Best Sailing Shoes

When you're out sailing, you need to take care of your feet. The best sailing shoes let you do just that while allowing you to maintain your grip.

Our team works hard to recommend the best products for your needs. If you decide to purchase a product that we recommend, we may receive a commission.

‍When you're out sailing, you need to take care of your feet. The best sailing shoes let you do just that while allowing you to maintain your grip.

To help you ensure that you've got the best shoes for sailing when you're out on your boat, we've compiled a list featuring some of the best footwear for boating, including the Sperry Gold Cup Original Boat Shoe, Swims Waterproof Penny Loafer, and DLGJPA Women's Aqua Water Shoes.

Sailing shoes are functional, fashionable, and readily available. High-quality versions can last years and are a common sight at yacht clubs and sailing organizations all around the country. However, there are various factors to consider when selecting a nice pair of boating shoes, and finding shoes that are right for you isn't always effortless.

As experienced sailors, we are quite attached to our sailing shoes, and with so many miles on the open ocean, you know we're going to suggest only the best for you. We've selected the models listed below after carefully testing their material, durability, grip, and comfort. Rest assured, you won't be disappointed if you decide to go with any of them.

Table of Contents

Sperry Gold Cup Original Boat Shoe

‍Sperry Gold Cup Original Boat Shoe
Sperry Gold Cup Original Boat Shoe

The Sperry Gold Cup boat shoes are a quality pair of sailing shoes with a classic design. It has the traditional Sperry anti-slip bottom and a long-lasting, easy-to-clean leather structure. The Gold Cup Original line, like other ordinary Sperry shoes, is designed to be worn on a sailboat or ship.

The Sperry Gold Cup Boat Shoe is manufactured in Maine, USA, and has immaculate stitching and superior materials.

The shoe's design is inspired by the original Sperry, which has been used for generations by sailors and boat owners. The soles of Sperry shoes are made using a gritty rubber that prevents slipping on wet surfaces. They're great for teak and fiberglass decks, and they offer a layer of security to non-slip materials already in place.

The Sperry Gold Boat Shoe has leather laces fed via 18k solid gold eyelets and is composed of a non-suede material that is waterproof and recovers rapidly. These shoes have long-lasting stitching that makes them extremely durable. A lambskin lining within the shoe makes it pleasant to wear even without socks.

ALEADER Men's Mesh Slip-on Water Shoes

ALEADER Men's Mesh Slip-on Water Shoes
ALEADER Men's Mesh Slip-on Water Shoes

The ALEADER aquatic shoes, which were introduced in 2013 in California, can be worn easily on any sailboat without you worrying about losing your grip. ALEADER's water shoes are designed in a traditional sports shoe style. There are no embellishments, and they lack the bells and whistles seen in some of the more expensive alternatives. Instead, they're comprised of light rubber outsoles with breathable uppers that allow water to drain readily.

The lightness and spaciousness of these shoes are two of their main selling qualities. Even when compared with other water shoes, these shoes feature more drainage than others, having wider mesh pores in both the top and sole.

If you glance at the soles, you'll notice that they have large drainage holes that allow water to flow in and out easily without weighing you down. This is part of the hydroponic designed mesh, which functions similarly to a colander or filter on your foot; however, this design is far more convenient!

Water grip soles provide traction, and the soles are generously padded. The rubber pods on the bottom should keep your foot in place, and the designers claim that these shoes are ideal for water aerobics. Additionally, lateral supports ensure that these shoes stay snugly attached to your feet even when wet. Keep in mind, though, that the lacing does not tighten; instead, it is elastic, allowing the upper to mold to your forefoot.

Swims Waterproof Penny Loafer

Swims Waterproof Penny Loafer
Swims Waterproof Penny Loafer

This is a one-of-a-kind, machine-washable sailing shoe that is built for comfort and style. The Swims Penny Loafer is a fantastic choice for warm-weather boating and a well-executed variation on an archaic style.

The SWIMS loafer shoes are water-resistant and easy to clean, but they also feature a trendy, preppy style that makes them ideal for everyday wear. The top of the shoe has a mesh layer that helps your feet stay dry.

They can even be washed in running water because they dry incredibly quickly. These loafers feature an anti-slip grip substance on the bottom to keep you from falling while you're enjoying your time on a sailboat.

