Best Shoes for Sailing: 2021’s Best Picks

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A couple of decades ago, sailing was a hobby that was exclusive for those with a more flexible budget, but today, the equipment is much more affordable. It is a rewarding activity and the perfect way to take the edge off once you are done with your workweek.

Talking about the products that people seem to forget about, reliable shoes definitely deserve more attention. This is not only because you want to stay comfortable while sailing but also because a good pair contributes to your stability and overall experience.

Given the fact that there are a plethora of models on the market, we did our best to pick out a couple that we consider to be of great value. Let’s go through our list of the best shoes for sailing to help you find the best option for you.

Comparison Chart

Sperry Mens Billfish 3-Eye Boat Shoe
Best Choice
Mishansha Mens Womens Water Shoes
Best Price
KEEN Newport H2 Sandal
Best Sandals for Sailing

Best Shoes for Sailing Reviews

Rockport Works Men’s Sailing Club Boat Shoes


If what you are looking for is a pair of sleek, nice-looking shoes, you are in the right place. This pair is designed by Rockport, which is one of the best brands when it comes to sailing shoes. Coming in Brown and Sailing Tan, this is a versatile product that you should definitely consider. This pair goes up to 13 Wide in size.


The first thing that we want to talk about is the durability and the protection that these shoes offer. These boat shoes are both CSA Impact Tested and Electrical Shock Resistant, making them the ideal choice for those who enjoy sailing. Apart from the great comfort that you will get, this pair is also long-lasting and you can expect to get years of use out of these.

While it doesn’t feature a defined heel, the sole is made out of rubber and is also slip-resistant, which certainly goes a long way since the surface you will be standing on will most likely be slippery. Keep in mind that these feature a steel toe, which is considered a good solution for such a setting. However, the toe area could be a bit wider.

This pair is attractive, reliable, and made out of 100% cow leather. Frankly, other than the fact that the toe area is a bit tight, there isn’t anything else we can say against these Rockports. They are set at a reasonable price and are sure to serve as a great investment in the long term!



  • Reasonable price
  • Made out of leather
  • Steel toe
  • Anti-slip


  • Tight toe area


Sperry Men’s 7 Seas 3-Eye Boating Shoe

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When it comes to light, comfortable boating shoes, it can’t get much better than these Sperrys. They are offered in several different color variations, including Navy, Camo Grey, Charcoal, White Camo, Dark Grey, Olive, and White. These shoes are made out of textile and synthetic materials that are not as durable as leather, but they still present a good solution.


First and foremost, you should know that these shoes are available from size 5 to 14. With this in mind, you shouldn’t have a tough time finding a pair that suits you. While the textile and synthetic material that these shoes are made out of isn’t waterproof, the shoes are designed to be anti-slip.

Additionally, the Razor Cut-Wave Siping goes a long way when it comes to ensuring adequate traction and ensuring that you leave no marks behind. The Traction Pods are also there to give you a better grip not only when you are on a boat and sailing but also for everyday walking, especially on rough terrain.

Among the few innovative features that make this product such a worthy choice is the 360-degree lacing system. It is there to provide you with an optimal fit, while the MocFit structure of the pair secures your foot. Lastly, the SeaBound bottom sole is essential for offering you comfort and a cushioned walking surface.

The main issue that we have with the Sperry Men’s 7 is the fact that the squeak can be quite irritating. Still, for the given price, that shouldn’t be a deal-breaker!

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  • Good price
  • Innovative lacing system
  • Cushioned
  • Anti-slip
  • Comfortable/light


  • Not water-resistant
  • Squeaky


Sperry Men’s Billfish 3-Eye Boat Shoe


As mentioned above, Sperry is among the more recognizable brands when it comes to sailing shoes. For this reason, we are presenting you with another one of their models – the Billfish. This option comes in Dark Tan, Dark Blue, Amaretto Cream, Grey, Linen, and the highly popular Navy Brown!


The highlight of this pair has to be the elegant, attention-worthy design. Combining cowhide leather and breathable mesh, Sperry did a fantastic job manufacturing shoes that are secure, comfortable, and durable at the same time. Once again, the range of sizes is quite wide, as you can choose from size 6 to 16 – just be careful with sizing, given the fact that the structure of this model is quite wide.

The shaft is designed to be low-top from the arch. This is perfect for a pair of sailing shoes, as you will enjoy great traction without sacrificing comfort or breathability. Additionally, the featured EVA heel cup plays an important role when it comes to providing cushioned support.

Not to mention, the leather that these are made out of is both stain-resistant and water-resistant, which means there isn’t a lot you should worry about in terms of maintenance. Our main worry is that the laces seem to be quite cheap. Still, you can prevent any issues by replacing these right from the start.

Other than that, this is a pair of good-looking, durable shoes that you won’t regret investing in!



  • Stain and water-resistant leather
  • Comfortable
  • EVA heel
  • Breathable mesh
  • Attractive


  • Cheap laces


Mishansha Men’s & Women’s Water Shoes


Moving on with our list of the best shoes for sailing, this particular model is one of the coolest on the market. Not only are these suitable for sailing, but they are also good for a wide variety of other activities, including swimming, beach yoga, diving, surfing, and many other kinds of water sports. Most importantly, these Mishansha shoes come at an incredibly affordable price, making them ideal if you are on a tight budget.


The first thing that we want to talk about is the fact that these are unisex and come in a range of sizes from 4 to 15. Additionally, you have a plethora of different color options, including Red/Black, Navy Blue, Grey, Green, Pink, White/Blue, Black/Fluorescent, and a bunch of others that you might like.

Made out of spandex fabric and featuring a rubber sole, these certainly aren’t your most durable shoes on the market, but as long as you don’t use them on an everyday basis, they should be fine. What is quite cool is that the spandex and lycra material work together to provide you with flexibility, breathability, and utmost comfort.

Additionally, this pair is resistant to sea-salt and features a few drainage holes that should help with a healthier environment. This will also help you stay worry-free in terms of whether your shoes will dry or not. Not to mention, an easy on/off secure system will allow you to enjoy an optimal fit. Also, the elastic straps are there to help you adjust the shoes without having to trouble yourself with lacing.

Overall, while there is a lot of room for improvement in terms of durability and resilience of the midsole material, the price that it stands at makes it a good choice.


  • Fantastic price
  • Good adjustability
  • Breathable
  • Drainage holes


  • Quite flimsy


KEEN Newport H2 Men’s Sandal


Last but certainly not least is this fantastic KEEN product. While being more like sandals than some other options, you can be sure that this textile/synthetic model stands as a great choice for anyone who enjoys sailing.


If you know a thing or two about boat footwear, then you are familiar with this brand. Coming in Dark Olive, as well as a few variations of Brown and Grey, these shoes are quite attractive. What you are probably most interested in is how comfortable these shoes are.

You should make sure that the sizing is right, but the featured EVA midsole and non-marking outsole go a long way in terms of providing you with cushioned support and an anti-slip walking surface. Additionally, the washable polyester upper goes a long way when it comes to protecting your feet from sea salt.

While these certainly aren’t for people with wider feet, these KEEN sandals should serve their purpose well for anyone else.


  • Made to last
  • EVA midsole
  • Anti-slip
  • Comfortable


  • Not for wide feet


Wrap Up

At the end of the day, it all comes down to what type of footwear you are looking for. The aforementioned KEEN Newport sandals are perfect for those who enjoy that design. On the other hand, the Sperry Men’s Billfish shoes are our favorite when it comes to classic shoes. This is not only because of their attractive design but also because of their overall durability and comfort!

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