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What started as a uniform look for individuals that owned beautiful Italian roadsters back in the day have now become one of the most sought out fashion items! Driving shoes have definitely gone through an evolution starting from the days of Italian roadsters to the casual beach wear outfit of today.
Main types of driving shoes
Varying between designs and multiple models; driving shoes have been around for many centuries. However, despite their rich heritage, many models today still follow the very conventional designs started from the time of the North American Indians. Here are some of the more common kinds of driving shoes easily found online today:
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Driving shoes with a dual-purpose application
Although majority driving shoes are made to be conventionally worn as a slip-on application, some are made with a dual-purpose application in mind. These models are built around the premise that the shoes can be worn either in a slip-on fashion or worn as slippers when the heel is pressed down. In either case, the driving shoes enhance utility and application in multiple settings.
Sporty looking driving shoes
Another popular kind of driving shoes easily available online have a distinct sporty look to them. The most striking feature of these models is the hook and loop strap that covers part of the top. Furthermore, these often have a narrow construction and comparably more flexible and agile design.
Driving shoes with a Moc-toe design
One of the most common kinds of driving shoes easily available online feature the Moc-toe design! These have a distinct Moccasin look which means that they are a bit narrow from the front. Moreover, they are extremely roomy and like other driving shoes, can easily be worn by slipping your feet in since these are specifically designed to be without fasteners.
Driving shoes with a penny keeper detail on the top
One of the more classical designs found within driving shoes consist of the models that have a distinct penny keeper detail given on the top. The distinct feature of this detail is that back in the day the shoe makers would specifically leave a slit in the upper part or instep of the shoe so that the user could leave a penny in it. It was believed that the kept penny would bring good luck. However, today the design is usually used to attain a classical look.
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Key advantages of high quality driving shoes
Whether you are looking for a pair of driving shoes for your next vacation or just need a pair to casually put together an attire, in either cases; driving shoes are one of the most versatile kinds of footwear! Here are some of the reasons one should opt for a pair!
- Driving shoes make up for great traveling wear, especially when it comes to business or recreational traveling. The shoes can be easily slipped off at security checks as they don’t come with any laces.
- One of the best reasons to get driving shoes is that they are multipurpose by design! They can be easily worn in
multiple settings varying from traveling to poolside fashion!
- Driving shoes come in many different designs and looks which make them one of the most versatile kinds of shoes to own that can be worn in multiple settings!
- The most striking feature of driving shoes is that they all feature an easy slip on application which enhances convenience!
Key features of the best driving shoes
Although there is wide variety of driving shoes easily available online, however, the best of the best are the ones that come with some special features that phenomenally increase their value! Some of the key features to consider when opting for driving shoes consist of:
- Twin gore design
In terms of enhancing flexibility, opting for driving shoes with a twin gore design is always a good idea. This is because the twin gore design allows for the addition of two panels to be stitched into each shoe’s sides so that the user can comfortably put on and take off their driving shoes.
- Leather make
Majority of the driving shoes easily available online are often made with one of the many types of leather materials found in the industry today! this is because, leather not only gives the shoes a distinct classy look but also makes sure that they are comfortable fr long wear in any temperature. Leather is not only breathable but also a great heat insulator when required. Moreover, it is also easy to clean hence reducing maintenance costs! Lastly, it is often considered to be the sturdiest of materials and will easily last a a lifetime!
- Rubber sole
Opting for a nubby thick rubber sole is a good idea especially when you are looking for slip resistance and additional support. The rubber sole is sturdy and durable which means that it will last a long time. Moreover it also provides better traction which means that the user will be comfortable over multiple different surfaces without having to worry about grip.
- Driving heel
Driving shoes with a nubby driving heel allows for more support and grip during usage. the nubby heel makes sure that the user can place their feet adequately against the accelerator without having to worry about any slippage. Moreover, it provides an additional layer of support to the user’s feet.
- Full length foam foot bed
If you are looking for driving shoes that you can wear for longer durations without having to worry about blisters or sores, then it is important that you opt for a pair that comes with a full-length foam bed. This will allow users to enjoy the shoes without having to take them off soon. The foam bed also comes with adequate arch support which means that there is adequate weight distribution across the shoes as well.
