21+ Italy Outfits That Are Truly Bellissimo

Looking for chic Italy outfits for an upcoming trip? You’ll love this list of Italy vacation outfits including Italian summer outfits for the most popular time of year! 

collage of four women wearing stylish Italy outfits

Aesthetic Italy Outfits

Mapping out your Italian vacation is full of excitement. You might be daydreaming about all the beautiful sites to visit, the delicious food you’ll eat, and (of course) what to wear. Italy is one of the fashion capitals of the world, home to iconic luxury brands like Prada, Bottega Veneta, Fendi, and Versace (the list goes on). Which might sound intimidating! But don’t worry. Italian style is pretty casual and easy—the perfect combo for vacation.

Below, I’m sharing over 21 stylish Italy outfits to inspire your packing list! Whether you’re sunbathing in Sicily, wine tasting in Tuscany, or snacking on pizza in Rome, you’ll appreciate this roundup of outfit ideas and helpful packing tips.

Buon Viaggio!

Italian Summer Outfits

Scroll on for chic yet laid-back Italy outfit inspo from some of my fave fashion it-girls. 

Pretty in polka dots.

Woman wearing a black and white polka dot pant set with black sandals.

polka dot pieces:

There’s something about polka dots that screams European summer to me. In my opinion, you can’t go wrong with this timeless pattern, especially in a chic two-piece set. I love Jennifer’s polka dot moment styled with cat-eye sunnies, simple flip-flops, and gelato (of course)

Two-piece sets are great for travel since they can be mixed and matched with other pieces in your suitcase. Don’t have a polka dot set? Not to worry! Opt for a polka dot printed dress or top for a similar effect.

Tailored shorts, tank top + sandals.

Woman wearing long linen Bermuda shorts, a black tank top and brown sandals.

get the look:

When staying in stylish cities like Rome or Milan, you want to look the part. Sticking with neutrals will help you create easy, fashionable Italian summer outfits you can wear throughout your vacation.

Alex’s simple yet chic outfit is one I’d definitely have on my packing list. Tailored shorts, a basic tank top, and comfortable walking sandals makes the perfect OOTD for exploring cultural sites, visiting museums, or enjoying an espresso break (or two)

Flowy maxi dress + minimalist sandals.

Woman wearing a navy blue maxi dress with brown sandals.

get the look:

If there is one item you want in your suitcase for a summer trip to Italy, it’s a flowy dress. 

Dresses are stress-free to style throughout your trip, so pack one (or a few) in a breezy cotton or linen fabric. Not only will you look chic, but the lightweight material will regulate airflow so you don’t get overheated. Pair with strappy sandals and a practical shoulder bag for a look you can wear from day to night.

Vest top + mini skirt.

Woman wearing a tan skirt with a white vest top.

get the look:

While perusing the Italian countryside or taking a stroll down ancient cobblestone streets, you’ll want to dress chic and fashionable without looking like a tourist. Enter this cute ensemble of a mini skirt, vest top, and crossbody bag. If you’re doing a lot of exploring, switch the mini skirt for a more practical skort.

Lots of linen.

Woman wearing an oatmeal colored linen short set with sandals.

linen pieces:

With average summer temperatures over 80°F, you’ll be thankful for linen on your Italian trip. This breathable and comfortable material is perfect for long, hot days. Stick to chic silhouettes in classic colors like cream and beige for an outfit that works for any occasion. Style your linen look with simple flip-flops for a coastal vibe or comfortable walking shoes when out exploring.

Statement top + linen trousers.

Woman wearing a long black skirt and crop top with brown sandals in Italy.

Now’s the time to dust off that show stopping outfit you’ve been saving for vacation! Anwesha wears this gorgeous Cult Gaia halter top with coordinating linen trousers, easy sandals, and a mini Bottega bag for an Italian touch.

Swimsuit + drawstring trousers.

Woman wearing white linen pants and a black and white bikini top with black sandals.

get the look:

If your Italian travel plans include fabulous beaches or being a poolside princess, this is the look for you. Elevate your favorite flattering swimsuit with a stylish mix of linen pants, a basket bag, trendy sunnies, and gold jewelry.

White button-down + platform sandals.

Woman wearing along black skirt, black platform sandals and an oversized white, linen button down.

Want to blend in with the fashionable locals? Take notes from Inés’ incredible Italian summer outfit. All you need for the look is an oversized white button-down, black platform sandals, and a statement skirt.  

Denim shorts + striped shirt.

Woman wearing denim shorts, a blue and white striped crewneck sweater and a Christian Dior saddle bag.

get the look:

When bouncing around from city to city, you’ll want a comfortable but cute travel outfit. A simple striped shirt and denim shorts is a perfect travel ‘fit, in my opinion! The combo is easy and effortless and looks just as good with sandals as it does with sneakers.

Breezy mini dress + basket bag.

Woman wearing a blue plaid oversized shirt dress and tan sandals.

get the look:

As I mentioned earlier, Italy can get very hot during the summer months. To best survive the sweltering heat, stick to easy, breezy dresses that are comfortable and adorable. Wear them with your go-to sandals for a daytime look. In the evening, wedges are a fun and sexy option.

Maxi skirt, crop top + black sandals.

Woman wearing a knit, ribbed maxi skirt with a black cropped t-shirt and black sandals.

get the look:

Next on the list of cute Italian summer outfits is this look featuring a maxi skirt, crop top, and sandals. This outfit is simple yet stylish, so whether you’re sipping on afternoon affogatos or enjoying a day of shopping, you’re sure to feel confident.

Floral dress, white shirt + sandals.

