boat yacht shoe

Yachting Monthly

• Digital edition

Best boat shoes: From leather deck shoes to deck trainers

• Laura Hodgetts
• April 10, 2024

When picking the best boat shoes, it's often a choice between traditional moccasins that look the part but lack support and cushioning, or modern deck trainers that cover the sporty angle but are not understated. Is there a happy medium?

The nautical look never fails to triumph on the fashion circuit, which is why the best boat shoes – or deck shoes, as they are more commonly known in the boating world – are now as popular on the high street as they are on the water.

Given the fact the classic leather deck shoe was originally intended for use on the deck of a yacht, the design of the shoe included all the important elements such as good grip/non-marking soles, non-corrosive metal eyelets, and premium quality soft leather.

Nothing has changed in that respect and the classic leather boat shoe continues to dominate, particularly in the cruising world. For the more active sailor; those who spend a lot of time on deck while racing, there is also a huge choice of lightweight, technical deck trainers on the market.

With more and more specialist sailing clothing companies not only understanding the needs of those involved in high octane sailing, but also investing in huge amounts of research and development, these super-light sailing trainers are becoming more and more popular.

Here’s a selection of some of the best boat shoes on the market.

Jump to modern deck shoes

Jump to women’s boat shoes

Traditional boat shoes

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1  Dubarry Commodore XLT

Best lightweight boat shoes

Specifications : Sizes: 6 up | Colors: Chestnut, Navy, Navy / Brown, Old Rum, Mahogany | Material: Leather

Reasons to buy : Extra-light | Good cushioning | Three-hole lacing Reasons to avoid : Expensive | May prefer a stronger shoe for more support

YM editor Theo Stocker has been putting Dubarry’s Commodore XLT moccasin boat shoes through their paces for a few months now.

He believes they represent a happy medium between traditional moccasins and their sporty competitors.

Theo says: ‘Their key selling point is that they are, as the name suggests, extra light. In fact, they are roughly half the weight of my previous boat shoes.

‘Despite this, they still have a good degree of cushioning in the sole and are firm enough to give my foot some support, with the three-hole lacing keeping them secure on my foot.’

Hardy but breathable boat shoes

2  Chatham Sperrin boat shoes

Best winter boat shoes

Specifications : Sizes: 6 up | Colors: Dark Brown, Dark Tan | Material: Leather

Reasons to buy : Good all-round support | Sole spring poron insole – offers cushion | Breathability and anti-bacterial | Robust eyelets | Available in UK sizes 6-15 Reasons to avoid : Thick leather takes a while to wear in

The Sperrin Winter Boat Shoe is Chatham’s twist on its classic boat shoe, featuring three eyelet laces, contrast stitching detail, side laces and a heavy cleated sole for additional traction on slippery pontoons.

One of the key selling features is the sole spring poron insole, which promises to be cushioning, supportive, breathable and anti-bacterial.

Our tester wore them over several months and can vouch that they give their feet good all-round support, and the leather lacing kept them securely in place.

‘The eyelets are robust, which I have been impressed with as often this has been the first thing to go on previous pairs of boat shoes,’ they add.

3 Sebago Portland Lea Oiled boat shoes

Best summer boat shoes

Specifications : Sizes: 5.5 up | Colors: Brown / Dark Brown | Material: Leather

Reasons to buy : Hard wearing | Comfortable fit | Available in UK sizes 5.5-11.5 Reasons to avoid : Expensive

Made from oiled leather, which promises to make them strong, these boat shoes are available in a two-tone tan brown and black with contrast stitching, writes John Stickland . After wearing them regularly, they barely show any signs of distress or cracking, and the stitching is all still intact.

The oiled treatment means even after wearing them in the rain, and while sailing, where they got regularly drenched in spray, the leather cleaned up really well, with no marks or stains and was still soft.

The leather sock lining makes the shoes comfortable enough to wear with or without socks, even when new, and I experienced no rubbing. There is extra cushioning to protect your instep arch, giving good support. A full-grain leather collar also helps keep your foot firmly in the shoe when barefoot.

Sebago Portland Tumbled Deck shoe

4 Sebago Dockside Portland Tumbled boat shoes

Best classic boat shoes

Specifications : Sizes: 6 up | Colors: Brown | Material: Leather

Reasons to buy : Long-lasting | Variety of colour and material options | Hand-stitched | Non-marking anti-slip soles Reasons to avoid : Expensive | The insole only covers 2/3rds of the foot (leaving toes and ball of foot on leather)

This classic-style boat shoe from US shoe brand Sebago is probably of greatest interest to the active sailor.

It’s constructed to be long-lasting and made from unique hot-stuff buffed leather conditioned with oils and waxes.

There are a variety of colour and material options too, making it easier to pick the best boat shoe for your needs.

Each pair is hand-stitched and features non-marking anti-slip soles, designed to offer stable grip in all conditions.

5 Orca Bay Fowey

Best boat shoes for wide feet

Specifications : Sizes: 7.5 up | Colors: Saddle | Material: Leather

Reasons to buy : Classic-looking | Wide fit | Premium hand stitched leather Reasons to avoid : If Saddle brown is not your colour

For a good, solid leather, classic style, canoe-cut, moccasin deck shoe you can’t go far wrong with the Orca Bay. This company prides itself on producing the finest leather footwear for outdoor pursuits and its sailing range has always been popular.