- Dual purpose design
One of the most important features to consider when opting for driving shoes is that they have a dual-purpose design. This way the shoes can not only be worn in an easy slip-on and off application but can also be worn by pressing in the heel as comfortable slippers. The dual-purpose design for more versatility in
application of the shoes.
- Leather lined inner sole
Opting for a leather lined inner sole within driving shoes will not only enhance comfort but will also make sure that the shoes have a sturdy built and can last longer. The leather lining is a natural heat insulator hence making these shoes really cozy for the colder temperatures.
TOP 15 BEST DRIVING SHOES IN 2019
1. Cole Haan Men’s Tucker Venetian Slip-On Loafer
The Cole Haan Men’s Tucker Venetian Slip-On Loafer feature the perfect in-between design by amalgamating a classy yet sporty look! The driving shoes have incorporated high quality materials that ensure comfort, support and longevity!
Rubber sole
The fully padded sock-liner of the Cole Haan Men’s Tucker Venetian Slip-On Loafer coupled with a rubber Vibram sole makes sure the user enjoys high traction with premium comfort. The driving shoes provide users with the right support and grip needed during driving so that the user’s feet are stably placed. Furthermore, the thick rubber sole also tends to wear off slowly hence enhancing longevity.
Leather built
Made from 100% pure leather, the Cole Haan Men’s Tucker Venetian Slip-On Loafer not only features an upper made of leather but is also lined with leather as well. The breathable leather lined inner sole is has better capacity to absorb heat better as compared to more synthetic materials. Furthermore, leather is softer and will adequately contort around the user’s feet without causing blisters hence allowing the users to wear the shoes for longer periods.
Twin gore design
One of the best features of the Cole Haan Men’s Tucker Venetian Slip-On Loafer is that it features a significant twin gore design that enhances flexibility and makes sure there is enough traction for the user to walk around comfortably. The twin gore allows for two panels to be additionally stitched into the shoe’s side so that the user can easily and comfortably put on and take off their driving shoes.
Pros
- Leather used in the making of the driving shoes is an extremely sturdy material and will easily withstand the tests of time!
- The driving shoes have high traction due to the flexibility of the leather and rubber sole.
- The twin gore design given in both shoes allows for easy put on and take off by enhancing elasticity!
Cons
- The leather lining can increase the temperature within the shoe hence making these shoes difficult to be worn in warmer climates and temperatures during the year.

2. Sperry Top-Sider Men’s Hampden Venetian Slip-On Loafer
The Sperry Top-Sider Men’s Hampden Venetian Slip-On Loafer are the perfect driving shoes with a moccasin feel to it! The shoes are extremely sturdy and will make sure the user’s feet are well accommodated throughout usage without compromising on comfort or utility!
Leather make
One of the best features of the Sperry Top-Sider Men’s Hampden Venetian Slip-On Loafer is that it is made with 100% genuine leather. This means that not only is it sturdy in nature but has a long life and will easily withstand the tests of time. Not only is it eco-friendly but is also easy to maintain and keep clean. Moreover, it is also naturally water resistant and also breathable in nature which means that you don’t have to worry about feeling hot through your feet!
Mocc Toe Stitching with foam bed
One of the most stylish features of the Sperry Top-Sider Men’s Hampden Venetian Slip-On Loafer is that it has a Mocc Toe stitching that gives these driving shoes a moccasin feel and look! Combined with the foam bed, the moccasin shoes are not only light weight but also extremely comfortable and flexible when worn! The foam bed makes sure the user can wear the shoe for longer periods without worrying about any blisters or fatigue.
Rubber sole
Perhaps the best feature of the Sperry Top-Sider Men’s Hampden Venetian Slip-On Loafer is that it comes with an extremely durable and robust rubber sole which has a non-marking feature and is molded using the specialized Wave-Siping technology! This means that the rubber sole is not only made to reduce the stress placed on the user’s feet but also makes sure that there is enough wet/dry traction to enhance overall grip of the shoes.
Pros
- The hand sewn feature of the driving shoes ensures longevity!
- The full-length cushioned footbed makes sure that the user can wear the driving shoes for longer periods in a stretch without worrying about fatigue or stress.
- The premium leather used in the making of the Sperry Top-Sider Men’s Hampden Venetian Slip-On Loafer allows for better flexibility and more comfort.
