Dressing for Dream Destinations: Italy

What to wear on your Italian getaway.

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“Dressing for Dream Destinations” is a travel series that takes us across the world to daydream about what we’d wear to various locations. (For more, see our past posts on AustraliaRussiaIndiaMoroccoSouth KoreaSpainChinaGreeceJapanthe UKCubaIceland, Turkey, and Thailand.)

Photo by Dan Novac on Unsplash

Italy is located in Southern Europe and the Mediterranean, famed for its beautiful locale and culture. The Renaissance began in Italy, as did the great Roman Empire. Italy has clearly left its mark on history and played a central role in Western culture. In fact, it has more UNESCO World Heritage Sites than any other country in the world (54!).

It is said that Italy has more masterpieces per square mile than any other country in the world. Whether you’re interested in art, history, religion, architecture, fashion, theater, music, or food, Italy has it all! It’s no wonder it’s the 5th most visited country in the world.

{RELATED POST: The 5 Key Elements of Italian Fashion}

Fun fact: you can thank Italy for ballet, the piano, thermometer, and much more.

What to Wear in Rome

Rome is the capital city of Italy and is the fourth most populous city in the European Union. Known as the “Eternal City,” its history goes back over 28 centuries. Throughout its lengthy history, the city has erected many architectural wonders — in fact, Rome has over 900 churches. Some of the most famous Roman attractions include the Colosseum, Trevi Fountain, Roman Forum, and St. Peter’s Basilica.

It also contains Vatican City, an independent country inside Rome where the Pope resides, and the smallest country in the world. There you can visit the Vatican Museums, St. Peter’s Basilica, and the Sistine Chapel.

Photo by Cristina Gottardi on Unsplash

Since you will be walking all over Rome and the Vatican City, tennis shoes and a pair of shades will be your key to all-day comfort. A breezy and unconventional dress is perfect for this casual but chic city.

green white polka dot dress with black collar, white and black detailed cross body bag, tortoiseshell sunglasses, white superga shoes

Products: Dress – ASOS, Bag – Forever 21, Sunglasses – Nordstrom Rack, Shoes – DSW

What to Wear in Florence

Florence is the capital city of the region of Tuscany and is considered the birthplace of the Renaissance. Famous for its cultural heritage, nearly a third of the world’s art treasures reside in Florence according to UNESCO.

Leonardo da Vinci, Florence Nightingale, and Michelangelo were all born in Florence.

Must-visits include the Uffizi Gallery, Palazzo Pitti, Cathedral of Santa Maria del Fiore, and that’s just to start. Fun fact: The fictional character Pinocchio is from Florence!

Photo by Jonathan Körner on Unsplash

Florence’s architecture has a very distinct palette. This outfit is inspired by the beautiful browns of all the buildings but is also practical. Most of your time in Florence will be spent walking from monument to monument and perhaps up the steps of a duomo, so dress for comfort.

beige romper, half moon leather brown bag, brown sandals, geometric earrings

Products: Romper – H&M, Shoes – DSW, Bag – ASOS, Earrings – Nordstrom Rack

What to Wear to the Amalfi Coast

Located in Southern Italy, the Amalfi Coast is a beautiful Mediterranean destination that is classified as a UNESCO World Heritage Site.

The Amalfi Coast produces world-renowned lemons, limoncello liqueur, figurines, paper (bambagina), and ceramics. It is also a convenient location to make day trips to Naples, Pompeii, and Mt. Vesuvius.

Fun fact: Cappuccinos were invented here by Capuchin monks, who live on the cliffs of Amalfi.


Soak up the sun in this mini dress, while a silk headband classes up the outfit – and keeps your hair out of the way!

scarf headband, white summer dress, straw bag, two toned wedge sandal

Products: Headband – ASOS, Dress – Lulu’s, Sandals – DSW, Bag – Nordstrom

What would you wear in Italy?

Have you been to Italy? If so, what did you pack and wear? What do you think about our outfits for Rome, Florence, and the Amalfi Coast? Tell us in the comments section below.

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