Orca Bay is also a company that recognises the demand for wider-fit deck shoe options, which is why it has developed the Fowey as its wide-fit men’s option.

The Fowey, which is handmade in premium Saddle-coloured leather, retains all the fine qualities expected from this high-end brand including two-eyelet, leather rawhide continuous lacing system, full leather cushioned insole, and non-slip, non-marking rubber sole. We’re testing these right now and will report back next month.

Modern deck shoes

1  Helly Hansen Ahiga V4 HP

Best summer deck shoes

Specifications : UK sizes: 6.5-12.5 | Colors: Choice of four | Material: Synthetic textile and mesh upper / EVA midsole / HellyGrip rubber outsole

Reasons to buy : Optimised for summer; Lightweight, extremely quick-drying, highly breathable; Maximum grip Reasons to avoid : Not suitable for all-day wear due to tight fit

Helly Hansen is a giant in the outdoor clothing world and has heaps of experience producing marine gear.

They are optimised for summer use and are very lightweight, extremely quick drying and highly breathable.

The siped HellyGrip rubber outsole is designed to maximise grip, while the high-grade EVA midsole promotes maximum comfort.

Our reviewer praised their versatility, reporting that they are just as suitable for paddleboarding as sailing onboard a foiling yacht.

2  Zhik Fuze boat shoes

Best deck shoe for comfort

Specifications : Sizes: 6 up | Colors: Grey | Material: Fabric / Rubber

Reasons to buy : Lightweight | Flexible and comfortable | One-way drainage system Reasons to avoid : Premium price

This Australian company’s kit tends to be at the top end of the price range, but that hasn’t stopped it from drawing plenty of advocates.

They argue that, if your time off work and on the water is limited, a little extra investment to ensure you’re as comfortable as possible, even when the weather turns nasty, is easily justified.

The Fuze deck shoes are very lightweight, flexible and comfortable, with excellent support. A one-way drainage system is incorporated in the sole.

3 Sperry Authentic Original Float Boat Shoes

Best deck shoe for water protection

Specifications : Sizes: 7 up | Colors: Black, Grey, Navy, White | Material: Rubber

Reasons to buy : Super-lightweight; Floatable; Speed drying Reasons to avoid : Can get very slippery; Some consumers report sizing issues

The Sperry Authentic Original Float Boat shoe is guaranteed to *ahem* float your boat. And even if the water does manage to get in, these shoes are more than up to the job as they are made from super-lightweight injected EVA, which floats.

In fact, Sperry Authentics have been designed to be water-ready and all about protecting you and your feet whenever you get wet.

To do this, they have strategically placed drainage ports on the waterline to help speed drying, vent holes in the uppers to ensure breathable comfort, and moulded wave-siping incorporated into the outsoles to provide sure-footed traction in all conditions.

4 Crocs Classic Boat Shoes

A n appealing alternative boat shoe option

Specifications : Sizes: 5.5 up | Colors: Slate Grey, Khaki, Espresso, Navy | Material: Rubber

Reasons to buy : Waterproof and lightweight | Good breathability sheds moisture | Rubberised sole provides increased traction | flexibility and comfort Reasons to avoid : Long break-in time

Crocs men’s Classic Boat Shoe is designed to be waterproof and lightweight thanks to the Croslite foam construction.

Other features include a soft fabric tongue, faux lacing, ventilation ports in the heel and forefoot to add breathability and help shed moisture.

The rubberised sole is promised to provide increased traction, flexibility and ‘360-degree comfort’.

5 Gill Race Trainer

Best race deck shoe

Specifications : Sizes: 4 up | Colors: Grey, Graphite | Material: Fabric / Mesh

Reasons to buy : Secure fit; Breathable material; Mesh-lining Reasons to avoid : Lacks arch support

This British company has long offered top-quality kit at competitive prices.

The 2020 Race Trainer is designed for a secure fit and is made of breathable materials, including a mesh lining with minimal water absorbency.

The moulded insole and outsole both have fast drainage and there’s extra toe protection to reduce risk of injury.

6 Musto Dynamic Pro II boat shoes

Best dynamic deck shoe

Specifications : Sizes: 7 up | Colors: Grey, Black | Material: Fabric / Mesh

Reasons to buy : Designed for both yachting and dinghy sailing | Grippy sole | Enhanced for comfort and protection Reasons to avoid : Premium price

This technical boat shoe from Musto is designed for both yachting and dinghy sailing.

The sole uses sticky rubber for maximum grip, while the TPU welded overlay along the sides gives excellent lateral support.

EVA is used for the mid-sole to enhance comfort and protection.

The mesh construction dries quickly and provides plenty of ventilation, making these trainers ideal for summer use when the anti-microbial protection will also be beneficial.

