In June, we jetted off to a special Italian vacation to celebrate our 10th wedding anniversary. Our itinerary included endless picturesque locations in both Tuscany and Cinque Terre, a coastal area home to the most beautiful seaside sceneries. It’s safe to say we had the best time!
Italy in early June welcomed us with weather that was just about perfect – think mid-70s to low 80s, meaning we got the best of average temperatures during our time there. This amazing climate was more than ideal for exploring the rolling hills of Tuscany and the charming, colorful villages of Cinque Terre.
I – of course! – embraced the opportunity to wear a variety of summer looks and Italy outfits that seamlessly balanced great style and comfort, making my time away as carefree and dreamy as I imagined it,
From flowy sundresses perfect for a vineyard tour in Tuscany to chic, beach-ready ensembles for our coastal days, I wanted my wardrobe to reflect the romance and charm of Italian style for our anniversary celebration, and provide you with plenty of Italy outfit inspiration along the way!
How to Plan Your Italy Outfits
In Tuscany, the locals have a relaxed, casual style, so I knew my wardrobe might make me stand out as an American tourist. Either way, I was determined to embrace the opportunity to dress up in these amazing places, and you should too!
After all, how many opportunities do we get to enjoy the gorgeous backdrops of Italy?
For those planning a similar vacation, don’t be afraid to indulge in fun, fashionable looks. Unless you were planning on wearing nothing but pants and T-shirts in the Tuscany area, you would end up looking like a tourist anyway – so you might as well take full advantage and have fun dressing up. The most important thing is making sure you enjoy your time to the max.
If you’re visiting other parts of Italy, then you’ll fit right in with these Italy outfit ideas as they are the epitome of what we know and love about European style – classy, timeless, and chic!
Practical Tips for Your Italy Packing List
When it came to packing, I wanted to make sure that the pieces I chose were versatile and could be easily mixed and matched in case I wanted some variety during our time away.
If you’re looking for some practical packing tips, these are some things I kept in mind when it came to narrowing down my looks and making smart choices:
Versatile Pieces: As I mentioned, making sure that my pieces worked together was essential not only for more suitcase space, but also for creating a cohesive vacation wardrobe that I knew I could draw a variety of looks from.
Lightweight Fabrics: Opting for lightweight fabrics is essential, especially when temperatures rise in the middle of the day. Materials like linen are great for keeping things sophisticated and breathable while still showing off your style.
Layering: Even during the summer, layering is a smart ‘technique’ to keep in mind. Just like afternoons can get hotter, evenings can get cooler! Having pieces like a lightweight blazer or even a button-down shirt can be a great way to make sure you stay comfortable no matter the weather.
The Right Accessories: When it comes to a chic and sophisticated summer wardrobe, accessories can make all the difference when it comes to putting together outfits that make you feel amazing and vacation-ready.
The best part? You don’t need tons of them! If you’re looking to be smart about your packing choices, stick to classic styles that can complement all of your looks. Sunglasses, hats, bags, and jewelry are all things you can bring only one of for your entire trip abroad (and look amazing as ever!).
Putting these tips into action, I came up with a good basic Italian summer capsule wardrobe. Whether you want to pack these pieces or use them as a starting point for your own outfits, let’s get into why I selected these specific pieces.
Italy Summer Capsule Wardrobe Essentials
Linen Button-Down: This versatile piece is perfect for layering and can be dressed up or down, making it perfect for both casual and more formal looks. Its breathable, beautiful fabric keeps you cool during the day and can be easily paired with shorts or a skirt for a polished outfit.
Tank Top: A lightweight and breathable essential, ideal for those hot Italian summer days. This closet staple can be effortlessly styled with all the bottoms on this list, including shorts and skirts, for a variety of laid-back, chic looks. A classic tank might be a daytime must-have, but it is also great for layering under a blazer or jacket for cooler evenings.
Striped Shirt: A classic staple that adds some charm and personality to your vacation wardrobe. Ideal for coastal adventures in Cinque Terre, this top pairs beautifully with white pants or linen shorts for a timeless, stylish ensemble.
Vest: This simple and cool piece has been all the rage this summer, and I couldn’t be more on board. Effortlessly elevating your choice of bottoms, this simple, sophisticated vest keeps you comfortable and looking amazing.
