Looking For The Best Shoes To Wear In Italy? 5 Pairs Every Traveler Must Have

Many people say Italy is a dream and traveling there is a surrealistic experience. A statement I agree with. So, don’t let the wrong shoes ruin this dream, let me help you find the right ones!!! 

The most stylish country in the world is Italy“, says Nick Rhodes. Most of us will agree. You name the biggest fashion brand and they originated here. 

From Versace to Prada, from Armani to Valentino, from Dolce & Gabbana to Moschino all of these Iconic names are Italian. 

The people of Italy are known for their sense of fashion no matter the age or the climatic conditions. They are mostly seen wearing signature hero pieces rather than overdoing anything. 

Their culture is deeply rooted in appreciating the finer things in life. Making finding stylish shoes equally important, as stylish, classy clothes.

From its rustic allies to its scenic landscapes. This country has it all, being a traveler myself, Italy was always on the top of my list. 

After studying & living there for 2 years coming up with a list of the 5 Best Shoes To Wear In Italy wasn’t too difficult for me. I also made sure to read a lot of reviews to confirm the below truly deserve to be on this list.

Here is the list of the 5 Best Shoes To Wear In Italy that won’t make you look too much like a tourist. They will surely allow you to blend in well, yet be super comfortable and protected.

As you begin to plan your oh so amazing trip to Italy, you will begin to realize that it’s not only about the itinerary or which places you are going to visit. 

There are so many more aspects you will need to look at before escaping off to this stylish country.

Making sure you are stylishly and comfortably dressed from head to toe is more important than you realize. This is mostly if you are exploring cities like Milan (Fashion Capital), Rome, or even Venice.

The right shoes and clothes will prevent you from standing out too much and will leave you with happy feet.

Italy is by far one of the most well-dressed countries one will come across. But you cannot let that affect the fact that comfort and protection are an inevitable need. Especially if your travel involves a lot of exploring Italy on foot.

So, don’t worry if you are looking for a great pair of the Best Shoes To Wear In Italy, you are in the right place. 

The Shoes I have reviewed below will help keep you stylish & classy. While also keeping you protected & comfortable at the same time. 

So, let’s truly enjoy the amazing experience of this country in a pair of the Best Shoes to Wear In Italy. Something your feet will be thanking you for doing while keeping up with the chic and classy Italian fashion sense!!!

The 5 Best Shoes To Wear In Italy Reviewed: Style, Class, Comfort, & Protection All Rolled In

At the end of the day, any traveler is looking for shoes that will help them be as comfortable as possible. To ensure they can explore as much as they wanted to, without having foot pain & compromising on style. 

Style quotient is something that plays an important role while traveling to a country like Italy. So, let’s dive straight in and take a look at my favorite 5 styles.

The Best Boots To Wear In Italy - TOMS Ankle Boots/ Timberland Earthkeepers

WOMENS STYLES - TOMS Ankle Boots
TOMS Suede Kelsy Bootie
4.7/5
TOMS Deia Bootie
4.6/5
TOMS Esme Boot
4.5/5
MENS STYLES - Timberland Earthkeepers
Earthkeepers Original 6" Boot
4.5/5
Earthkeepers Hiking Boots
4.6/5
Earthkeepers Chelsea Boot
4.4/5

I have been a solo traveler for years now, and I have lived, studied, and traveled across Italy for 2 full years. I must say my go-to stylish pair of shoes is always a classy and comfortable pair of Ankle Boots.

Looking for the Best Shoes To Wear In Italy? Then my suggest is always boots. They are one of the most loved and versatile kinds of shoes in Italy for both men and women.

They can be worn on any outfit and during any season, while still keeping you protected and happy. All of this without compromising on amazing style.

They protect you while on the go and during sight-seeing. Especially from sprains and ankle twists, while strolling the cobblestone streets of Italy. This is possible with their well-cushioned foam Insoles.

For the ladies Tom’s ankle boots are brilliant. I have shared above options that I have tried. They are all very comfortable and versatile. As you all know TOMS has some of the most comfortable shoes on the market.

For the Gentlemen a very durable, comfortable, and stylish pair of Ankle boots to wear while in Italy. The Timberland Earthkeeper’s are easy, versatile, and can be worn for hours together. 

You can walk the alleys as much as you like and you and your feet will still be happily comfortable. This is because they come inbuilt with an anti-fatigue tech, which Timberland offers.

No matter the season or the event, summer or winter, a casual event or a party these boots will never let you down.

What features make them the Best Shoes To Wear In Italy?