7 Lizard Regatta boat shoes

Best technical deck shoe

Specifications : Sizes: 4 up | Colors: Blue, Grey, Dark Grey | Material: Synthetic Leather  / Mesh

Reasons to buy : Non-slip rubber outsole | Breathable mesh | Anatomical footbed and secure lacing Reasons to avoid : Premium price

This innovative Italian brand produces a range of excellent technical sailing shoes and sea boots.

The Regatta Shoe has a non-slip rubber outsole that provides excellent grip and is shaped to improve side protection.

The outer material is of a breathable mesh that promotes very quick drying and allows water to drain fast.

There’s also a removable anatomical footbed for extra comfort. The lacing system is designed for secure fastening.

8 Tribord Unisex Yacht Race boat shoes

Best value deck shoes

Specifications : Sizes: 5.5 up | Colors: Dark Petrol Blue, Lunar Grey | Material: Synthetic Leather  / Mesh

Reasons to buy : Great value | Lightweight | Non marking rubber with deep drainage Reasons to avoid : Some consumers complain too narrow | Not as long-lasting or durable as competitors

These may have a bargain-basement price, but they don’t skimp on quality.

Decathlon’s technical shoes are lightweight, with a mesh upper that benefits from a plasma coating that reduces water absorption by 40 per cent.

The sole is made of non-marking rubber, with deep drainage channels and an effective non-slip pattern.

9 Gill Pursuit Trainers

Best boat shoes for protection

Reasons to buy : Lightweight | Good grip | Quick drainage | Impact absorbing sole | Racing friendly Reasons to avoid : Feet will get wet underfoot in rain

Gill is a name that’s synonymous with quality when it comes to sailing kit, and its new Pursuit Trainer is a fine example. This shoe has been created not only for active use in, on or around water but also to offer exceptional comfort and good grip.

Like most technical sailing trainer-style shoes on the market, the Pursuit Trainer is lightweight and has a quick-lace adjustment for a secure fit.

It is constructed using breathable and quick drying fabric and, the air-cell impact absorbing insole has a drainage system to help speed up the flow of water through the shoe in wet conditions.

To help avoid the inevitable stubbing of toes during activity on deck, Gill has designed the shoe with reinforced protectors moulded around toe area.

Best women’s boat shoes

1 Chatham Java Lady G2

Best boat shoes for sustainability

Reasons to buy : Two-year manufacturer’s guarantee, Sustainable credentials, Classic style, Not bulky Reasons to avoid : If brown is not your colour

Chatham has taken its bestselling G2 and developed a new, sustainable deck shoe. The Java Lady G2 essentially looks the same as previous shoes in the G2 range and retains all its fine qualities, but is made using eco-conscious materials and craftmanship.

According to Chatham, this hand-stitched moccasin-style shoe, is crafted from premium walnut nubuck leather sourced from a Leather Working Group gold-rated tannery. The aim is to reduce water consumption, harmful chemicals and energy throughout the manufacturing process.

The natural latex rubber sole is also sustainably sourced, and its new sole spring poron performance cushioning is manufactured using natural latex rather than polyurethane foam, is anti-bacterial and offers maximum comfort and shock absorption.

2 Decathlon Tribord Sailing Boat Trainers Race

Best deck trainers on a budget

Reasons to buy : Light weight | Good grip | Quick drainage | Low budget option Reasons to avoid : Water ingress from side wall of sole

Although it is understandable to believe that Decathlon’s value for money Tribord sailing kit is ‘too good to be true’, it’s worth knowing that this company prides itself on its thorough testing regime with sailing professionals. This means that the products you buy have been approved and are fit for purpose.

The Women’s Sailing Boat Trainer Race 500 is a fine example of the company’s low-cost version of a lightweight, technical shoe. Other than its good looks and light weight, this shoe offers good grip thanks to Decathlon’s specially developed, diamond patterned, non-marking sole.

To help dispel water from inside, the shoe has a quick-drainage system with channels located on the heel and front of the foot, on the side wall of the sole.

3 Helly Hansen HP Foil V2 Sailing Shoes

Best boat shoes for summer racing

Reasons to buy : Superlight, Good grip, Quick dry, Non-marking soles, Extreme comfort Reasons to avoid : White will show the dirt quickly

Helly Hansen is always at the top of the game when it comes to innovation, which is why it’s not surprising that the company’s latest sailing shoe – the Women’s version of the HP Foil V2 – hits the mark in many ways.

Its low-cut design allows for plenty of movement around the ankle area, and the open-mesh construction enhances breathability. This shoe also features engineered structural overlays in high-stress areas, which not only helps protect the foot, but also increases longevity.

Inside the shoe, you’ll find a comfortable, removable, EVA footbed made from quick-drying and anti-microbial fabric.

The non-marking rubber outsole offers good grip for sailing, and the fully-adjustable, shock cord lace system, and decent-sized loop tab at the heel, makes them easy to get in and out of.

4 Decathlon Tribord 500 Leather Sailing Boat Shoes

Best value boat shoes

Reasons to buy : Non-marking with a non-slip micro-grooved natural rubber outsole | Coated with a water-repellent treatment to resist saltwater | Great price Reasons to avoid : Developed for dry weather conditions, may not be suitable for more intense conditions

The Tribord range at Decathlon has impressed the Yachting Monthly team in other tests – notably their coastal waterproofs . These leather boat shoes are developed for inshore sailing in dry weather conditions.