Sleeveless Top: Streamlined, simple, and extremely adaptable, this option does an amazing job of keeping you cool while offering a huge variety of pairing options. Whether you want to layer this top under your button-down or pair it with a long flowy skirt, there are tons of options readily available to you with this piece.
White Pants: These pants are a fresh, elegant choice that is also super versatile when it comes to pairings. Perfect for day-to-night transitions, they offer a chic, sophisticated look that’s perfect for both sightseeing and dining out. For those who don’t always love wearing skirts or dresses, these pants are a great alternative that still keeps style at the forefront without compromising your comfort.
Linen Shorts (Tan and Navy Blue): Breathable and stylish, these shorts are great for keeping cool while exploring during the day. Like the other pieces on this list, the neutral colors keep things easy to mix and match while still adding visual interest and flair to the outfits. While denim shorts can be great, these pieces easily elevate a simple “shorts & a tee” outfit to something that feels more like you.
Maxi Skirt: Flowing and comfortable, perfect for a romantic dinner or a relaxed day of sightseeing. The elegant silhouette of this skirt adds a touch of romantic femininity to your wardrobe while also keeping you cool and stylish.
White Dress: A truly timeless summer piece that gives off effortless elegance, and is perfect for both day outings and evenings when you want to dress up a little more. Whether you are headed for a lot of walking through a gorgeous location or a sunset dinner by the water, this chic and breezy look will never be the wrong choice!
Linen Blazer: A lightweight linen blazer allows you to add sophistication and a little warmth to any outfit while being breathable enough for evenings during the summer months. Perfect for layering over a dress or shorts, this piece can instantly transform an outfit just like that.
Sleeveless Dress: Ideal for warm weather, this dress is the perfect way to add some subtle variety to your vacation closet while still making sure your pieces all work well together. An intentional pattern can be a fun way to integrate visual interest and more of your personal style into the mix!
Straw Hat: A must-have accessory for both style and eye protection against the bright Italian sun. This piece adds a glamorous touch to any outfit, making you look and feel more than ready for your European getaway.
Scarf: Whether you tie it to your bag, wear it on your head, or around your neck, a scarf is an amazing way of adding a pop of color or pattern to your ensemble. Have fun with this piece! Pick a color that complements your wardrobe and adds a touch of extra style flair to your vacation repertoire.
Sunglasses: Another essential accessory when it comes to looking stylish and keeping your eyes safe from the bright Italian sun. Go for a classic pair that is easy to wear with any one of your looks!
Gold Jewelry (Bracelet, Earrings, Necklace): Just like your straw hat and pair of sunglasses, the right pieces of jewelry can be more than enough to get you through your Italy trip. Opt for timeless pieces that effortlessly enhance every outfit with a touch of elegance, perfect for polishing your summer wardrobe without being too overpowering.
Straw Bag (Handbag, Shoulder Bag): Functional and stylish, for carrying all of your trip essentials while complementing your summer wardrobe at the same time. Its versatile and charming design makes this bag suitable for a ton of your trip occasions.
Brown Sandals: Comfortable, easy to wear, and super versatile, this simple sandal can be paired with almost any outfit for a laid-back yet stylish look. They’re perfect for walking around town or enjoying a casual day at the beach.
Espadrilles: For the moments when you’re looking to dress up a little more, espadrilles are a great option to have on hand. These shoes can give you a little bit of height, elongating your figure while still being easy to walk in even on cobblestone streets.
Gold Sandals: Perfect for adding a touch of glamour to your daytime and nighttime outfits while still being comfortable enough to talk in all day. These are an ideal choice for a night out where you want to leave the heels behind.
Sneakers: Essential for those longer days dedicated to long walks and sightseeing, providing comfort without sacrificing your style. They’re perfect for exploring historical sites and sticking to your tour guide during a tour, ensuring your feet stay happy all day long.
Flats: Versatile and easy to pack, flats are also perfect for both casual outings and more dressed-up occasions. For those who prefer to take a break from sandals but still maintain that chic vacation look, these are the perfect choice.
Using this capsule as my guide, I was able to go ahead and pick out the pieces I wanted to bring along with me on my trip. Here is what I ended up with:
And here are the outfits I wore in Italy!