Cons
- The shoes don’t come with adequate arch support which means that these will be uncomfortable for users with flat feet.

3. Cole Haan Men’s Gunnison Driver Moccasin
If you are looking for a casual pair of driving shoes that have a comfortable yet rugged and casual feel, then you should definitely opt for the Cole Haan Men’s Gunnison Driver Moccasin! The high quality leather construction coupled with the high traction outer sole make sure that there is no compromise on durability!
100% leather
The Cole Haan Men’s Gunnison Driver Moccasin is made with 100% pure leather construction that not only enhances durability but also longevity! The leather has a waxy grain feel to it which gives the driving shoes an extremely rugged yet casual look! Moreover, the leather is flexible and will enhance overall comfort so that the user can keep the shoes on for longer periods without having to worry about stress and fatigue.
Grippy rubber outer sole
The most striking feature of the Cole Haan Men’s Gunnison Driver Moccasin is the grippy rubber outers sole that not only enhances better grip but also makes sure that the shoes are well equipped to hold the users balance steady on multiple kinds of platforms ranging from wet to dry. The sole is extremely flexible and also makes sure the users are well rested throughout usage.
Moccasin look with unique details
One of the best features of the Cole Haan Men’s Gunnison Driver Moccasin is that it has a moccasin look to it which is coupled with additional unique and enticing features that help enhance the overall look of the shoes. Other than being hand stitched for better longevity, the shoes also have slotted eyelet lacing that runs around the shoes with a closure on the front. This gives the shoes a slight boat shoe or nautical feel and hence allows for casual wear.
Pros
- The heel of the driving shoes also has a heel protector that helps enhance durability and longevity of the shoes.
- The slotted eyelid lacing around the upper gives the driving shoes are very distinct nautical look!
- The heel of the driving shoes are also covered with rubber which further enhances the sturdiness of the shoes.
Cons
- Some users complained that the leather upper of the shoes is thinner and stiffer than other shoes with the same features and design.

4. Sperry Men’s Hampden Penny
The Sperry Men’s Hampden Penny features a unique nautical design built with premium features that not only enhance the overall look of the shoes but also make sure they are not uncomfortable when worn for longer durations.
Non-marking rubber sole with cushioned footbed
Perhaps the most striking feature of the Sperry Men’s Hampden Penny is the non-marking rubber sole which when coupled with the cushioned footbed enhances comfort and makes sure the user has better traction on multiple different surfaces. The rubber sole has Wave Siping specialized molds that allow for better traction and coupled with the cushioned footbed allow for better comfort!
100% leather make
Made from 100% premium leather material, the Sperry Men’s Hampden Penny allows better durability and enhances the overall longevity of the shoes. The leather material is also water resistant which means that the shoes keep the user’s feet dry for longer durations. Furthermore, they are also easy to maintain and keep clean for longer durations. The leather material is also known for keeping the user’s feet warm during the cold weather.
Slip on design with leather lining
One of the best features of the Sperry Men’s Hampden Penny is that it features an extremely sturdy yet fashionable slip on design which is usually found in boat shoes that have a distinct nautical look. Furthermore, apart from easily putting on and taking off, the shoes also feature a leather lining that allows for better breathability and enhances the overall comfort of the shoes. the leather lining also ensures flexibility and protects the feet from getting sore.
Pros
- The leather lining within the driving shoes also adds an extra layer of warmth to the shoes so that the user’s feet are well protected against rough winter weather.
- The hand sewn construction of the driving shoes enhances durability and makes sure the users don’t have to worry about stress or any discomfort.
- The non-marking sole of the driving shoes allow for better traction on slippery as well as dry surfaces.
Cons
- Some users complained that the shoes have a unique wide fitting which means that they do not comfortably contort to the user’s feet.

5. PUMA Men’s Redon Move Fashion Sneaker
If you are looking for a pair of driving shoes that have a sporty look and design, then you should definitely opt for the PUMA Men’s Redon Move Fashion Sneaker! These versatile pair of shoes are known for enhancing the user’s agility and allowing them to keep the shoes on for longer durations.
Dynamic synthetic leather
The dynamic synthetic leather used in the making of the PUMA Men’s Redon Move Fashion Sneaker provides adequate flexibility and comfort to the user wearing the shoes for longer periods at a stretch. Furthermore, it is also waterproof and also easy to maintain as the material doesn’t require users to do any rigorous cleaning and can easily be wiped clean. Also, synthetic leather is very flexible and will enhance the user’s agility!