A renowned traction sole structure with grading and anti-slip chemicals is one of the shoes' major highlights. It's perfect for strolling about a fiberglass or hardwood deck and keeps traction even when wet. These shoes are made to resemble penny loafers, making them both fashionable and comfy. They can be used even with socks, but essentially, they're made to be used without socks.

Finally, these loafers come in a variety of colors, including light blue, grey, brown, black, and deep blue. There are also two-toned grey and neon green models available, so you may choose according to your preferences!

DLGJPA Women's Aqua Water Shoes

DLGJPA Women's Aqua Water Shoes
DLGJPA Women's Aqua Water Shoes

The DLGJPA Ultra-light Aqua Water shoe line is a major departure from classic boat shoes that you might be used to seeing. These braided shoes are suited for damp weather and have a good grip. When it comes to water protection, the Aqua Water Shoe stands out thanks to its Fluidflow technology. The shoe is designed to allow water to flow around and inside the shoes rather than blocking it entirely. The shoe's interwoven body evaporates water quickly to keep your feet dry.

These sneakers are a wonderful investment if you want lightweight and comfy footwear that won't make you feel heavy when you're out and about on your sailboat. The Aqua Shoes boast a sturdy rubber sole and are made of synthetic fabric to provide better comfort and freedom of travel. The water grip sole provides excellent traction, allowing wearers to feel safer on slick areas.

The holes in the shoes are designed to keep sand and stones out of the sole while providing an easier route for water to escape.

Sperry Top-Sider Men's Billfish Ultra-Lite Boat Shoe

Sperry Top-Sider Men's Billfish Ultra-Lite Boat Shoe
Sperry Top-Sider Men's Billfish Ultra-Lite Boat Shoe

Sperry boat shoes are the holy grail of sea-inspired shoes, and it's the men's boat shoe that really stands up to any test if you're searching for an iconic, traditional, and sturdy pair of sailing shoes. Though they may take a while to settle in, these shoes will not let you down.

The Billfish Boat Shoes were designed for slick boat decks and have wave-siped rubber soles that provide a stable footing without creating scuffs. For a firm, secure hold on deck, you'll need a pair of shoes with plenty of traction.

The Wave-Siping on the outsole of the Sperry Billfish shoe provides security and stability on both wet and dry substrates. Shock-absorbing advancements create a relaxed sole for all-day wear, while porous side panels raise the level of breathability. A moccasin design with luxurious, real leather uppers and Sperry's unique 360° Lacing System raise the bar for a customizable fitting for any sailor out on the open sea!

Both lighter and darker tan tones have a sporty style that's just as attractive on land as it is on water, ensuring that your shoes get the most use possible. Overall, Sperry produces the best boat shoes to keep you warm and secure on your sailboat. Many sailors worldwide swear by these Billfish sailing shoes, and they will not let you down in any way.

Columbia Power Drain

Columbia Power Drain
Columbia Power Drain

The Columbia Power Drain is another option worth considering if you're looking for a great pair of sailing shoes. These sneakers are ideal in terms of comfort, lightweight, and traction! They are great for water sports, but they may also be used for a variety of on-land activities.

The Columbia Power Drain Shoes are ideal for running in hot conditions. The Omni-Freeze ZERO lining in these women's shoes delivers a cooling effect when they get wet. Whenever you run your shoes through the water, the Omni-Freeze makes a noticeable difference.

The sole is expressly designed for grip when damp, and there are drainage holes to dispose of water if required. The Power Drain has the appearance and feel of a running shoe. The no-sew TPU caging system ensures a secure fit around the foot, making this shoe one of our favorites!

The shoe's hydrophilic open mesh provides for quick evaporation and ventilation in conjunction with the drainage system funneling water out of the shoe.

Sperry Sea Kite Sports Boat Shoe

Sperry Sea Kite Sports Boat Shoe
Sperry Sea Kite Sports Boat Shoe

The Sperry Sea Kite Boat Shoe is a stylish pair that will catch people's eye when you wear them on a sailboat. It's a hybrid of sailing and hiking shoes that may be worn with or without socks and is highly comfortable.

These shoes are practical and can be used in a variety of circumstances. The upper leather components of the shoe have a strong design that keeps your feet protected from threats on deck.