Italy Outfits
1. white dress + strappy sandals + straw bag + gold jewelry
Ever since I got it, this J.Crew dress has quickly become one of my favorite summer pieces this year. From the silhouette to the material and design, this piece was the perfect choice for a relaxing and romantic afternoon at the vineyard.
On the bottom, I decided to go with my brown sandals for a put-together choice that was still comfortable for walking around. My straw bag complemented the shoes perfectly, adding texture and a summery flair to the look. My watch was the ideal accessory for adding polish to the look while still keeping it delicate.
2. blue linen button-down + white pants + flats + straw bag + gold accessories
top (similar) | pants | shoes | bag | watch
This look combines two ultra-versatile pieces that are perfect for both your everyday wardrobe and your chic vacation capsule.
The blue linen button-down is a great idea for looking sophisticated while also staying cool throughout the day. Featuring a great and comfortable fit, these white trousers were great for enjoying a full day of exploring. If you’re looking to dress up and try new things, leave your blue jeans at home!
For the shoes, these open-weave ballet flats added some fun detail to the outfit, while the bag once again brought the warmer weather feel. For accessories, I kept it simple here with just my gold watch for a subtle final touch.
3. sequin top + blue linen shorts + gold sandals + straw hat
top | shorts (similar) | sandals | hat
This stunning statement top was a great choice to have on hand during our trip. For the days when you want to go for a dressier daytime option, this combination was the perfect look.
On the bottom, these tailored shorts kept things comfortable and cool as we walked around and saw the sights. With its sequins and gorgeous yellow color, this shirt featured a cropped fit that paired perfectly with the shorts.
For shoes, these gold sandals were a no-brainer here, matching with the top and so comfortable I wore them almost daily! To top it all off, my straw hat gave this fun look the ultimate summer feel.
4. striped top + linen blazer + blue linen shorts + sandals + straw bag
top (similar) | blazer (similar) | bag | shorts (similar) | sandals (similar)
From shopping around town to enjoying a delicious lunch, this look keeps things chic, simple, and effortless.
The same tailored linen shorts set the tone with their great fit and beautiful navy color, while the striped top adds some visual interest and a classic touch.
This ivory linen blazer was perfect for layering on top, adding a layer of warmth and style to the outfit. As always, this straw bag was the perfect summer touch to this ensemble, and these staple black sandals finished off the look.
5. off the shoulder top + blue linen shorts + sandals
top (similar) | shorts (similar) | sandals (similar)
If the sun is beaming and there’s no need for an extra layer, this look also works well in its simplest form. Featuring an off-the-shoulder design, long sleeves, and stripes, this top becomes the focus of this timeless outfit.
Pair once again with your linen shorts and simple sandals to stay comfortable and in style during your stroll.
6. drop waist dress + gold sandals + straw hat + gold jewelry
dress (similar) | sandals | hat | bracelets
This drop waist dress is a beautiful option for a ton of occasions during your trip, from romantic dinners by the water to a day spent exploring.
Easy to put together and style, this dress is all about giving in to the easy, relaxed feel of your vacation. Simple accessories like a straw hat for the daytime and a couple of bracelets are great for finalizing the look, while these comfy gold sandals keep the romantic feel going.
7. slip dress + gold block heels
Simple, streamlined looks can often be some of my favorites, and this one proves just that. Feminine, clean, and featuring a gorgeous silhouette, this slip dress is a statement in itself.
Pair with your favorite dainty accessories and some simple gold heel sandals to enhance the beauty of the dress and slightly elongate your figure.
8. red dress + red sunglasses + straw hat + gold sandals
dress | sandals | hat | sunglasses
For a sophisticated pop of color, this red dress was exactly what I was looking for.
With puff sleeve details and an a-line fit, this piece features a super flattering neckline, showing off your decolletage. The design and details of this dress seamlessly elevate the look, while pockets make this dress functional and super easy to wear.
Available in a few different colors, this dress is super easy to dress either up or down, making it ideal for a special event or a laid-back day strolling through some breathtaking scenery.
For accessories, I opted for a pair of red sunglasses, my gold sandals, and my trusty straw hat.
9. blue linen button-down + striped pants + sandals + straw bag
top (similar) | sandals | bag | pants (similar)
If you’re looking for outfits that will keep you chic and very comfortable, then this might be the one for you!