Non-marking with a non-slip micro-grooved natural rubber outsole, these boat shoes are made in Portugal. The leather and accessories have been coated with a water-repellent treatment to resist saltwater.

Available in men’s and women’s versions and foggy blue or navy colours.

5 Chatham Pippa II G2 leather boat shoes

Best premium women’s deck shoe

Reasons to buy : Wide range of colours and sizes | Premium washable leather | Antibacterial sole cushioning Reasons to avoid : Premium price

Chatham has more than 30 years of shoemaking under its belt and so confident is the company of its Pippa II G2 women’s leather boat shoes that each pair comes with a two-year manufacturer’s warranty.

Offered in half sizes from 3 to 7, with sizes 8 and 9 also available, the shoe comes in a choice of three distinctive upper/sole colourways to match your sails and your mood!

Crafted from premium washable leather with non-slip rubber soles, rust-proof eyelets and rot-proof laces, the Pippa II G2 also features Chatham’s new anti-bacterial Sole Spring Poron performance cushioning for maximum comfort and shock absorption. 

6 Decathlon Cruise 100 Boat Shoes

Best women’s deck shoe for wearing barefoot

Reasons to buy : Thin lightweight mesh for increased breathability; Can be worn without socks; Good snug fit Reasons to avoid : May struggle on a very wet deck

While billed as leather boat shoes, the uppers of Decathlon’s moccasin-style Tribord Cruise 100s also incorporate a thin lightweight mesh for increased breathability. As such, they are ideal for wearing without socks.

The shoes are fully laced all round to ensure a good, snug fit, and feature anti-rubbing protective strips and non-slip and micro-grooved natural rubber outsoles.

The outsole is also thicker at the heel for cushioning and comfort. Resistant to salt water, Tribord 100 boat shoes have detachable cotton insoles for easy cleaning and a small leather tab at the back helps make them easy to get on and off.

7 Keen Women’s Solr Closed Toe Water Shoe

Best open foot deck shoe 

Reasons to buy : Water-resistant upper; Recycled plastic webbing; Quick-drying lining Reasons to avoid : Premium price

Although many technical boat shoes are great at shedding water and are quick drying, there are times that a closed shoe just simply isn’t what you want.

However, flip-flops and open-toe sandals are a big injury risk thanks to the number of deck fittings on most yachts – stubbing your toes in a properly serious fashion is all too easy.

Keen is one of the very few manufacturers with a product that addresses this problem.

It has a water-resistant upper with recycled plastic used for the webbing, plus a comfortable quick-drying lining.

The non-marking rubber sole has deep drainage channels, plus siped zones to improve grip.

Looking for more protection? Check out our guide to the best waterproof boat shoes on the market right now.

Need a wider fit? Check out our guide to the best boat shoes for wide feet .

Still can’t find what you’re looking for? Head to Amazon’s dedicated sailing page for more marine products.

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The Best Boat Shoes to Set Sail in Style

Step into style and conquer the seas with boating shoes. These classic sailors’ footwear not only exude versatility but also provide unparalleled comfort, making them an essential addition to your wardrobe. For sailors and water sports enthusiasts alike, the significance of a reliable boat shoe cannot be overstated. Not only do they elevate your look, but they also offer superior traction, keeping you steady on wet surfaces while aboard your vessel. Dockers stands out as a frontrunner in crafting the best boat shoes, combining quality craftsmanship with nautical style. With countless options flooding the market, choosing the perfect pair can be daunting. That's why we've curated a selection of popular boat shoes to simplify your decision-making process.

Our Top Picks For Boat Shoes

• Best Overall: Dockers Men’s Boat Shoe Shop Now ➔
• Most Lightweight: JAMONWU Men's Boat Shoe Shop Now ➔
• Most Comfortable: Sperry Men's Boat Shoe Shop Now ➔
• Most Stylish: Timberland Men's Boat Shoe Shop Now ➔
• Most Unique: Columbia Men's Boat Shoe Shop Now ➔
• Most Durable: Margaritaville Men's Boat Shoe Shop Now ➔
• Most User-Friendly: Skechers Men's Boat Shoe Shop Now ➔
• 1 Factors to Consider When Choosing a Boat Shoe
• 3 Durability
• 4 Water resistance
• 5 Grip and traction

Is wearing socks with boat shoes a good combination?

How do i clean my shoes, what can i wear my boat shoes with, related articles, the best boat shoes, best overall.

Dockers Men’s Boat Shoe

The Dockers men’s boat shoe is the best boat shoe when you are looking for great attention to detail, elegance, and style. Crafted from 100 percent high-quality leather, these boat shoes are the perfect shoes to go with anything, making them the best choice on our list.

