Known for being incredibly fashionable and well-dressed, especially in cities like Milan or Florence or Rome, finding the right clothes to wear and the best shoes for Italy is paramount if you want to make sure that your feet are happy and you don’t stand out like a sore thumb while travelling through Italy.
There is no doubt that Italy is a well-dressed nation, however, if you want to ensure your comfort as you inevitably walk for several kilometres each day without sacrificing style or calling attention to yourself as an underdressed tourist, it is not too difficult to do this.
There is so much footwear available these days that are well-made, durable and comfortable enough to wear for hours of walking around Italy without being ugly or unstylish.
Table of Contents
Italy Travel Shoes Comparison
Shoes | Description | Prices |
---|---|---|
Ecco Soft 7 |
BEST WALKING SHOES FOR WOMEN Type: Sneaker Sex: Female Material: Leather |
Check on Amazon Check on Zappos Check on Ecco |
Clarks Adreena Field |
BEST BOOTS FOR WOMEN Type: Ankle Boot Sex: Female Material: Leather |
Check on Amazon |
Ecco Anine Ballerina |
BEST FLATS FOR WOMEN Type: Ballet Flat Sex: Female Material: Leather |
Check on Amazon |
Ecco Byway Tred |
BEST WALKING SHOES FOR MEN Type: Sneaker Sex: Male Material: Leather |
Check on Amazon |
Timberland Earthkeeper |
BEST BOOTS FOR MEN Type: Boots Sex: Male Material: Leather |
Check on Amazon Check on Zappos |
Birkenstock Yara |
BEST SANDALS FOR WOMEN Type: Sandal Sex: Female Material: Leather |
Check on Amazon |
Birkenstock Milano |
BEST SANDALS FOR MEN Type: Sandal Sex: Unisex Material: Leather |
Check on Amazon Check on Zappos |
What to Look For In Shoes
No matter where and when you visit Italy, you’re going to need to make sure that your shoes are comfortable enough to walk long distances and stylish enough to blend in with the well-dressed locals and avoid looking like a tourist.
If you’re curious about what to look for, I would always say that simple is better. For instance, plan to go for a classic design in black or brown.
If you can find a shoe that can pair with any sort of outfit, can be dressed up or down, and will last you for years to come and well past when you’ve returned from your unforgettable Italy trip, then you’re on the right track.
You also are going to want to make sure that the shoe is durable and well-made and has good support for your feet.
As I’m sure you’re aware, the best way to explore most of Italy is on foot and you will likely be walking quite a bit while you’re wandering through the backstreets of Venice, Bologna or strolling through the towns on the Amalfi Coast.
If you want to make sure that your trip is as enjoyable as it possibly can be, then you are absolutely going to want to make sure your shoes are comfortable.
Durability is another key component, especially when you factor in just how much you will likely be walking and how many uneven, cobbled streets you will be contending with.
Make sure that you keep an eye out for a solid shoe that can withstand more than usual wear and tear because you’re going to need it.
Depending on the season that you’re travelling in, you may want to bring either boots or sandals. For women travelling to Italy in between the months of October through April, a nice pair of boots might be a good option.
Weather can be more chilly and ankle boots especially are very versatile and can be dressed up or dressed down depending on the situation.
If you’re visiting in the warmer months of the year, you may want to look into bringing a pair of sturdy walking sandals so that you can look stylish while staying cool in the high heat that some areas of the country experience.
One more thing that I cannot stress enough is to please avoid wearing athletic shoes when visiting Italian cities.
This is a surefire way to label yourself as a tourist and therefore as a target to scammers and pickpockets. Looking like a local in Italy isn’t just a vanity thing, it is an essential element to avoid any petty theft which, unfortunately, can be common in some major cities.
Italians will only wear athletic shoes or sneakers when they are doing athletic activities so if you want to blend in as much as possible, save the running shoes for when you actually plan on running.
All of this advice considered, it really is important that you just find a shoe that you find comfortable and that is durable enough to withstand a fair amount of wear and tear.
Just because Italians are well dressed and fashionable doesn’t mean that you have to spend your life savings on a pair of shoes that you’re only going to wear on this one trip in order to fit in.
If you follow the advice in this article, you will find a number of shoes that are classic in style and will hopefully last you for many years (and trips to Italy) to come!

Best Women’s Shoes
All of these shoes follow the above criteria I mentioned including comfort, durability and classic styling to ensure that you look just as snazzy and well-dressed as all of those fashionable locals.
This is going to be the best daily shoe no matter which season you’re visiting Italy. I’ve included a number of shoes of different styles to suit any personality all with reliable brands that I, personally, use and swear by.
Ecco Soft 7 – Best Walking Shoes
This is not only my favourite walking shoe for Italy but my favourite all-around travel shoe full stop. My current pair of Ecco Soft 7s (also available on Zappos here or direct from Ecco here) have followed me all over the world for more than a year and have held up to nearly daily wear excellently.
These shoes are very stylish and are acomfortable sneaker-style shoe that is excellent for walking all day through an Italian city. The arch support and comfort of the shoe will keep your feet from aching and you will be able to walk for kilometres on end without your feet hurting at all.
They also come in a range of different colours and materials meaning that there is an option for pretty much every personality with this shoe.
Clarks Adreena Field Ankle Boot – Best Boots
If you’re travelling in the cooler months and are looking for a comfortable and simple yet stylish boot that can be dressed up or down, then you cannot go wrong with the Clarks Adreena Field Ankle Boot.