Sporty look and design
Unlike many other conventional driving shoes, the PUMA Men’s Redon Move Fashion Sneaker features a very contemporary yet stylish sporty look! This is further enhanced with the help of sporty features that allow for better agility and traction. For instance, there are perforations given in the shoe to enhance breathability and maintain optimal temperature within. Furthermore, there is also an adjustable hook and loop strap given which helps the user tighten the shoe according to personal preferences!
Rubber sole
One of the best features of the PUMA Men’s Redon Move Fashion Sneaker is that it features an extremely sturdy and robust rubber outer sole! This sole is built to enhance agility and grip so that the user has optimum balance always. Moreover, it also has a pivot point which is designed to help users with fast rotations with high traction. The rubber sole is durable and will last a long time!
Pros
- There is a sporty mesh side given in each shoe to enhance breathability and maintain an optimal temperature within the shoes.
- The adjustable hook and loop strap of each shoe allows for better fitting as can be tightened easily according to personal preferences.
- The rubber sole of the driving shoes is known to enhance the grip and traction on multiple surfaces so that the user has better balance.
Cons
- Some users complained that the sole makes a lot of noise when worn and is also leaves behind marks.

6. Polo Ralph Lauren Men’s Wes Penny Loafer
The Polo Ralph Lauren Men’s Wes Penny Loafer are the epitome of classy yet contemporary! These shoes feature a unique and classical penny keeper detail on the top which makes them stand out from within the crowd!
100% leather upper
Featuring 100% pure leather, the Polo Ralph Lauren Men’s Wes Penny Loafer ensures durability and sturdiness. It also makes sure that the shoes will last a long time. The leather construction allows for better flexibility and comfort. It also make sure that the user doesn’t have to worry about cleaning or any long and tiresome maintenance regimes. These shoes are also water resistant which means that the interior of the shoes will remain dry for longer.
Rubber synthetic outer sole
Although the outer sole of the Polo Ralph Lauren Men’s Wes Penny Loafer is synthetic in nature, it is made with the intention of allowing users to wear the shoes in casual settings. This means that the rubber sole is generally a bit thinner than other soles and are enhanced using the classical tread design. Furthermore, although it is thinner, it is still extremely sturdy and will not hinder traction on any kind of surface.
Penny keeper detail on top
One of the most significant features of the Polo Ralph Lauren Men’s Wes Penny Loafer is that it has a unique penny keeper detail on the top. This is a significant feature because back in the day there was a slit made in the upper instep large enough to keep a penny in it. This was done to signify good luck! This feature hence, gives these driving shoes a unique and classy touch fit to be worn in formal settings!
Pros
- The driving shoes feature an easy on and off slip on design which enhances convenience and comfort for longer duration wearing.
- The classic penny keeper detail on the driving shoes allows for a classy and very traditional look!
- The rich full grain leather construction of the driving shoes enhances durability and longevity.
Cons
- Some users complained that the thin outer sole can lead to fast wear and tear and is not an adequate shock absorber when the feet come in contact with harsh surfaces.

7. Camel Men Loafer Slip-on Shoes Cushion Slip Resistant Genuine Leather Fashion Driving Boat Sneakers
Featuring a specialized mid and inner sole, the Camel Men Loafer Slip-on Shoes Cushion Slip Resistant Genuine Leather Fashion Driving Boat Sneakers Casual Walking Performance Dress Shoes is built around the strong premise of comfort!
Comfortable mid and inner sole
Perhaps the best feature of the Camel Men Loafer Slip-on Shoes Cushion Slip Resistant Genuine Leather Fashion Driving Boat Sneakers Casual Walking Performance Dress Shoes is the comfortable and supportive inner sole. The cushioned inner sole protects the user’s feet from impact against hard surfaces. Furthermore, when combined with the shockproof midsole, it makes sure the user’s feet has enough arch support as well as better control over their movements.
Breathable and durable upper
The upper of the Camel Men Loafer Slip-on Shoes Cushion Slip Resistant Genuine Leather Fashion Driving Boat Sneakers Casual Walking Performance Dress Shoes is made with high quality breathable leather material which is known for its longevity and sturdiness. The leather material allows for high flexibility and makes sure the users feet are enveloped in a comfortable and soft material in order to manager fatigue and stress when worn for longer periods.