• They come with excellent stitching
• They are water-resistant
• They are very durable
• Not leather-lined
• Lacing may fray

Key Features

• Full leather construction with a natural appearance
• Durable rubber outsoles for maximum comfort and also enhance traction
• Flexible construction is suitable for all-day wear
• Made of soft and flexible leather combined with an EVA footbed for great comfort and heel cups that ensure proper walking posture
• Classic two-eyelet design with an additional 360-degree lacing system for tightening the shoe

Most Lightweight

JAMONWU Men’s Boat Shoe

Looking for the best boat shoes that you’ll never get tired of? Then Jamonwu’s canvas sneakers are just the thing for you. These boat shoes are soft and lightweight and can be worn for extended periods without creating pressure on your feet.

• They are washable
• They are quick to dry
• They are very comfy
• Material can be a bit itchy
• High-quality lining that gives your foot a comfortable sense and never makes you feel tired even after a long day of wearing
• Soft and lightweight with no pressure on the feet and makes it easier for you to walk
• Round toe cap that fits the feet and is spacious enough not to squeeze
• Wear-resistant soles that can withstand bending and stretching and provides you with enough security to let you go further
• The elastic band gives you an easy on and off feel

Most Comfortable

Sperry Men’s Boat Shoe

Experience unparalleled comfort and durability with the handsewn Tru-Moc construction and padded tongue of these boat shoes. Crafted from stain- and water-resistant leather, these boat shoes offer superior protection against the elements. Designed with breathable air-mesh panels and a molded EVA cushion midsole, these boat shoes keep your feet cool and supported. Whether sailing or strolling, these shoes blend style, comfort, and performance for every maritime adventure.

• Available in different colors
• They are exceptionally breathable
• Can be worn for extended periods
• The stitching may stretch
• Wears down quicker than other brands
• 100 percent leather and air mesh construction that gives you the perfect combination of support and breathability
• Molded EVA cushion midsole and heel for premium comfort and also helps to absorb shock while walking on hard surfaces
• 360 degrees lacing system for adjusting fit and three rust-proof eyelets that would stay in their best condition
• Perforated side panels help add to breathability and allow for a substantial amount of airflow to keep your feet cool even on the hottest of days
• Wave-sipping rubber outsole for stability on wet and dry surfaces that leave no marks and are designed to give you the best traction

Most Stylish

Timberland Men’s Boat Shoe

Don’t miss out on getting stylish while relaxing at sea with this boat shoe, Timberland’s Classic 2-Eye. Fully sealed seams prevent any leaks and rubber soles maximize grip, which allows you to be sure-footed even in slippery conditions.

• They are waterproof
• Durable leather outsoles leave no marks
• They are very stylish
• Inside sole cuts off
• Premium full-grain and nubuck leather uppers 
• Hand sewn uppers are stitched to the midsole and cemented to the outsole 
• The 360-degree rawhide lacing system provides a custom fit 
• 3/4-length leather-lined EVA footbeds 
• Sipped rubber outsoles for maximum traction and slip resistance 
• The classic two-eyelet design as well as moccasin stitching along the front really adds to the great impression.

Most Unique

Columbia Men’s Boat Shoe

Built for the water with a plush design, the Columbia men’s boat shoe gives you a super-clean look. It boasts advanced water and stain repellency, which makes it the ultimate companion for active days out on the water.

• They are the perfect shoe for going fishing
• They are waterproof and stain resistant
• They ensure a maximum grip
• May not be wide enough for some
• It features an open mesh and synthetic rubber composite construction
• Lower durometer EVA for ultimate comfort
• It comes with a lace-up closure for an adjustable and secure fit
• Signature technology that ensures high-quality protection and prevention
• Advanced traction outsole that prevents slipping

Most Durable

Margaritaville Men’s Boat Shoe

Stay grounded in this anchor lace boat shoe, which features a classically nautical silhouette and luxurious leather construction for pure comfort.

With an impressive amount of structure, the Margaritaville anchor lace shoes are the ideal boat shoe for the outdoors.

• Perfect breathability for summer
• Doesn’t leave any marks
• Comfortable and reliable
• Available in two colors only
• Some may not like the heel stitching
• Comfortable foam insole for perfect feel as opposed to the traditional soles that offer little to no comfort
• The integrated foam insole gives you added support
• Soft padded collar and tongue that is ideal for summertime wearing
• Breathable leather mesh upper to prevent your feet from getting trapped in a hot pair of shoes, with textile panels on the uppers, there’s a guaranteed high level of airflow.
• Leather and textile construction that offers a great appeal with the option to last for a while
• Contrast stitching that breaks up the color of shoes and adds a little bit of depth and dimension in all the right areas

Most User-Friendly

Skechers Men’s Boat Shoe

Get some groove in your yacht with the comfortable Skechers relaxed-fit boat shoe. With a soft woven canvas fabric, this boat shoe is the ideal slip-on and also comes with an air-cooled memory foam insole.

• Attractive and stylish design
• High-quality materials
• Easy to put on and take off
• Not fit for every foot shape
• Limited color choices
• Soft woven canvas fabric upper and slip-on stretch laced casual comfort boat shoe design
• Padded tongue and collar with shock-absorbing midsole
• Flexible rubber traction that prevents slipping
• Stitched seam toe front
• Soft suede textured synthetic overlay at heel panel

The Best Boat Shoes Buying Guide

Boat shoes are perfect for both looking good and being functional when you want to go out for a day on the water, as they provide traction on any slippery surface.

