Rakish Winter Destinations and What to Wear

Wherever you’re jetting off to this winter, ensure you look the part, with our guide to rakishly dressing for four distinct winter destinations…
Gunter Sachs and Brigitte Bardot on holiday in the Swiss Alps.

It’s officially that time of year. Daylight is in short supply and the air is bitingly cold. Coughing and spluttering noises resound throughout offices and complaints about the weather are rife. Resist as we might, but there’s no denying it: winter is in full force.Of course, such circumstances don’t necessarily posit an attitude of doom and gloom - in fact, these colder months breed wonderful opportunity for a winter escape, a notion we are in full endorsement of. Whether that means embracing the chill and hightailing it to your nearest snowfields, or denying the existence of winter altogether by jetting off to warmer climes, this time of year presents a prime opportunity for travel. Of course, any holiday - no matter the destination - requires adherence to certain dress codes. Relax you may, but don’t let your sartorial standards slip as a result. In need of inspiration? The Rakeis at your service: with offerings from some of the world’smost belovedmenswear labels, you can be guaranteed atruly stylish getaway. The only challenge is choosing where exactly to decamp to. Thankfully, we’ve got a few options up our sleeve…


Cliff Lodge, Snowbird, Utah

When it comes to a rakish snow escape, it pays to dress the part. Whether you’re a seasoned ski bunny or better accustomed to the relaxed (read: louche) conventions of après ski, the secret lies in striking a balance between functionality and flair - a feat that needn’t be overly complex. Take inspiration from your environment: at a resort like the iconic Cliff Lodge in Snowbird, Utah - which is decidedly classic with a contemporary edge - keep things refined and elegant, with luxurious fabrics and tech-savvy garb. For essential weatherproof pieces like down jackets and trousers, look to vintage inspired ski-wear brand Alps & Meters, which fusesthe technical elements of modern snow-wear with timeless design, or renowned French label Fusalp, champions of the sport-chic silhouette. A lambswool sweater from British outerwear experts Shackleton will provideequal partscomfort and style when it comes to après-ski.

    Gritti Palace, Venice

    A wintry city break provides a prime opportunity to demonstrate your slick sartorial prowess, and where better than the perennially exquisite Venice to truly shine? Home to some of the world’sfinest examplesof art and design, the city is brimming with culture, so wardrobe inspiration is in no short supply. To sample true luxury, book yourself into the lavish Gritti Palace, a veritable exemplar of Venetian splendour that occupies a prime position on the Grand Canal. The elegant surroundings will no doubt serve to inform your outfitting: think sumptuous woollen layers in rich tones of burgundy and navy, paired with dark tailored trousers and classic leather wingtip derbys. Don’t shy from bold details, for if ever there’s a place to embrace flair, it’s undoubtedly Venice, a city so famed for its eccentricities.

      Eden Rock, St Barths

      Desperate for a dose of winter sun? The ever-elegant Eden Rock in St Barths is just the place to get your fix. A renowned bolthole for glamorousmembersof the Hollywood glitterati, it calls for suitably sophisticated attire - rubber flip flops and singlets have no placein such chic environs. Instead, take cue from cinematic icons like Alain Delon in Plein Soleil or Sean Connery’s Bond and channel an artful nonchalance by opting for soft silhouettes and lightweight linens and cottons. Your ensemble needn’t be complex: relax poolside in seersucker swimshorts by London-based brand Hemingsworth and come lunchtime, throw on a handcrafted linen shirt by Magnus & Novus. In terms of footwear, Manebi espadrilles are ideal for transitioning effortlessly from beach to bar. Such a low maintenance approach generates a timeless holiday aesthetic that endures for good reason.

        The Point
        , Adirondacks

        Set on the lush wooded shore of Upper Saranac Lake, the Point in Upstate New York lends a whole new meaning to the notion of roughing it. The retreat was built in the 1930s byWilliam Avery Rockefeller and remains much-loved by those wanting to embrace the great outdoors whilst maintaining a certain level of comfort. When it comes to packingfor such a destination, choose versatile garments that fuse form with function, layering fabrics like corduroy and cashmere to capitalise on bothwarmth and style. An understated cable knit jumper by British label Connolly worn beneath a durable, weather-proof jacket by William & Son makes for a rakish pairing. And a scarf is non-negotiable: Gieves & Hawkes’ autumnal-toned fringed offering is the perfect finishing touch.


          Aobh O'Brien-Moody


          December 2018


          Also read