What to pack: Sicily

You don’t go to Sicily for understatement or things that are measured and sensible. You go because everything there is big. Big landscapes. Big sunsets. Big flavours. So, when it comes to your wardrobe, you should do as the Sicilians do: big fashion. That means eye-catching sunglasses, maxi prints and plunging necklines. Plus the kind of slip-on loafers that capture a kind of sexy, ever-so-slightly-sleazy, White Lotus mood.

Sicily for Her 

Gloria printed cotton-poplin mini shirt dress

With its spectacular palazzos, stunning historical sites and Mount Etna, Sicily lends itself to the dramatic and theatrical. And if you want to make more of a standout statement this summer then the Gloria printed-cotton mini-shirt dress by  is a great place to start. While it’s easy to throw over a bikini at the beach, it’s also a perfect mini dress for wearing into town at night, or to a local bar, and it looks fantastic with sandals and tote bags.

Shop Now

ME&EM Handwoven Sandal Italian Leather

For the summer sandal that can go with everything, ME+EM has put together a handwoven pair crafted from smooth Italian leather in soft white, with a matt-gold buckle fastening. These are perfect for styling with shirt dresses when going out to big occasions but equally for casualising with denim shorts at the weekend. 

Shop Now

GUCCI Jackie 1961 small leather shoulder bag

It’s always great to add a splash of colour in summer, especially in hot destinations, and Gucci’s ‘Jackie’ bag in bright green certainly brings a touch of festivity to the party. The bag’s curved silhouette style originally debuted in the ’60s, as did its gold-tone piston clasp. It’s ideal for wearing against strong patterns and picking out tonal colour matches. But even when worn against a simple white T-shirt, this bag will stand out from the crowd.

Shop Now

MISSOMA Convertible Ovate Double Link Hoop Earrings

On holiday, it’s great to have different outfits and options enabling you to dress for every occasion, and for this reason Missoma’s Convertible Ovate Double Link Hoop Earrings are an excellent styling accessory. For that extra finesse and to bring a little matching colour to an outfit such as the green Gucci bag, the teal and gold link options lend themselves perfectly. They’re both subtle and chic at the same time.

Shop Now

DOLCE & GABBANA One-piece swimsuit with plunging neck and belt

If you want your swimsuit to make a statement then this Dolce & Gabbana one-piece with plunging neck and belt is superb poolside attire. The very glamorous and sophisticated swimsuit can also be turned into a sensual top for the evening. Just add black flat-front evening-style trousers, or even wear it under an open-button shirt with shorts, for a very modern, graphic look. It will certainly add an air of la dolce vita to your evening.

Shop Now

MASSIMO DUTTI Oval Sunglasses

To add a finishing touch to your glamorous look, sunglasses are the ideal accessory – none more so than this classic oval black-framed pair from Massimo Dutti. They will look great around the pool with your black swimsuit and are equally suited to relaxing with a negroni on the hotel terrace. 

Shop Now

Sicily for Him


Linen shirts are perfect for summer but they don’t always have to be worn with shorts and layered over T-shirts. This sandy brown version by Brunello Cucinelli is more elevated, with double pockets that make it the perfect fit for wearing with tailored trousers, either white or black, for a smarter modern look. The shirt can still be worn outside the trousers to create a more informal but chic holiday attitude.

Shop Now

REISS Brighton Pleat Front Trousers

Finding the right thing to wear on your bottom half in the evening while on holiday isn’t always easy. If you’re not a shorts person and want something more elevated, then Reiss has the consummate pair of trousers. They’re smart, being tapered and black, but they are equally casual with small hems and a more sporty, jogger-style waistband with pull cords. So you’ll feel dressed up and casual at the same time – the ideal combo when going out for a night to impress.

Shop Now

BREMONT S300 Kaimu

If you’re looking for a statement piece to go with your lifestyle and outfits during the day and evening, then Bremont has the watch for you. The S300 Kaimu 40mm mechanical steel-and-ceramic timepiece is both stylish and sporty. Every good watch has a story and the S300 Kaimu was inspired by Kaimu beach in Hawaii. This young, black-sand beach recovered after being devastated by a massive eruption of the nearby Kilauea volcano in 1990. It’s a symbol of the endurance of the region, which has been restored to its former beauty by its local inhabitants. 

Shop Now

TOD’S Gommino Driving Shoes in Leather

When you’re on holiday and you want to shed your trainers for something more stylish and elevated, then the Blue Gommino driving shoe in leather, by Tod’s, is what you should pack. It fits like a slipper and is supremely versatile so it can be styled with shorts or with hemmed trousers – no socks required! This timeless item is something that you can easily wear back at home with smart jeans or chinos at the weekend. It’s an investment piece that will keep on giving.

Shop Now

Persol Steve McQueen D-Frame Folding Tortoiseshell Acetate Sunglasses

If you’re going to buy a pair of shades for your travels then the iconic Persol 1960 folding Steve McQueen sunglasses, named after and worn by the legendary US actor, are a must-have. The glasses’ D-framed style, made with durable tortoiseshell acetate, features fitted blue polarised lenses and Persol’s signature arrow-shaped hinges. They’re great for wearing with everything from sports-casual to evening attire. Just think Steve McQueen and you’ll never go wrong! 

Shop Now

Vilebrequin Merino Wool Swim Shorts Bicolor

When packing, it’s always a bonus if items can double up, and these blue bi-colour swim shorts by Vilebrequin are suitable for both swimming and going into town. The elevated merino wool fabric in blue neatly enables these shorts to be styled with navy or white T-shirts and polo tops. They will look super stylish worn around the pool with a pair of blue polarised Persol sunglasses.

Shop Now

By James Sleaford, style director of Secret Trips. James has worked in the fashion industry for 20 years and has held the post of fashion director of French GQ. You can find more of his work at jamessleaford.com

Zeen is a next generation WordPress theme. It’s powerful, beautifully designed and comes with everything you need to engage your visitors and increase conversions.