Boat shoes are mostly made of leather or canvas, which are known to repel water and are great for a day out on the sea.

Earlier on, we gave an outline of the best boat shoes that stand out from the bunch, but you may still be in a fix as to which to choose. In the rest of this buying guide, we take a look at some of the important factors we considered, and you should too so that you can zero in on the ideal boat shoes to take along on your next water adventure.

F actors to Consider When Choosing a Boat Shoe

It takes a while to break into boat shoes.

Fitting into a boat shoe is very important since you will likely be wearing them without socks and a great fit is essential for traction and grip. You should go for a snug fit because the longer you wear them, the more they stretch and get loose.

Go for a half size down from your normal size and if you are in between sizes, go with the smaller of the two. The heel should not move around too much to prevent boat shoe-induced blisters. If your feet get sore quickly, look out for additional features such as padding underfoot and a shoe collar.

Make sure to walk around in the shoes while trying them on so there aren’t any spots that would gap open or chafe your feet. To let your boat shoes break in, try wearing them for shorter periods before wearing them for a full day.

Having a shoe that does not fit is bound to ruin your day and that is one thing you would want to avoid when you are out there on a boat.

Boat shoes need to be well made because of the conditions they are subjected to. When you are on a boat, your shoes are always exposed to the harsh conditions of the water.

The best boat shoes should be durable enough for walking and everyday use.

Boat shoes are mostly made of leather, which is a super-strong material. If you take good care of your shoes, they’re bound to last you a very long time.

An important aspect to look for is water- and stain-proof boat shoes.

Also, look out for eyelets; make sure they are rust-proof because of the saltwater; if not, you will end up with a good boat shoe but with rusting eyelets. The durability of a good boat shoe is in the stitching.  Ensure that the stitching is excellent to prevent it from falling apart.

Water resistance

You need to look out for a shoe that is waterproof.

The best boat shoes are meant to have uppers that resist moisture from seeping in or allowing water to enter but also dry quickly.

This can be achieved with boat shoes that have water-resistant leather and mesh sides. Leather resists water and it’s hard for any moisture to come through it. Good boat shoes have leather that is specially treated with an oil coating to enhance its water resistance. For mesh uppers, water comes in easily but dries quickly.

Grip and traction

Boat shoes should offer enough traction and grip so you won’t slip on wet surfaces. To get the best boat shoes with good traction, go for the ones that do not come off. Make sure the heels of your shoes are tight to your ankle and do not slip off. Ideally, boat shoes should have rubber soles so you can have a better grip on wet surfaces.

For the outsole, softer rubber is recommended so they can give the sides of your feet an additional grip. Go for soles that do not leave marks on your boat.

Yes, style is important when getting the best boat shoes but traction and grip should always come first because no one wants to get caught slipping, right?

People Also Asked

Boat shoes should not be worn with socks. There is a good chance that your feet will get wet when you are out in the water and wet socks are a no-no because they make your feet damp and prone to soreness and blisters. Socks also make it easy for your feet to slip in and out of your shoes, so not wearing socks is the safest option.

It depends on the material. Some boat shoes are machine-washable and you can just wash them in the washing machine. For other non-machine-washable shoes, a toothbrush and some warm, soapy water would do the trick. Make sure you dry them properly too so they don’t smell. Also, air out your shoes after every outing.

Boat shoes are the best fit for casual clothes. A polo shirt or button-down shirt with some nice jeans or shorts is the perfect combo.

Article Contributors

Sail magazine review team.

SAIL Magazine Review Team reports on best-selling products in sailing and boating. SAIL Magazine is reader-supported: When you buy through links on our site, we may earn an affiliate commission. Artificial Intelligence (large language models) may have been used in the research and creation of the content.

To ensure questions about product testing or a specific article are addressed, please contact [email protected]

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Boat & Deck Shoes

Looking for high-quality boat shoes and deck shoes? We offer a wide selection of boating shoes and sailing trainers for men and women from leading brands, including Dubarry , Sebago , Musto , Helly Hansen and more. Whether you’re spending the day on a yacht deck or on land, our stylish and functional boat shoes are the perfect choice. Our manufacturers emphasize comfort and waterproof qualities, making our sailing shoes ideal for any boating or outdoor activity. We also offer a range of top-quality sailing boots for tougher conditions. So whether you’re a seasoned sailor or just starting out, find the right boat shoes for your needs and at the best price from our extensive range of boat and deck shoes.

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• Clothing, Shoes & Jewelry
• Loafers & Slip-Ons

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Sperry Top-Sider Leeward 2 Eye Boat Shoe

US BOAT SHOE

Product details

About this item.

