibrant summer red and eye-catching horizon blue colourways. They make up the full primary spectrum when sitting alongside the Searose tailored shorts available in their gorgeous garment dyed mimosa yellow shade. These bright, bold colours ooze a sense of celebration and are brilliant for livening up a relaxed linen shirt or crisp white OB-T. If you see yourself as a more subtle, understated character then there are plenty of natural, earthy tones and more muted colourways to choose from. You simply can’t go wrong with a soft cloud or classic blue colourway when it comes to resort shorts. We wouldn’t go anywhere without our Ink Rene shorts and they’re about as understated as you get.

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BEACH BUMBLING

If you’re looking to kick back by the sea but don’t fancy getting wet, you could opt for some of our more relaxed fit styles in a shorter or mid length. Our Wetherlam style in white sand is a great choice for seaside strolls with a laid back fit and slightly longer length for a little extra sun coverage.

CITY BREAKING

A full day of sightseeing is never for the faint of heart. Don’t underestimate the need for comfort whether you’re hopping between museums or rambling around ruins. Our classic Bulldog shorts in a soft cotton twill will keep you comfortable and confident from start to finish. If you prefer a slightly longer length then opt for the Norwich linen style for a smooth, light, fuss-free day.

LAZY LUNCHING

Long, languid, laid-back lunches are a right of passage on holiday. Tailored resort shorts and a loosely buttoned linen shirt are our go-to uniform for passing these delicious hours. O.B top tip: pick a pair of holiday shorts with our signature side fasteners so you can stay comfortable regardless of whether you’re having a light bite or facing the full tasting menu. The Harrop shorts in a light but tailored linen blend will take you from sunrise to sunset with every course in between.

Complete the look

Feel confident from head to toe by pairing your holiday shorts with these Orlebar Brown accompaniments.

Whether you’re lounging on the Alamfi coast or trekking through the tropics, perfectly fitted resort shorts will live at the heart of your holiday wardrobe. We want you to feel confident the moment you slide yours on and have crafted our shorts with only the highest quality materials to make this possible. We hope our guide has helped you choose a pair (or two) that you can’t wait to pack into your holiday suitcase. If in doubt, don’t hesitate to reach out to our online concierge team for a personalised consultation.

SHOES

Match your new O.B resort shorts with our minimal and oh-so-functional Larson swimmable trainers. Their clever technical details make them perfect for your pre-dinner stroll on the seafront and their clean aesthetic pair up elegantly with both tailored and relaxed shorts.

SHIRTS

Easily dress your shorts up or down by choosing the right shirt texture. Keep it casual with our geometric print Howell shirt which is crafted with velvety soft terry towelling for a luxuriously laid-back look. Alternatively, hit the smart-casual dress code with a tailored Giles shirt, available in a sumptuous linen blend to keep you cool in warmer climes.

JACKETS

You’re on holiday and you’ll wear shorts if you want to. But that doesn’t mean you have to sacrifice sophistication. Slip an Edgar towelling Blazer over your OB-T and resort shorts combo to add a healthy dose of personality to your outfit. You can also make sure the weather doesn’t spoil your adventure by popping a sleek Sommers black down gilet in your suitcase. The Sommers pairs surprisingly well with both mid and longer length tailored men’s resort shorts.

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