Non-slip outer sole
One of the best features of the Camel Men Loafer Slip-on Shoes Cushion Slip Resistant Genuine Leather Fashion Driving Boat Sneakers Casual Walking Performance Dress Shoes is that it features a one of a kind rubber non-slipping outer sole! This sole has a multidirectional lug pattern given on it which not only enhances longevity but also traction and flexibility in terms of better grip! There is also a heel protector and stabilizer given in the shoes!
Pros
- The rubber outer sole of the driving shoes are built to provide high traction and reduce slipping on wet surfaces.
- The outer sole of the driving shoes has a multidirectional lug pattern that provides better mobility and flexibility.
- The insole of the driving shoes has ankle roll protection that helps the shoes adequately contort to the user’s feet.
Cons
- Some users complained that the sole of the shoes is not slip resistant as it doesn’t feature a deep enough multidirectional lug pattern usually found in conventional driving shoes.

8. PUMA Men’s Vedano Leather Slip-On Shoe
The PUMA Men’s Vedano Leather Slip-On Shoe is the perfect amalgamation of a contemporary shoe meeting classy standards! The leather and suede combination with the sturdy rubber sole make sure this is a formidable pair of driving shoes!
Leather and suede upper
The combination of leather and suede over the upper give the PUMA Men’s Vedano Leather Slip-On Shoe a very classy yet fashionable look! The leather aspect of the shoes ensures flexibility, and longevity while the suede aspects make sure the shoes have a formal feel to them. Moreover, suede also has a high resistance to stains which means that users don’t have to worry about getting their shoes dirty too fast.
Rubber outer sole
For better grip and traction, the manufacturers at PUMA Men’s Vedano Leather Slip-On Shoe have included a rubber outer sole. There is an additional gored tab given under the Velcro tabs which help enhance flexibility during long stride. This way the user doesn’t have to worry about being constrained in their movements. moreover, the rubber sole is built to enhance grip by providing non-slipping features so that the user has grip on multiple surfaces.
Cushioned footbed
One of the best features of the PUMA Men’s Vedano Leather Slip-On Shoe is that it comes with a lightly lined footbed that enhances the overall comfort levels of the shoe. The footbed allows for better arch support and makes sure the user’s feet are supported throughout the day. Moreover, it also makes sure the user’s feet don’t come into direct contact with any hard surfaces which can not only cause discomfort but can become problematic in the long run.
Pros
- The hook and loop closure given ensures easy put on and take off application of the driving shoes hence increasing convenience and comfort.
- The Velcro tabs given in the driving shoes allow for more stretch and flexibility hence increasing agility!
- The driving shoes have a textile lining which makes sure there is all day comfort by working as a means of wicking away excess moisture!
Cons
- Some users complained that the heel of the shoes is higher than usual which means that the shoes often scrape against the user’s ankle.

9. LOUECHY Men’s Liberva Genuine Leather Slip-on Loafer Casual Shoes Breathable Driving Shoes
If you are looking for longevity in a multipurpose design, then you should definitely opt for the LOUECHY Men’s Liberva Genuine Leather Slip-on Loafer Casual Shoes Breathable Driving Shoes! the shoes can be worn in two different ways and the premium leather used in their making is compared to no other!
Rubber sole for advanced grip
The rubber sole of the LOUECHY Men’s Liberva Genuine Leather Slip-on Loafer Casual Shoes Breathable Driving Shoes allows for better grip due to the columnar texture present on them. This further enhances traction and allows for more flexibility over a number of different surfaces. Furthermore, the soles have anti-slipping properties which means that the user doesn’t have to worry about slipping over wet or shinny surfaces.
Leather upper
In terms of durability and sturdiness, the LOUECHY Men’s Liberva Genuine Leather Slip-on Loafer Casual Shoes Breathable Driving Shoes outshines many in the industry! The driving shoes are made with 100% premium quality leather which hand stitched to provide optimum support and comfort. Moreover, the leather material is also breathable and lightweight which means that the users don’t have to worry about fatigue or the feet getting too warm.