• Rubber sole
• Heel Height: 0.5 inches

Videos for similar products

From the brand

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• Is Discontinued By Manufacturer ‏ : ‎ No
• Product Dimensions ‏ : ‎ 14.02 x 7.01 x 5 inches; 0.59 ounces
• Item model number ‏ : ‎ 0777894
• Department ‏ : ‎ mens
• Date First Available ‏ : ‎ October 13, 2011
• Manufacturer ‏ : ‎ Sperry
• ASIN ‏ : ‎ B0059DLH1Y
• #60 in Men's Loafers & Slip-Ons

Product Description

Leeward 2-Eye Corduroy Boat Shoe

Best known for boat shoes that have logged more miles of open ocean than any other brand, the Sperry Top-Sider story began on a raw winter day in New England. When avid sailor and hobbyist inventor Paul Sperry let his dog Prince out for his daily exercise, he noticed that the cocker spaniel was remarkably stable, even at a full run on the snow covered, icy crust. Paul raced back to his laboratory to begin working. Using pieces of rubber, a razor blade, and an ordinary sneaker, Paul had soon pieced together the prototype of the world's first boat shoe. Subsequent designs yielded the original Sperry Top-Sider now known as the Authentic Original. Since 1935, Sperry Top-Sider has been the leading brand of footwear for those who love the water. From its introduction of the world's first siped rubber outsole for non-marking traction, to its advanced technical fabrication to combat the elements, Sperry Top-Sider remains the vanguard of high-performance amphibious footwear. Available around the globe in fine independent, marine, and department stores, Sperry Top-Sider is the official footwear of the U.S. Sailing Team, Zodiac Academy, the World Billfish Series, and the Shimano Fishing Tour.

From the manufacturer

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Videos for this product.

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Watch Before Buying - Sperry Top-Sider Leeward

Honest Review - Sperry Top Sider 2 Eye Boat Shoe

Terry Reddinger

This Sperry boat shoe is an all time favorite!

✅Ridge Reviews

Sperry Boat Shoe #mensstyle

Sarah Ellen Randall

It is that time of the year again!

I Feel Effortlessly Comfortable With This!

Alex & Family

Top Brand: Sperry

Customer reviews.

• 5 star 4 star 3 star 2 star 1 star 5 star 73% 13% 6% 3% 6% 73%
• 5 star 4 star 3 star 2 star 1 star 4 star 73% 13% 6% 3% 6% 13%
• 5 star 4 star 3 star 2 star 1 star 3 star 73% 13% 6% 3% 6% 6%
• 5 star 4 star 3 star 2 star 1 star 2 star 73% 13% 6% 3% 6% 3%
• 5 star 4 star 3 star 2 star 1 star 1 star 73% 13% 6% 3% 6% 6%

Customer Reviews, including Product Star Ratings help customers to learn more about the product and decide whether it is the right product for them.

To calculate the overall star rating and percentage breakdown by star, we don’t use a simple average. Instead, our system considers things like how recent a review is and if the reviewer bought the item on Amazon. It also analyzed reviews to verify trustworthiness.

Customers say

Customers like the build quality, look, and comfort of the shoes. They mention they're durable, look nice, and are comfortable without socks. Some appreciate the casualness. However, some customers dislike the scuff resistance and disagree on the fit.

AI-generated from the text of customer reviews

Customers like the build quality of the shoes. They mention they're clearly built with great quality, materials, and high-quality leather.

"...Durability is another standout feature, as the quality craftsmanship ensures they hold up well over time...." Read more

"...I find them to be very durable and can be worn inside or out. I wear a size 8 1/2 shoe and that's what I ordered...." Read more

"...in a very short period of time, and the once very durable sole itself wore down surprisingly fast ...." Read more

"My husband loves these shoes. Great quality leather which makes the shoes comfortable the first time you wear them. These shoes are a repeat order...." Read more

Customers like the look of the shoes. They mention the tan color is great and the shoes look conservative, but upon closer inspection, they contain stylish elements.

"...Given their excellent performance and classic design , these boat shoes offer fantastic value for money...." Read more

"...These shoes are a repeat order. They last quite a while and look good even after the shoes get completely drenched in the rain." Read more

"...Comfortable. All leather, and not paper thin leather! Look good . Would buy again." Read more

"Comfortable. Look good " Read more

Customers like the comfort of the shoes. They mention they're soft and a good shoe.

"... Comfort is paramount with these shoes; they fit like a glove and provide all-day support, even during extended wear...." Read more

" Very comfortable shoes . This is the third pair of Sperry shoes I have purchased over the last 15 years...." Read more

"...Great quality leather which makes the shoes comfortable the first time you wear them. These shoes are a repeat order...." Read more

"Great boat shoe, as always. Comfortable . All leather, and not paper thin leather! Look good. Would buy again." Read more

Customers appreciate the value of the shoes. They mention they're a nice buy and a good looking shoe.

"...performance and classic design, these boat shoes offer fantastic value for money ...." Read more

"...A little pricey but well worth the money if they last as long as my previous 2 pairs. I do recommend this product." Read more

"...I especially liked the price . I assume that I received a discount due to the time of year...." Read more

" Sperry quality has taken a hit ...." Read more

Customers like the casualness of the shoes. They mention they're great for business casual every day, perfect for various outfits, and occasions. Some say the shoes are versatile and great for their feet.