Featuring these relaxed striped pants, this look does not compromise on style (even though you might feel like you’re wearing pajamas!). This gorgeous, fun striped pattern and design details on the hem pair perfectly with a blue button-down, one of my favorite closet staples to have on hand during my trip.
My straw bag and brown sandals coordinated beautifully with one another, making for a comfortable, interesting, and sophisticated ensemble.
10. linen off-the-shoulder dress + espadrilles
dress (similar) | espadrilles
It’s always fun to dress up on vacation, especially when you’re somewhere as gorgeous as Italy. If you’re looking for a special occasion dress, this white linen piece is one to consider.
Featuring an off-the-shoulder design and flattering silhouette, this dress enhances the narrowest part of your waist and makes for a final look that hugs your body in just the right way.
Pair with some ivory espadrilles for an elongating, romantic touch fit for a villa.
11. linen button-down + linen shorts + flats + straw bag
top (similar) | shorts | flats | bag
This outfit is one – of many! – examples that show exactly why I love having a well-constructed capsule wardrobe to base my travel looks on. Here, I paired my ivory linen shorts with my blue button-down for a foolproof, timeless look.
My open-weave flats coordinated perfectly with my sunglasses, while the bag grounded the look with an airy and more relaxed feel.
12. white maxi dress + espadrilles
This white maxi dress is another gorgeous option for those dressier occasions – or photo ops! Super flowy and featuring a sleeveless halter neck, this piece will keep you super cool and comfortable all day or night long.
Details like an open back make this dress truly special and minimize the need for too many accessories or extra pieces.
For shoes, I went with my espadrilles to keep things a little more fancy and romantic.
13. slip dress + sandals + gold accessories
dress (similar) | sandals | bracelets
On vacation, dresses have to be some of my favorite types of looks to style and wear, and this striped slip dress is one of them!
With diagonal stripes and a black-and-white color palette, this dress doesn’t require much styling at all. Perfect with just a couple of bracelets and my gold sandals to match, this look is just as easy to wear as it is flattering and chic.
14. linen strapless top + maxi skirt + straw hat + sandals
top (similar) | skirt (similar) | sandals | hat
Mimicking a drop waist dress, this top and skirt combo is up there in my long list of favorite vacation looks.
Made from linen, this black strapless top was the perfect choice to pair with this white flowy skirt for a super elegant and breathable outfit. Both pieces worked beautifully together when it came to their silhouettes, making for a natural transition between them.
For accessories, I went with a black straw hat and my super comfortable sandals for a polished touch.
15. linen vest + white maxi skirt + sandals + straw bag
vest (similar) | skirt (similar) | sandals | bag
Switch out the black top for this ivory vest and you’re left with an entirely new outfit and feel! Chic, adaptable, and breathable, this vest is a true summer closet staple – no matter where you are.
My small straw bag was a great accessory for this look, playing off of the relaxed daytime feel while also adding a chic warm-weather touch to the ensemble. My gold bracelets and sandals were the perfect final touches here.
16. off the shoulder top + linen shorts + flats
top (similar) | shorts | shoes
Paired with these neutral linen shorts, this striped off-the-shoulder shirt finds another perfect pairing. Beyond being super comfortable, these shorts make for a great foundation for various outfits, from casual ice cream strolls to fancier occasions.
On the bottom, I opted for my open-weave black flats for a cute, comfortable, and breathable walking experience.
17. striped maxi dress + straw bag + sandals
Perfect for tackling slightly chillier days or evenings, this striped dress mimics the aesthetic of a simple slip dress with a little more coverage.
The classic black and white color palette is perfect for any time of day, and simple dainty accessories like a pair of sandals and your favorite summer bag are all it takes to create a sophisticated ensemble with this piece.
18. white linen button-down + linen shorts + sandals + straw hat + cat eye sunglasses
top (similar) | shorts (similar) | sandals | sunglasses | hat
Whether you are looking to wear this outfit as a swimsuit coverup or not, these pieces are perfect for your time by the water. Chic, elevated, and ideal for hot weather, this linen look keeps you cool and stylish all day long.
For accessories, go for comfort! I opted for my trusty gold sandals, my straw hat, and red sunglasses for a fun pop of color.