Furthermore, the rubber soles provide sufficient traction to keep you from slipping and falling. These shoes are waterproof and built using quick-drying fabrics, which help keep you comfortable when your feet are immersed in water.

The Sperry Sea Kite Sports Boat Shoes have a full-length EVA footbed that has been compression molded. It's detachable and padded for maximum underfoot comfort. A long-lasting rubber outsole with Adaptive Wave-Siping technology is also one of the shoe's best features. This reduces slipping on wet and slippery floors by evaporating moisture from the underfoot.

Finally, fresh inserts that adjust the fit can be added to your shoes. These shoes are fashionable as well as practical. The pair goes well with casual clothing for a memorable evening on a sailboat.

Helly Hansen Ahiga V3 Hydropower Sailing Sneaker

Helly Hansen Ahiga V3 Hydropower Sailing Sneaker
Helly Hansen Ahiga V3 Hydropower Sailing Sneaker

The title Ahiga relates to adaptability. These airy and gentle sneakers will give you everything you need when you're on the deck of your sailboat, including comfort, balance, an EVA midsole, siped Helly Grip rubber sole, and a fast-drying mesh top. These stylish sailing boots are the ideal companion for long days on the water or a night at the beach.

These shoes are a great combination of boating and swimming shoes. Conventional boat shoes are sometimes stiff and uncomfortable, and conventional water shoes lack adequate foot and ankle protection.

These shoes are quite comfortable, feature light ankle support, and provide more stability than a droopy water shoe, allowing you to wear these the whole day, from the boat to the supermarket and throughout town. They look great with a wide range of jeans and socks. They're simple, but they're still performance-oriented and will not disappoint you!

Overall, the Helly Hansen Ahiga shoes were designed for efficiency and versatility, and they are casual and sturdy enough to handle extended hours on the deck. This is without a doubt one of the finest models on our list and is also quite easily available.

Xtratuf 6" in Ankle Deck Boots

Xtratuf 6" in Ankle Deck Boots
Xtratuf 6" in Ankle Deck Boots

Xtratuf creates rugged footwear. What's more, you don't have to be an experienced fisherman working on a boat all day to profit from the advantages of these shoes and boots. Xtratuf is used by fishermen, shooters, and everyday people. For individuals who spend a lot of time in the great outdoors, these shoes are a must-have.

Aboard a sailboat, these trendy deck boots will be your ideal companion even in bad weather conditions. They're comfy and weatherproof and don't require any laces to put on. The fact that these shoes don't have laces is more than simply a matter of convenience. On a sailboat, laces are a cause for concern since it's simple to catch them on a cleat or trip over them when going about performing your tasks on deck. This risk is eliminated with the Xtratuf 6 Ankle Deck Boots. The chevron base on these latex fishing boots keeps you glued to the deck, walking trail, or anywhere you're wearing them.

With a triple-dipped coating that shields your feet from pesticides, chemicals, and other impurities, the boots are also corrosion-resistant. Furthermore, they are made of 100 percent impermeable latex neoprene for all-day pleasure.

Xtratuf shoes are soft, lightweight, and malleable. They're also padded and have arch assistance to help with leg and back tiredness and tension. These boots are appealing on the outside and go well with a variety of attire. They're not much bigger than regular fishing boots, and they're more low-profile than typical rain boots. As a result, they're ideal for both sunny and rainy days.

The easy-to-wear, slip-on look can be worn on and off the boat and provides 100 percent waterproof safety. For hard hours on the water, the inner features a very resistant XPRESSCOOL material that allows the foot to relax. Overall, these deck boots look great with a wide range of jeans and socks. The simple look might have you thinking that these shoes aren't up to the task, but you'd be incredibly wrong in thinking so. These ones are for keeps!

Sperry Women's Angelfish Varsity Boat Shoe

Sperry Women's Angelfish Varsity Boat Shoe
Sperry Women's Angelfish Varsity Boat Shoe

The Sperry Angelfish Varsity Boat Shoe has a slimmer, more sophisticated shape than traditional boat shoes, with the same grippy outsole and all-day luxury to take you through a day on the sea to a night of partying. What's more; these shoes add a feminine touch to your look.

Every year, the classic style is refreshed with new color and material choices that are universally adored. These shoes are available in sizes 5-12 and can easily be acquired either online or in stores. With a name like Sperry's, you can expect nothing but durability!

