What To Wear To Italy (The Best Ideas)

Ciao, bella! If you’re planning a trip to Italy, you’re most definitely in for a treat.

From the romantic canals of Venice to the fashion-forward streets of Milan, Italy is a paradise for fashion lovers like you and me.

However, knowing what to wear can be a teeny tiny bit daunting. But don’t you worry dear! I’ve got you covered with chic, practical and fun outfit ideas that will make you look stylish and also blend in like a local.

This post may contain affiliate links, which means that I may receive a small commission, at no cost to you, if you make a purchase through a link!

Cute Brown Top With Ruched Detail

Get The Outfit Here👇

When I think about what to wear to Italy, I just loveeee the idea of a cute brown top with ruched detail paired with a black maxi dress. This combination strikes the perfect balance between casual and chic, ideal for a day of sightseeing or a relaxed dinner in a local trattoria.

The black maxi dress is comfortable and versatile, while the ruched top adds a little texture to keep the look interesting. I finish it off with a pair of sandals—stylish yet practical for walking through Italy’s charming cobblestone streets.

2 Piece Matching Vacation Set 😎

Get The Outfit Here👇

When I’m packing for Italy, I love the simplicity of a 2-piece matching vacation set. And that’s why I’d always pack a set, without fail. And that’s because it’s unmistakably effortless yet fashionable and is perfect for exploring the streets of Rome or lounging by the coast in Amalfi.

The coordinated set makes me feel put-together without any fuss, and the breathable fabric keeps me cool during those warm Italian days. I pair it with sandals for a look that’s both stylish and comfortable, allowing me to enjoy the sights without missing a step.

Cute Vest Top

> Top | > Shorts | > Bag | > Necklace | > Shoes | > Watch

When the Italian sun is blazing, a simple ruched top paired with shorts is definitely a must. I strongly believe that this stylish combo is perfect for exploring the cobbled streets of Rome or grabbing a quick gelato.

I recommend choosing a comfortable fabric to keep cool and chic in the heat. Pair this with some comfortable pair of sneakers or sandals, and you’re all good to go!

A-Line Maxi Dress & Sandals

> Dress | > Bag | > Necklace | > Shoes | > Sunglasses

An A-line maxi dress is an Italian summer staple, like quite literally. It’s breezy, feminine, and perfect for wandering through the picturesque alleys of Florence!

I would highly suggestt a dress with a beautiful print or just solid bold color that’s simple yet stylish. As sandals are ideal for navigating those cobblestone streets, I’d also recommend that you wear a pair to keep you stylish and comfortable all day long.

Cute Graphic Tee & Wide-Legged Jeans

> T-Shirt | > Jeans | > Bag | > Necklace | > Shoes

For a laid-back yet stylish look, a cute graphic tee paired with wide-legged jeans is the way to go. I can already picture this outfit for a day of sightseeing or a casual lunch in a quaint Italian cafe. Getting excited thinking about it already!

So, the outfit idea is fairly simple. Simply choose a tee with a fun design or slogan, and balance it with classic denim to channel your inner Italian cool girl.

Cute Sundress & Sandals

> Dress | > Bag | > Earrings | > Shoes | > Sunglasses

Nothing says ‘la dolce vita’ like a flirty sundress and a pair of comfy sandals, am I right? (Pardon me.) Well, a sundress is a perfect practical piece for when the sun is blazing as it’ll keep you comfy and stylish.

To style, just go for a dress in a bright color or floral print of your choice. You may also throw on a straw hat and sunglasses for an added chic touch.

Halter Top & Jorts

> Top | > Shorts | > Bag | > Sandals | > Bracelet | > Sunglasses

If you’re heading to the beach or just planning a day trip to Capri, a halter top and jorts combo is a fantabulous choice 😎.

And there’s little reason to wonder why. This outfit just gives off a fun and youthful vibe that’s perfect for all seaside adventures. And of course, you can wear it to other places as well and not just the beach.

Pair it with a cute pair of sandals or espadrilles and your handbag to carry your essentials as you soak up the sun and the stunning views.

Floral A-Line Maxi Dress

> Dress | > Bag | > Necklace | > Shoes | > Sunglasses

Wearing a floral A-line maxi dress is a perfect choice for a romantic dinner date or a quick evening stroll along the Grand Canal in Venice.

The flowing fabric will ensure to keep you cool at all times while the floral print adds a touch of romance to your look. If you’re having an Italian date, this outfit choice will be sure to impress! I promise you.

Finally, pair this with delicate jewelry and a nice pair of sandals for an effortlessly elegant outfit combo that will be sure to turn heads.

Top & High-Waisted Skirt

> Top | > Skirt | > Bag | > Necklace | > Shoes

A classic top of your choice paired with a high-waisted skirt is an outfit that never goes out of style. It’s perfectly timeless and cute!

This look is more than perfect for a casual occasion or a chic brunch in Milan.

Styling this outfit is super super easy. Just wear for a fitted top and a flared skirt and it’ll create a flattering silhouette. I recommend an A-line skirt as it’ll highlight your figure perfectly.

Lace Top & Skirt

> Top | > Skirt | > Bag | > Necklace | > Shoes

A lace top and skirt combo is absolutely perfect for a romantic evening outing in Italy. And the reason for that is because the delicate fabric adds a nice touch of subtle detail and elegance, while the skirt keeps the outfit playful and fun.

It’s the little details that really make the difference, right?

This look is ideal for a date night or any event you’re planning to go to. Pair it with heeled sandals or sneakers. Carry a clutch for a polished and sophisticated outfit that I promise will exude a timeless Italian charm.

Tube Top & Denim Skirt

> Top | > Skirt | > Bag | > Earrings | > Shoes

A tube top paired with a denim skirt is a fun and flirty choice for a day exploring the streets of your favorite Italian city. Furthermore, this outfit choice is perfect for the warmer days and also looks great in any casual setting.

Choose a bright or neutral-colored tube top and a classic denim skirt for a super stylish look. Then, throw on some comfortable sneakers or sandals, and your adventure awaits.

Button-Down Crop Top & Straight Jeans

> Top | > Jeans | > Bag | > Necklace | > Shoes

For a relaxed yet stylish look, a button-down crop top and straight jeans combo is perfect. The top I’ve picked also exudes old money vibes to make the look even more polished and elegant.

All in all, the crop top adds a nice modern twist, while the straight jeans ties everything together to keep the look classic. Pair your outfit with some chic flats or loafers, and you’re ready to hit the streets in absoluteee style.

V-Neck Cropped Top & Jorts

> Top | > Shorts | > Bag | > Necklace | > Shoes

Don’t you worry about a lower neckline. A V-neck cropped top paired with jorts is just a perfect outfit for a casual day in Italy.

It’s comfortable, cool, and perfect for those hot European summer days. Choose a top in a soft fabric and pair it with your favorite jorts for a laid-back, effortless look.

Wear it with some stylish sneakers or ballet flats, and you’ve got an outfit that’s ready for just about anything.

Concluding Remarks

So, there you have it! A list of stylish and comfortable outfit ideas for your upcoming trip to Italy.

Honestly, you just need to feel comfortable in any outfits you eventually pick. I hope that I’ve provided enough inspiration for you!

So pack your bags, don your best outfits, and get ready to enjoy all the beauty that Italy has to offer. Buon viaggio!