19. white linen dress + straw hat + sunglasses + sandals
dress | sandals | sunglasses | hat
White dresses are the look of the season, and I couldn’t be more on board. If you’re still looking for your perfect piece, this gorgeous linen dress might just win you over.
Made from pure linen, this maxi dress also features gorgeous details like a black adjustable cut-out halter neckline, a gathered circle skirt, and a side slit. From taking a picturesque walk to watching a show, this dress can take you anywhere.
For the daytime, I chose to complete this look with my black straw hat, sunglasses, and gold sandals for an elegant final result.
20. white swimsuit + sarong + straw hat + straw bag
swimsuit | bag | hat | sarong (similar)
This look was amazing for walking around the grounds of our hotel and enjoying our time by the pool. Easy to take on and off, comfortable, and chic, this simple sarong effortlessly elevated my bathing suit.
For the final touches, I grabbed my black straw hat for protection and my small straw bag for all of my essentials – and can’t forget the Aperol spritz!
21. linen top + linen blazer + white maxi skirt + flats + straw bag
top (similar) | blazer (similar) | skirt (similar) | flats | bag
A quieter morning spent journaling and enjoying the views (it never got old) called for a comfortable, romantic look made up of some of my favorite trip essentials.
A black linen top and white long skirt are the foundation of this look, playing off of the contrast of this classic color combination. On top, my linen blazer gave me an extra layer of style and warmth, while my comfy flats kept things casual and easy.
For accessories, I opted for some simple pieces of jewelry and my small straw bag for that unmistakable summer touch.
22. black halter maxi dress + gold block heels + gold hair clip
For a stunning vacation look that isn’t all about white dresses, this black slip dress is a strong contender. Featuring a halter neckline and a beautiful open-back design, this piece is the perfect sleek, sophisticated look to wow in.
Pair it with this hair clip for a little visual interest in the back, and your favorite pair of comfortable heels for walking!
23. organza maxi dress + pearl earrings + block heels
If you are attending a wedding or another special event during your time away, this strapless maxi dress is all you need to turn heads and feel amazing.
A ruched bodice and a voluminous skirt bring texture and movement to this piece, resulting in a super flattering, classic dress.
For accessories, I kept it simple with a pair of pearl earrings.
Even More Italy Outfits
Love these looks? Whether you prefer a more laid-back vibe or have a soft spot for dressing up (like me), finding the right capsule wardrobe for you can really facilitate your time away, keeping you stylish and stress-free as you enjoy your vacation.
The best part? It’s totally customizable to you! Your personal style, existing wardrobe pieces, and the specific needs of your trip can help you take inspiration from these looks and create your own versions, mixing and matching to stay true to you.
Let’s dive into a few more outfit ideas that can bring even more inspiration into your planning.
24. white button-down + midi skirt + sandals + scarf + sunglasses + straw hat
top | skirt | scarf | sunglasses | hat | sandals
Opt for a black maxi skirt as your base, and complete the look with a white button-down that you can wear in tons of different ways throughout the week.
Here, the accessories are really in charge of transforming this classic look and taking it to the next level. A black and white scarf adds an instant touch of elegance, along with the black straw hat and oversized sunglasses.
For shoes, these neutral brown sandals keep you comfortable and are great for dressing down the look.
25. off the shoulder top + linen blazer + ballet flats + high-waist shorts + watch
blazer (similar) | top | shorts | watch | flats | ring
If you are looking to dress up this versatile look, trade in my causal black flats for these classic tan flats, accessorizing them with a dainty gold watch and some bracelets for polish.
Layer your favorite light linen blazer on top for added warmth and style.
26. tank top + linen shorts + ballet flats + straw bag + accessories
top | shorts | bag | shoes | bracelet | earrings
Bring out your white tank top during the hot days spent strolling around street markets and eating at a delicious traditional Italian restaurant.
On the bottom, these navy linen shorts keep things elegant and elevated, while still keeping you cool throughout your day. Bring out your favorite pieces of simple jewelry for some added flair, and your favorite straw bag for your valuables (and shopping bags!).
27. striped top + high-waist pants + block heels + accessories
top | pants | shoes | earrings | ring
These white high-waisted pants are a great versatile choice of bottoms for those who want to steer away from skirts and shorts. Ideal for both daytime and evenings, these trousers can keep you comfortable during the day while still contributing to your desired aesthetic.