Dual purpose design
One of the most innovative features of the LOUECHY Men’s Liberva Genuine Leather Slip-on Loafer Casual Shoes Breathable Driving Shoes is that it features a dual-purpose design which allows users to wear the shoes in two different ways. For instance, the classic loafer slip on design allows users to put on or take of the shoes easily and conveniently. At the same time, users can easily press down the heel and wear the shoes in a relaxed slipper manner as well.
Pros
- The leather material used in the making of the driving shoes is low maintenance and can be easily cleaned.
- The driving shoes have a dual-purpose design which means that the user can either slip them on or press the heel down to slip in their feet like casual slippers!
- The leather material used in the making of the driving shoes is breathable which means that there is adequate air passage and moisture wicking hence warding off bacteria accumulation.
Cons
- Some users complained about the holes given in the shoes for enhanced breathability, as these would lead to dust and sand entering the shoes quickly.

10. Beverly Hills Polo Club Men’s Driving Moccasins Slip on Loafers Comfortable Casual Driving Shoes Men
Featuring a fashionable moc-toe design, the Beverly Hills Polo Club Men’s Driving Moccasins Slip on Loafers Comfortable Casual Driving Shoes Men are made to stand out from within the crowd! Supported by a comfortable yet durable synthetic leather construction, the driving shoes can be easily worn in multiple settings!
Synthetic leather upper
Compared to real leather, the synthetic leather used in the making of the Beverly Hills Polo Club Men’s Driving Moccasins Slip on Loafers Comfortable Casual Driving Shoes Men allows for better flexibility and makes ensures longevity. The leather is very durable and soft which means that the comfort is never compromised. Similarly, it is also very easy to maintain and will not suffer rigorous damages like real leather would when exposed to weathering agents.
Rubber sole
The durable rubber sole of the Beverly Hills Polo Club Men’s Driving Moccasins Slip on Loafers Comfortable Casual Driving Shoes Men provides adequate traction and enhances grip over multiple different kinds of surfaces. The rubber sole is extremely sturdy and also provides a comfortable base for the user’s feet to easily rest on. Moreover, it also makes sure that the user can wear the shoes for longer durations without getting fatigued or stressed out.
Moc-toe design
The most striking feature of the Beverly Hills Polo Club Men’s Driving Moccasins Slip on Loafers Comfortable Casual Driving Shoes Men is the Moc-toe design that gives these driving shoes an exceptionally classy yet casual feel! The design is coupled with some stitching vamp that adds a traditionally moccasin touch to the shoes. the stitching also ensures that the user has optimal flexibility and comfort during usage.
Pros
- The driving shoes can be easily worn in multiple settings varying from casual to formal due to the Moc toe design.
- The lightweight synthetic leather used in the making of the driving shoes makes sure there is no compromise on comfort and agility along with durability!
- The durable rubber sole provides adequate traction over a number of different kinds of surfaces including wet and slippery ones as they have anti-slipping properties.
Cons
- These shoes have a narrow front which means that they are not suitable for individuals with wide feet.
11. Minnetonka Men’s Original Cowhide Driving Moccasin
If you are looking for a casual weekend adventure, the Minnetonka Men’s Original Cowhide Driving Moccasin are the best companion anyone can hope for! The shoes provide users with enough comfort and support without compromising on style or overall look!
Padded insole
The padded insole of the Minnetonka Men’s Original Cowhide Driving Moccasin makes sure that the user feet are well protected against fatigue and stress. The padding makes sure that the arch of the feet are well supported which further help divide the weight across the whole length of the insole. This way the user’s feet are well rested hence allowing the user to keep the shoes on for longer durations.
Nub-bottom sole
The unique nub-bottom sole of the Minnetonka Men’s Original Cowhide Driving Moccasin makes these driving shoes stand apart from within the crowd! The nub-bottom makes sure that the shoes have enough gripping over multiple different surfaces ranging from slippery to dry. Enhanced traction also means that the shoes can be worn in multiple different settings ranging from adventurous to casual and even formal!
100% leather make
In terms of durability, the manufacturers of the Minnetonka Men’s Original Cowhide Driving Moccasin make sure that the user’s shoes can withstand the tests of time! Made from 100% premium leather, the driving shoes are not only comfortable but built to last a lifetime. The material is also very soft and breathable which means that temperature control within the shoes is not an issue. Moreover, leather is known to be flexible and will help the user in their movements.