  • They are both very versatile, stylish, and extremely comfortable.
  • Well-cushioned with sufficient arch support.
  • Very durable shoes for all climates.
  • Can be dressed-up or dressed-down for an easy transition from day into night.
  • They offer the best protection for your feet.

What holds them back?

  • Boots are not something everyone likes, especially during the summer months.
  • Most boots have a break in-period, ensure you wear them before you travel to prevent any blisters.

The Best Stylish Sneakers To Wear In Italy - Adidas Stan Smith & Adidas Superstars

WOMENS STYLES - Adidas
Adidas Originals Stan Smith
4.6/5
Adidas Originals Superstar
4.6/5
MENS STYLES - Adidas
Adidas Originals Stan Smith
4.7/5
Adidas Originals Superstar
4.7/5

Stylish and classy sneakers have gained a lot of popularity in the recent past in Italy. With many international tourists and students, this has become a style statement. 

I honestly feel that classy sneakers are the best shoes to wear in Italy. Especially if you are sight-seeing all day long and have a packed itinerary.

These shoes are absolutely loved by people of all genders and age groups. Adidas does some of the best sneakers in this category the Stan Smith’s and the Adidas Superstars.

I’m sure you as well have a pair of them in your closet, if you don’t it’s surely time you get one for yourself. Even if you aren’t traveling to Italy these are a must-have style statement that comes with comfort.

While picking sneakers make sure you stick to the fashionable ones and not the runners. During the winters stick to sneakers that will keep you warm. Also, ensure they come with fabrics that won’t get affected by the rains.

Sneakers are surely the safest option one can choose. But you may not fit in, in case you have a classy dine-out to go to.

What features make them the Best Shoes To Wear In Italy?

  • They provide the utmost comfort, especially during long days and on cobblestones.
  • They are classy and very stylish.
  • They are well-cushioned and offer the needed stability.
  • These styles are very versatile and can be worn on multiple outfits yet look different.
  • They are made from very durable materials which won’t leave you worrying.

What holds them back?

  • Not Ideal for Heavy Winter or strictly summer beach trips.

The Best Sandals To Wear In Italy - Birkenstock Yara & Birkenstock Milano

WOMENS
MENS
Birkenstock Yara Sandals
Birkenstock Women's Yara Leather Review
4.4/5
Birkenstock Milano Sandals
Birkenstock Milano - Oiled Leather (Unisex) Review
4.6/5

When scouting for classy and stylish sandals across the market Birkenstock always pops-up. They have some of the Best Shoes To Wear In Italy during the summers.

You name the style that you want and they have a brilliant option for you. Both their men and women styles are classy and well-appreciated across the globe.

Birkenstock sandals are exactly what you are looking for if you are planning a trip to Italy. Yara Sandals for Women & Milano’s for Men are the 2 most classy & loved styles from Birkenstock. 

These Sandals are slim, durable, stylish, comfortable, and very durable. They also come in several colors to choose from. Looking for amazing sandals for those long walks and sight-seeing days, then these are for you. 

If you are someone who isn’t very fond of closed shoes, then these offer the protection & support you need.

I’m a big Birkenstock fan and trust me you will become one too in case you already aren’t. So go ahead try them you surely won’t regret this buy.

What features make them the Best Shoes To Wear In Italy?

  • They are stylish, classy, and very durable sandals for long walks.
  • They are crafted with very supportive and comfortable cock footbeds. These footbeds take the shape of your foot for additional support and comfort.
  • They are very light-weight, easy to carry, and easy to pack as well.
  • Cobblestone walks and long sight-seeing days will never be difficult again.
  • They have a wide plethora of colors and options to choose from, everyone’s style needs are well taken care of.

What holds them back?

  • These are specifically summer sandals.

The Best Wedges To Wear In Italy - Clarks Annadel Eirwyn & Dansko Vivian Gladiator

WOMENS STYLES
Clarks Annadel Eirwyn Wedges
4.3/5
Dansko Vivian Gladiator Wedges
4.3/5

Let’s Sorry gentlemen this one is only for the ladies. 

What do you do when you need to add glamour to a casual outfit??? You slip into a pair of wedges. 

Do they really need to be in this list of the Best Shoes To Wear In Italy? If your a women then of course they do.

A lady can always accentuate their outfits with a chic pair of wedges. Stay comfortable while looking classy and stylish. 

Whether it is a night party or just a long day of sight-seeing wedges can always make you look more feminine. If that’s the look you are going for then don’t hesitate. 

Pick yourself one of the most comfortable wedges for your travel to Italy. 

