What to Wear in Italy: Fashion Tips for Your Trip

Planning a city break to Italy and want to blend in with the locals? Italian style is less about having a uniform and more about an in-the-know approach to fashion. Confidence is key. Consider well-fitting (not necessarily tailored), smart pieces such as a pencil skirt or a sleek knit dress, always freshly pressed and snag-free. Wardrobes here are bold but not flashy – one showstopper skirt can be paired with a simple knit, a style tip often seen in Italian fashion.

Amalfi Coast

This sliver of Italian coastline is known for its romantic, fairytale vista, so dress the part in pretty floral linens and sweet button-up cardigans, perfect for strolling through its cobblestone streets or stopping by a harbour town for an ice cream. Pair with a straw basket to stock up on vintage finds and some non-flimsy ballet pumps. A touch of throwback charm with a hair ribbon is a lovely addition.

Rome

Italy’s capital is always smarter than the average European city; for a casual look that’s still polished, a statement midi skirt with a thin knit top is a great option for a day of sightseeing and cafe hopping. This look can be dressed up with a kitten heel for the evening or worn with a fashion-forward shoe choice such as playful ‘penny’ loafers. Keep the overall outfit pulled together by opting for neutral tones or monochrome.

Milan

Not only is Milan seen as the fashion capital of Italy, it’s also arguably the fashion capital of the world. With the global glitterati flocking here twice a year for Milan Fashion Week, this city embraces full-throttle fashion; colour, print, pattern, and texture. A good way to keep things stylish is to look for classic pieces that pack a punch, such as a shirt dress in a bold hue. Pair with long boots and colour-popping accessories for added flair.

Tuscany

How to stay chic and stylish in the sun? The Italians have it nailed. Look for earthy, relaxed tailoring, such as a linen shirt set – updated for 2024 in sunset ochre and worn oversized. Pair with smart, open sandals that can keep you going through a vineyard tour or for cycling the hilly terrain, and a hat—for a sporty yet chic look.

Sicily

One of the hottest holiday destinations right now, Sicily is the place for high-voltage holiday dressing. Pair striking fashion looks that will take you from beach club to after dark, such as slinky knit dresses with feather trim in sundowner ombre hues. Combine with statement earrings and chic sandals for a polished bohemian escape.