Pros
- The leather material used in the making of the driving shoes is low maintenance and allows for easy cleaning as well.
- The rubber soles of the driving shoes provides high support and traction on different kinds of surfaces including wet ones as they have anti-slipping properties.
- The driving shoes have an easy slip on and off application which means that the user doesn’t have to worry about the occasional undoing of laces.
Cons
- The shoes have a narrow fitting around the toe area which means that these would be uncomfortable for users with wide feet.

12. Cole Haan Men’s Grant Canoe Camp Slip-On Loafer
Featuring a casual yet comfortable nautical design, the Cole Haan Men’s Grant Canoe Camp Slip-On Loafer allows users to feel comfortable in the shoes as much as enjoying their day in them as well!
Padded foot bed
Coupled with the thick rubber sole, the manufacturers of the Cole Haan Men’s Grant Canoe Camp Slip-On Loafer have added a padded footbed to enhance comfort and increase the lifespan of the shoes. the padded footbed also makes sure that the user can keep the shoes on for longer durations without having to worry about fatigue. Moreover, it also has an arch support which further enhances utility by providing a base for the user’s weight to be adequately distributed across the footbed.
Rubber sole with driving heel
The flexible rubber nubby driving sole of the Cole Haan Men’s Grant Canoe Camp Slip-On Loafer is made to help enhance grip and increase agility. It is further supported by a driving heel protector that makes the pedal grabbing sole’s purpose more enhanced. The soles of the shoes are also made to adequately support the user weight and provide optimal support and balance on uneven surfaces. The thick sole also helps enhance overall longevity and protects the users feet from hard surface impacts.
Leather constriction
One of the best features of the Cole Haan Men’s Grant Canoe Camp Slip-On Loafer is that it is made with 100% high quality leather! This not only phenomenally enhances the shoes overall lifespan but also makes sure that the user’s feet are protected against water and other agents. Furthermore, leather is known to be comfortable and soft which means that in terms of flexibility, the shoes are well designed and equipped accordingly.
Pros
- The easy slip-on wear of the shoes provides users with comfort and supports easy take on and off application.
- The leather lining given within the driving shoes provides an additional layer of comfort and helps maintain temperature within the shoe.
- The sole of the driving shoes are extremely flexible and thick which means that not only will they withstand the tests of time but will also work as an additional protective layer against harsh impacts.
Cons
- The shoes have a comparatively narrow and low profile which can become uncomfortable for the user to keep wearing fro longer periods especially if they have wide and stocky feet.

13. Sperry Men’s, Navigator Venetian Slip on
Bold yet classy; the Sperry Men’s, Navigator Venetian Slip on are the perfect slip on driving shoes made for casual and formal wear alike. The shoes have a handsewn construction which makes sure that the shoes can be adequately worn for longer durations without coming apart or causing discomfort.
Handsewn leather construction
Perhaps the best feature of the Sperry Men’s, Navigator Venetian Slip on is that it features a handsewn leather construction which makes sure that the shoes are not only durable but will also last a lifetime. Moreover, the leather material is easy to clean and maintain. Its soft nature makes sure that the shoes can be comfortably worn for longer durations without causing discomfort. Furthermore, it is breathable in nature which means that there is adequate temperature management within the shoes.
Foam bed
The manufacturers of the Sperry Men’s, Navigator Venetian Slip on make sure that the comfort levels of the user are never compromised hence, they have added an additional feature to the driving shoes. The full-length foam bed given in the driving shoes makes sure that the users feet are supported even when the shoes are worn for longer durations. Moreover, this makes sure that the arch of the feet are supported and there is adequate weight distribution across the whole shoe.
Slip-on application
One of the best features of the Sperry Men’s, Navigator Venetian Slip on is that it can be easily worn and taken off without having to deal with the additional hassles of tying laces. Moreover, the easy slip on application allows for a more casual feel to the shoes which means that the shoes can be easily worn in multiple different settings varying between casual and formal.
Pros
- The handsewn construction of the Sperry Men’s, Navigator Venetian Slip makes sure that the shoes are extremely durable.
- The driving shoes have an easy slip on and off application which enhances convenience.