Clarks is a great brand for all kinds of shoes, and these ankle boots are no exception. They are durably made and will withstand many years’ worth of frequent wear and tear before they show any of it.
They are also very comfortable and supportive so you can keep them on your feet all day and all night without feeling achy by the time you get home.
They come in three colours (black, taupe and dark tan) and have a classic style that can pair with just about any outfit, making it an incredibly versatile item to include on your packing list.
The 1.75-inch heel adds a bit of formality to the style, meaning that these ankle boots can seamlessly transition from day to night and can dress up any outfit. They are also made of leather making them waterproof.
Ecco Anine Ballerina Ballet Flat – Best Flats
If you want a dressier pair of shoes and you’re travelling outside of the winter months, then the Ecco Anine Ballerina Ballet Flat is an excellent choice for you.
This versatile shoe boasts all of the great attributes that all Ecco shoes do — they are durable, well-made, and comfortable without sacrificing style.
These Ecco ballet flats come in a range of neutral colours, meaning that they can suit any style or personality, are lightweight, and are equipped with Ecco’s Fluidform technology meaning that they are incredibly comfortable to wear for hours on end.
Like the ankle boots above, these are great shoes for touring Italy as they can also seamlessly transition from day to night and can spruce up any outfit.
Because of their lightweight and small size, they are also fantastic just to throw in your suitcase without taking up too much space, making these flats a great choice!
Birkenstock Yara – Best Sandals
If you’re travelling in the summer months or in the south of Italy, it is likely that you’re also going to want a solid pair of sandals to pack with you. This is my favourite style for an Italy trip:
When looking for sandals for Italy, you absolutely cannot go wrong with Birkenstocks and the Birkenstock Yara is a stylish design that is perfect for your trip to Italy.
Boasting everything that comes to mind when thinking of the Birkenstock brand, the Yara sandal is stylish and durable made and about as comfortable of a shoe that you could ever find.
Equipped with the incredibly supportive cork footbed that conforms to your foot, you can wear these sandals for hours at a time and feel as if you’re shuffling around in your favourite slippers.
The slim, strappy design is ideal for Italy as they can be dressed up for the evening along with wearing them all during the day. They also come in a range of colours to suit any style and personality.
Best Men’s Shoes
For men in Italy, I would recommend getting a stylish and comfortable sneaker-type shoe that can be worn during the day and also dressed up slightly for more casual nighttime venues.
I would also suggest bringing a pair of boots that can be worn in the winter months and also dressed up under a nice pair of dark jeans or chinos when going out in the evening.
Ecco Byway Tred – Best Walking Shoes
If you can’t tell by now, I am a fan of Ecco brand shoes and for men looking for walking shoes, you cannot go wrong with the Ecco Byway Tred shoes. These leather sneakers are both comfortable, supportive and stylish and can be worn for hours on end without making your feet hurt.
These shoes are made from a breathable material and a stylish leather that comes in both a dark grey and brown colour.
These shoes are great for traversing Italian cities and can be easily dressed up or down depending on the circumstances.
Timberland Earthkeeper – Best Boots
For a great and long-lasting pair of men’s boots for Italy, you absolutely cannot go wrong with the Timberland Earthkeeper (also available from Zappos here).
Boasting both a stylish and classic design and maximising comfort, you can wear these boots for countless hours and traverse from one side of Rome to the other without your feet aching by the end of the day.
These boots have a classic leather style that can be dressed up or down and are perfect for transitioning from daywear to nightwear. They are also incredibly well-made and will likely last you for years on end without showing much depreciation.
Equipped with Timberland’s anti-fatigue technology, this means that they are specifically crafted to stay comfortable even when you spend long days on your feet.
Therefore, if you’re planning on travelling in the winter months and want a stylish and durable travel shoes to pack for Italy, then you can’t go wrong with the Timberland Earthkeeper.
Birkenstock Milano – Best Sandals
I am a huge fan of Birkenstock sandals and continue to sing my praises for the German footwear when it comes to the Birkenstock Milano (also available on Zappos here)– which, I believe, is the ideal sandal for men in Italy.
Equipped with the same technology as all Birkenstock sandals, the extremely comfortable footbed of the Milano will mould itself around your foot creating a custom fit and ensuring the utmost comfort — ideal for traipsing all around the streets of Italy.
It also comes in a range of different colours and the durable make of the sandal will ensure that you can keep wearing it you countless years to come.
Finding shoes to take to Italy doesn’t have to be difficult if you know what features to look for. So long as you find something with a classic design that is comfortable and well-made, you are set to visit Italy and many more trips to come!
Are you on the hunt for the shoes for your trip to Italy? Let us know in the comments!

Hello,
Thanks for the informative article.
I’m headed to Bari and Sicily in late-Sept to mid-Oct. In terms of footwear, I’m thinking of white mesh fabric sneakers, a pair of beige sandals by Ecco and black ankle boots. Would these work? And what kind of light jacket should I be bringing?
Appreciate your reply.
I think those shoes sound great! It will still be very warm that time of year in Southern Italy, so something simple like a light cardigan or a denim jacket should work great 🙂
Hello,
Going to Italy Oct 30th to Nov 10th.
I am a big fan of fitflop sandals.
Would they be ok to bring during the time I am going.
Hi Maryann – I don’t know where in Italy you’re planning on visiting, but generally it will be far too cold to wear any kind of sandals in November.