Sperry has created a tradition of simple, heritage goods for over eighty years. Sperry's handmade footwear dependably captures hearts, whether it's for men, women, or children. These Women's Angelfish Varsity Boat Shoes do a lot of the same things.

Customers love the fact that the laces run all the way around, making the shoes totally customizable for a good and stable fit. The comfort is enhanced by a fleece lining and cushioned sole. The non-marking heel is slip-resistant and won't scratch decks.

Skechers Performance Women's On-The-Go Flagship Slip-On Boat Shoe

Skechers Performance Women's On-The-Go Flagship Slip-On Boat Shoe
Skechers Performance Women's On-The-Go Flagship Slip-On Boat Shoe

The last model on our list is the Skechers Performance Women's Slip-On Boat Shoe. It's an ideal piece of footwear to wear on a sailboat as it's extremely comfortable, lightweight, and flexible. These shoes won't bring you down and will make it easier for you to move around the boat, which is important if you're sailing alone.

Moc toe construction will protect your feet, while a lightly padded collar will offer generous comfort, allowing you to wear the shoes on long voyages. The upper is made with synthetic leather and is quite breathable, which means that you won't have to worry about your feet getting sweaty. The easy slip-on design makes it easy to take the shoes on and off.

The Skechers Performance Slip-On Boat Shoe also boasts anti-microbial technology that absorbs moisture, keeping nasty odors at bay. Moreover, the Goga Mat foam insole increases comfort. This insole is fixed so you won't be able to remove it. The outsole of the shoe has circular patterns that offer a more responsive feel. Not only that, but it's also slip-resistant, which means that you won't have to worry about slipping on wet surfaces on the boat.

Overall, if you want a lightweight, responsive, and slip-resistant shoe to wear on your voyage to the sea, the Skechers Performance Slip-On Boat Shoe is worth considering.

Buying Guide for the Best Sailing Shoes

Picking the ideal pair of sailing shoes is not easy. This is because manufacturers have only recently adopted the boating culture, and not every model is designed to perform well on the water. When buying a pair of sailing shoes, there are a few things to keep in mind. Let's have a look at some of these factors.


Canvas and leather are commonly used to make boat shoes, also known as deck shoes and topsiders. If you're ordering leather boat shoes, go down a half size from your normal size. If you're going sockless, you'll want your footwear to be tight to your feet. Allow for enough room for your toes to slip in.

Non-Slip Sole

Boat decks will become slick and wet. Non-slip shoes are a must if you're likely to be walking around on a slick deck. On yacht decks, rubber soles provide a solid grip. Therefore, when you are looking for a sailing shoe, make sure to pay attention to the sole and ensure that it is slip-resistant. Otherwise, you'll end up falling on the boat and may suffer a serious injury, ruining your boating adventure.


Sailing shoes are a versatile item of footwear that may be worn in the day as well as at night. They are generally available in canvas and leather. Leather offers you that retro preppy feeling that boat shoes are known for. This material is also known for being more durable and elegant than canvas. Waterproof fabrics are preferred because they are the standard for boating shoes all over the world.


Comfort is among the most crucial elements to consider when you're looking to purchase a pair of sailing shoes. Sailing shoes are quite pleasant on the toes once worn in, which is why they are frequently used sockless. Generally, shoes with extra padding are the most comfortable. A mesh upper also improves comfort as this increases breathability and keeps your feet dry.


As mentioned above, mesh uppers are generally more comfortable and breathable than other types of materials. Some shoes have synthetic leather, which is also quite breathable. Therefore, when you are shopping for a pair of sailing shoes, check the upper material and go for the shoe that features a mesh or synthetic leather upper.

Non-Marking Sole

When you're looking for a sailing shoe, try to go with a model that features a non-marking sole. The reason it's important is that this will ensure that the shoes don't leave any unpleasant marks on the boat or damage the wooden flooring.

Michael Moris

I'm Michael Moris. I've been sailing my whole life, and it has taken me to places I never imagined. From the Caribbean to Europe, from New Zealand to South America - there's nowhere that hasn't felt like home when you're on a boat!

Read more about Michael Moris

Recent Articles

Subscribe To Our Newsletter

Thank you! You're signed up for our free newsletter!

Oops! Something went wrong while submitting the form