- The full-length foam footbed makes sure that the user’s feet are adequately supported and protected against any hard and harsh impacts! The footbed works as a shock absorber.
Cons
- The shoes don’t have an additional lining to allow for adequate breathability and moisture wicking.

14. Cole Haan Men’s Howland Penny Loafer
The Cole Haan Men’s Howland Penny Loafer looks as good as it feels! The driving shoes feature a calfskin upper that gives the shoes a vintage feel with a rubber sole and perforated arch support that allows for optimum comfort and support!
Calfskin upper
The calfskin upper of the Cole Haan Men’s Howland Penny Loafer not only provides a sturdy and durable covering to the driving shoes but also makes sure to protect the user’s feet from external extremities such as dust and dirt. Moreover, the calfskin provides a beautiful textured exterior which provides a unique and attractive look! The user will also enjoy the soft and comfortable feel of the material which enhances agility due to flexibility.
Rubber driving sole
The sole of the Cole Haan Men’s Howland Penny Loafer is made from rubber and has a nubby construction to it. This means that the grip of the shoes is not compromised at any moment. Moreover, the rubber driving sole is also thick in nature which means that it also provides an additional layer of support against hard surfaces. The sole is also made to protect the user against slippery surfaces.
Arch support
In terms of wearing the shoes for longer durations without causing discomfort, the Cole Haan Men’s Howland Penny Loafer are built with the adequate features that help keep the user’s feet supported for longer. The shoes have optimal arch support construction that makes sure the user’s weight is adequately distributed across the feet. Moreover, the perforated arch support also helps with agility and flexibility especially in terms of long duration wear.
Pros
- The split pod sole provides an adequate grip and makes sure that there is high traction in multi-directional movements.
- The contrast stitching on the calfskin leather upper provides a very fashionable and attractive look to the whole shoe along with enhancing durability!
- The rubber driving sole is thick enough to provide a secondary supportive layer to the user’s feet so that they are well supported.
Cons
- Some users complained that the hand stitching over the calfskin is not adequately covered within the shoe and may lead to blisters.

15. Skechers Men’s Harper-Forde Driving Style Loafer
If you are looking for a casual pair of driving shoes that can also be used semi-formally, then you should definitely opt for the Skechers Men’s Harper-Forde Driving Style Loafer! These are especially designed with comfort and support in mind hence have specific features that make sure the user’s application of them is flawless!
Memory foam insole
The Memory foam insole used in the making of the Skechers Men’s Harper-Forde Driving Style Loafer has air cooling properties that significantly enhances comfort and ensures adequate support in terms of protecting the user’s feet against hard surface impact! The shoes are very durable, and the inclusion of the memory foam insole ensures that the shoes can easily be worn by users with even flat feet. Furthermore, the insole is supported by the shock absorbing midsole hence making application even more comfortable and convenient.
Double gore construction
The unique double gore construction used in the making of the Skechers Men’s Harper-Forde Driving Style Loafer ensures that there are additional elastic side panels added to the overall construction of the shoes to enhance comfort and allow for easy put on and take off application! Furthermore, this also helps with flexibility and enhances utility in terms of making sharp movements conveniently and comfortably.
Full grain leather upper
The Skechers Men’s Harper-Forde Driving Style Loafer features a full grain leather upper with the same texture finish to give these driving shoes a unique yet regal look! The look is further enhanced by the front Moc toe raised stitching seam which also allows for a much roomy construction. Moreover, this also enhances the overall Relaxed Fit design specifically put forth by company! The leather is very soft and easy to maintain which means that the user doesn’t have to spend too much time on maintenance.
Pros
- The rubber outer sole used in the making of the driving shoes allows for high traction and flexibility especially in terms of agility.
- The padded collar given in the driving shoes provides a snug and supportive fit for the user since the driving shoes don’t have laces to adjust and tighten the shoes.
- The shock absorbing midsole is also lightweight and will protect the user’s feet against any harsh impacts.
Cons
- These shoes are well designed for people with extremely wide feet but will not sit well and will have a loose fitting on people with narrow feet.

Whether your next Caribbean getaway is right around the corner, or you are looking to invest in chic and classy look; in either case you ought to get yourself a pair of good looking yet comfortable driving shoes! These are not only made to enhance a person’s overall image but their durable and convenient designing allows for versatility in application!
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