Woman wearing a red floral printed midi dress with brown sandals and a rattan bag.

floral dresses:

A floral-printed dress is another item you’ll get a ton of wear out of on your vacation. Accessorize with a basic pair of leather sandals, a raffia straw bag, and a linen shirt to cover your shoulders. 

Linen dress + chunky sandals.

Woman wearing a black linen dress with white sandals.

little black dresses:

No vacation packing list is complete without an LBD. This classic piece can be dressed up or down just by switching up your accessories. For this daytime look, Kathleen kept it laidback with chunky sandals and minimal accessories. If you’re visiting cities like Florence or Rome, where you plan to do a lot of walking, swap the sandals for sneakers!

Silk skirt + tank top.

Woman wearing a silk midi skirt with a white tank top and white heels.

get the look:

An outfit made of chic summer basics – a white tank, slip skirt, and strappy sandals – will always look good. Especially on vacation! 

I love this look for dressy dinners when you don’t have to do too much walking. A mini handbag, like the Le Chiquito from Jacquemus, is great to throw in your suitcase because it doesn’t take up room and is perfect for toting the bare essentials.

Summer chic.

Woman wearing white trousers, a black and white tank top and black sandals.

get the look:

Lalia’s old money-inspired look is the perfect thing to pack for your Italy vacation. Embrace la dolce vita with white tailored trousers, a black tank, and strappy sandals. Then, accessorize with Celine sunglasses, a basket bag for all your goodies, and a belt to cinch your waist.

Black maxi dress + heels.

Woman wearing a black linen dress with black heels.

black maxi dresses:

The best Italian summer outfits center around easy, versatile pieces. I adore this black maxi dress, which can be worn exploring during the day, as a beach coverup, or as a nicer option for fancy dinner reservations. Pair it with coordinating black heels and a leather clutch for an evening look. 

Flirty top, trousers + kitten heels.

Woman wearing black trousers and a black and white polka dot ruffle top with black heels.

get the look:

Do as the Romans do and wear a chic outfit on your Italian vacay. A flirty, asymmetrical top is perfect for staying cool but cute in the summer heat. Complete with high-waisted black trousers and kitten heels and this look is *chef’s kiss*.

Style a scarf.

Woman wearing linen shorts, a black tube top and a polka dot scarf.

shop scarves:

If your Italy style inspo includes retro photos of women wearing headscarves, this next look is for you. 

Headscarves have long been a holiday essential. They have that ‘old money’ aesthetic that makes any outfit look more elegant. Take styling notes from Livia, and wear this luxurious accessory with tailored shorts, a strapless top, and chic sunglasses.

Travel Tip: If you’re visiting Lake Como or islands like Capri, wearing a headscarf will protect your hair from the frizz-prone effects of humidity, salt, and wind.

Vintage jeans + statement jewels.

Woman wearing straight jeans, a white linen best and black loafers.

get the look:

This next look is great if you visit Italy during mild spring and summer months like April and June when temperatures range from the mid-50s to 80°F. With that in mind, packing items you can layer with is key. 

On my list is a pair of vintage jeans (or a vintage-inspired pair) and comfortable loafers you can wear all day long. A vest top one of my favorite 2024 fashion trends adds a sophisticated touch to this casual look and can be worn throughout your trip. Complete the ensemble with bold accessories and a sweet little straw bag. 

Italy Outfits for Other Seasons 

Not traveling in summer? Discover some Italy outfit ideas ideal for cooler weather.

White jeans, blazer + Uggs.

Woman wearing linen pants, Ugg Tasman boots, and a tan blazer.

get the look:

A blazer is a must-pack item for a fall or winter trip to Italy since you can wear it in so many ways. Plus, it keeps you warm while staying stylish. Here, this camel-colored blazer adds an elevated touch to a casual base of white pants, a simple tee, and comfy Uggs. The Gucci Half-Moon Bag is the cherry on top of a fab look.

Mock neck top, jeans + leather jacket.

Woman wearing baggy jeans, a tank top, a leather jacket and black booties.

get the look:

No matter when you visit Italy, have your suitcase be brimming with basics you can re-wear throughout your trip. That’s why I love the outfit above. It’s so simple that every woman can recreate it with items in her closet.  

All you need are wide-leg jeans, a mock neck top, black boots, and a leather jacket. Accessorize with Italian staples like this Prada nylon bag.

Wool blazer + tall boots.

Woman wearing lugg boots, a mini shirt, an oversized blazer and a scarf beside a Vespa.

get the look:

Have a fall trip planned? Take inspo from this gorgeous Italy outfit.

A wool blazer layered over a soft knit is equal parts chic and warm. Tying a sweater over your shoulders is a fashion-girl tip for adding dimension and (a little more warmth) to your look. When it comes to footwear, comfort is everything. These knee-high boots have a chunky sole that’s great for walking. They look amazing with shorts, skirts, or layered under dresses—so many options!


I hope you have enjoyed this list of stylish Italy outfits and feel inspired for your Italian summer (or other season) vacation!


More Style Inspiration You’ll Love:

How To Dress Old Money On A Budget: Spring & Summer

10+ Bottega Veneta Dupe Bags: Affordable Look-Alikes

17+ Effortless Linen Pants Outfit Ideas for Spring & Summer


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  1. 6.28.24
    Corinne A Garrett said:

    Loved all the summer outfits shown and rocking that linen vest this summer with jeans, shorts & skirts. Locals in Italy are now wearing sneakers for casual wear/sightseeing. I remember when they made fun of Americans for wearing them. They finally caught on to WHY. However: Uggs? NO, nay, never ever. And platforms + cobblestones do NOT go together.

    • 6.28.24
      Christal Sczebel said:

      Thanks for the comment Corinne! Sneakers are definitely great for cobblestone streets!