For your top, a classic striped top is a safe and timeless choice, along with your favorite jewelry for that classic gold accent.
Elongate your figure with a pair of gold block heels for both comfort and flair.
28. vest + linen shorts + sunglasses + sandals + bracelets
vest (similar) | shorts | sunglasses | bracelets | sandals (similar)
This stunning black vest is an amazing way to elevate your favorite pair of neutral linen shorts. Featuring a gorgeous, more structured silhouette, this top can also be worn with your favorite pants or maxi skirts for different but equally stunning outfit options.
Keep things comfortable and modern on the shoe with these black flats, and don’t forget your bracelets as the final touch.
29. strapless top + maxi skirt + sandals + straw bag + hat + bracelets
top | skirt | bag | hat | sandals | bracelets
If you often gravitate towards all-black looks, there’s no reason why you shouldn’t bring your style with you on vacation.
Pair your favorite black maxi skirt with this top for a streamlined, sleek foundation. Subtle ruching on both the skirt and the top makes this outfit cohesive and brings texture to the ensemble.
For accessories, coordinate your straw bag with a classic pair of sandals, and make sure to add your favorite piece of jewelry, like these bracelets, to the mix! The black straw hat tops it all off, protecting you from the sun while also elevating your look.
30. strapless top + maxi skirt + sandals + accessories
earrings | top (similar) | sandals | skirt (similar) | bracelets
If, like me, you love neutrals, black and white is an easy color combination to bring along in your suitcase (especially if your whole travel wardrobe is coordinated!).
For this look, a black strapless top and a maxi white skirt set an elegant, effortless tone. Gold accessories like bracelets and earrings bring that touch of classic charm, while comfortable gold sandals tie it all together.
31. striped maxi dress + sandals + straw bag + necklace + hat
dress | bag | hat | sandals | necklace
This striped maxi dress is a great item that features some more coverage, especially for those who can be sensitive to the sun or prefer a little less exposure.
Use brown accents in your flats and straw bag to soften this B&W look, and include your favorite necklace for a delicate touch. A black straw hat balances out the dress and finalizes this ensemble perfectly.
32. white maxi dress + sandals + straw bag + bracelets
dress | bag | bracelets | sandals
Super comfortable and extremely easy to style, this white dress is ideal if you don’t like tight pieces but still want to embody that dreamy summer look.
Pair with a structured straw bag and matching flats, also making sure to include one or two of your favorite bracelets.
33. slip dress + sandals + straw hat + sunglasses + scarf + bracelets
dress | scarf | hat | sunglasses | sandals | bracelets
Love your patterns? This striped sleeveless dress might find its way into your suitcase. Easy and breezy, this piece makes a statement while also bringing forward an elegant look that is versatile for a wide number of occasions.
A bright patterned neck scarf is the perfect way to add a pop of summer color in an adaptable and versatile way. Trade in your tote bag for a large straw hat and your favorite pair of sunglasses.
Finalize your look with a pair of brown sandals and a couple of bracelets!
34. midi dress + straw hat + ballet flats + straw bag + watch
hat | watch | bag | shoes | dress (similar)
Romantic and elegant at the same time, this midi a-line dress brings volume, drama, and a chic feel to your look. Dress it slightly down by wearing your classic tan flats and matching straw bag.
As for accessories, a gold watch and a wide-brimmed hat are just what you need to transform this outfit into a summer-ready dream.
35. vest + high-waist pants + flats + sunglasses + chunky earrings
vest | pants | shoes | sunglasses | earrings
If you’re looking to add some more fun pieces to your wardrobe, trade in your basic linen vest for this one! Featuring black pockets and gold-button detailing, this vest seamlessly elevates your choice of bottoms like these white trousers.
A simple pair of flats ground the look, while chunky earrings and oversized sunglasses balance the feel of the outfit.
Italy Outfits for Italy and Beyond
Whether you’re jetting off to Italy this summer or just living in an Italian state of mind, these Italy outfits perfectly capsulate European chic style.
With a straw bag in one hand and an Aperol spritz in the other, these summer chic outfits can be worn all season long, no matter where your travels do – or don’t! – take you.
Want more European summer outfit ideas? Dress Like a True French Girl in These No-Fail Parisian Summer Outfits