Clarks Annadel Eirwyn & Dansko’s Vivian Gladiators are some of the very best on the market. Both these shoes come with well-cushioned insoles and beautiful uppers that are stylish.

The soft & supple uppers of the Annadel Eirwyn & the classy uppers of the Vivian gladiator wedges are a perfect it for your Italian adventures.

These wedges from Clarks and Dansko seamlessly blend function and fashion. Thus, arriving at a very stylish, classy, supportive, comfortable, & gorgeous pair of shoes.

What features make them the Best Shoes To Wear In Italy?

  • They are uber-stylish and very comfortable wedges.
  • They come with well-cushioned footbeds for long-lasting comfort.
  • They are very durable and well-constructed to last.
  • They provide brilliant arch support, despite being wedges
  • They keep you comfortable, stylish and protected all day long.
  • They are a much safer option than high-heels, especially on cobblestone streets.

What holds them back?

  • High-wedges might not be everyone’s cup of tea. Especially on the streets of Italy.

The Best Oxfords To Wear In Italy - ZERØGRAND Wingtip Oxford with Stitchlite Men and Women

ZERØGRAND Wingtip Oxford with Stitchlite
WOMENS
4.6/5
MENS
4.6/5

Most youngsters can easily get away with wearing a stylish pair of sneakers, even with a suit. But for a classy event or a night out sneakers may not fit well. 

For a very long-time brands couldn’t fill this gap between a stylish dress shoe and a fun classy pair of sneakers. 

There’s the great news, Cole Haan’s took the market by storm when they introduced the ZERØGRAND Wingtip Oxford with Stitchlite. These oh so very classy yet innovative dress shoes, with a sneaker-like sole, bridged the gap.

They come with a well-designed and crafted foam sock liner. That ensures even distribution of weight and brilliant cushioning. To add to this, they also have a Grand OS outsole that is made from dynamic high-energy durable foam. 

I’m sure all of this sounds like too much to understand. So, let’s make it easy, all-in-all these shoes are well-crafted to provide optimal comfort levels along with a stylish exterior look.

The only small issue is that they are a tat bit costlier than most products in their niche. However, they are true value for money once you start wearing them you will surely agree. These shoes are money worth spending.

Let’s take a look at why these shoes from Cole Haan’s are so amazing.

What features make them the Best Shoes To Wear In Italy?

  • They are by far the most stylish pair of comfortable oxfords one can wear while traveling Italy.
  • They come with a plush well-cushioned insole that provides their brilliant comfort levels.
  • They come with Stitchlite uppers, which are specially designed by Cole Haan’s.
  • Their anatomically well-designed and modeled foam sock liner helps with even distribution of weight.
  • The fact that they are laced ensures you can adjust the fitting to your need.
  • They are very breathable and help with moisture regulation.
  • They are very light-weight sneaker-like oxfords.
  • They also have a good grip.
  • They come in a range of styles and colors to choose from.

What holds them back?

  • They are costlier than most of the shoes in their niche across the market.

Conclusion:

A few tips before traveling to Italy.

Make sure you plan stylish but comfortable clothing. Italians may be very fashion-conscious when it comes to clothing and shoes. 

But you need to be comfortable as well so that you can do whatever you have planned on doing. Carry stylish and classy basics, along with a few statement pieces. Play around with mix and matching accessories and shoes whenever you step out.

Ensure you always carry a light-jacket, irrespective of which season it is. As the climate in Italy can be quite unpredictable sometimes. During the winters of course you will need warm clothes that can be layered. 

But during the summers the outdoors will be scorching. While the museum and cathedral indoors can get really chilly.

Lastly, ensure you carry stylish but very comfortable shoes. It is paramount no matter the city you visit, as you will have a lot of exploring to do. The perfect pair of leather boots of sneakers are perfect for trips like these. 

However, ensure you have worn them a couple of times before the trip, to make sure the breaking in is complete.

A quick tip on evenings out, make sure you carry a nice pair of dress shoes, avoid high heels. It’s always a classy sight to see Italian ladies wearing them. But don’t forget they have the practice of walking in them on cobblestone streets. 

Us on the other hand don’t and you surely don’t want to land up with a twisted ankle, as it will wreck your trip for sure.

Looking out for travelling shoes in general??? Check out our article on ” The Best Shoes for Travelling “.

Every travel you take will leave you with new learning and so many wonderful memories. Don’t let these good memories be stained by bad experiences, travel well prepared!!!

Happy Travelling, Happy Shopping!!!

 

Happy Feet, Relaxed Feet, Happy Travels!!!

*** Please note all of the above is written using data, research, and reviews. We don’t intentionally want to recommend one product over another.

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