"...rich brown color is versatile and stylish, making it perfect for various outfits and occasions ...." Read more

"... Great for work casual environments . Goes well with khakis." Read more

"Easy on & off. Goes with anything . These are two eye shoes. I think I prefer the Three eye shoes.Good quality as expected fromSperry" Read more

"...It is a good looking shoe that you can wear with any style pants . It is a good price for the shoe...." Read more

Customers have mixed opinions about the fit of the shoes. Some mention the length and width are perfect, while others say they're too narrow and the toe box is small.

"...Comfort is paramount with these shoes; they fit like a glove and provide all-day support, even during extended wear...." Read more

"...I wear a size 8 1/2 shoe and that's what I ordered. They looked very narrow at first but I loosened the laces a little and now they are a perfect fit..." Read more

"Would have given 5 stars but they run quite narrow ." Read more

Customers have mixed opinions about the leather quality of the shoes. Some mention the color is good, the leather is not paper thin, and the laces are made of fabric. Others say the leather just isn't the same quality as it used to be, appears and feels very thin, dull, and doesn't even feel like leather.

"...I picked these up for a spare pair. The leather is poor quality and the soles are thinner than that I’ve worn off of other pairs...." Read more

"Great boat shoe, as always. Comfortable. All leather, and not paper thin leather ! Look good. Would buy again." Read more

"...They seem a bit "cheap" to me. The leather just isn't the same quality as it used to be. Too bad - I really like the brand." Read more

"... Rough inside and second grade leather are the main issue. It's like GJ inside sole has been worn for years. No support at all...." Read more

Customers are dissatisfied with the scuff resistance of the shoes. They mention they're soiled and discolored. Customers also say the shoes arrived damaged in multiple places.

"...thing to be aware of with the lighter tan color is that they scuff fairly easily . Not a big issue for me since these are casual shoes...." Read more

"...They look great and feel great. I forgot how easy it is to scratch this material ...." Read more

"...The shoes arrived in a bigger box and the shoebox itself had major damage - tearing, crushed, which was probably the origin of the small scuff mark..." Read more

"...thing that I didn't like is that the back of the left shoe has scraped my skin off after wearing the shoes 3 times to walk my dog for 10 minutes..." Read more

Reviews with images

Comfortable casual shoes

• Sort reviews by Top reviews Most recent Top reviews

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The 20 Best Boat Shoes for Men, Tested by Style Experts

For seafarers and landlubbers alike.

Our product picks are editor-tested, expert-approved. We may earn a commission through links on our site. Why Trust Us?

AHOY THERE ! Looking for shoes to conquer the high seas or simply stroll along the shore? Boat shoes have you covered. These classic nautical wonders are not just for sailors—the best boat shoes are waterproof, have a grippy outsole to prevent slipping, and of course look great with your favorite swim trunks , shorts , or summer pants. That's why the best boat shoes for men are go-to summer shoes for active guys who spend a lot of time outdoors.

Function-wise, the best boat shoes for men should have grippy outsoles with razor siping for traction on wet decks, and shock-absorbent midsoles or footbeds for on-the-go comfort. Many are also water shoes meant for surviving salty waves or any wet condition. But it doesn't stop there, mateys: the best boat shoes should also work comfortably on land for any impromptu dockside activities or just a walk around town. All in all, the best boat shoes will have you sailing through life with panache.

The OG Boat Shoes

Sperry authentic original™ boat shoe.

Best everyday boat shoes

Florsheim atlantic moc toe boat shoe.

Best Athletic Boat Shoes

Allbirds tree skipper shoes for men.

Read more: Learn How Men's Health Tests Products

From slip-on shoes to lace-up styles to modern hybrids, we’ve done our own testing on dozens of boat shoes, as well as spoken to experts such as Fashion Director Ted Stafford to find the 20 best boat shoes for men that can be worn all seasons long. Bon voyage.

Best Travel Shoes | Best Slides | Best Sandals | Best Business Casual Shoes | Best Casual Shoes | Best Breathable Sneakers

The 10 Absolute Best Boat Shoes for Men

Cutting to the chase is the OG design that has never looked out of style and definitely never will. In fact, we believe that every man should try on this seaworthy style that has remained so popular for decades because they're just so comfy, you'll want to wear them all the time. The leather, for instance, is meticulously hand-sewn for enhanced durability and graceful aging. As you slip your feet into them, you'll also find yourself reveling in the secure, customized fit provided by the signature 360° lacing system. The tried-and-true outsole with razor-cut wave-sipping also offers unrivaled traction for true seafarers.

What we love most about these OGs is that they now come with an OrthoLite insole to envelop your underfoot in comfort and provide shock absorption to each step. Coupled with the inclusion of an EVA heel cup that adds an extra layer of cushioning, we were even able to travel in these shoes for hours.

A wise word, however: while we found Sperry's boat shoes effortlessly easy to break in, they do tend to stretch ever so slightly with each wear. Therefore, we warn against sizing up here for these.

These boat shoes combine timeless aesthetics with modern features, and we were impressed by both their everyday performance and luxurious feel. Firstly, the smooth and plush linings caress your feet while ensuring a snug fit, and the fully cushioned footbed blessed with OrthoLite® high rebound foam offers unparalleled all-day comfort and flexibility. In our walking test, we found that each step is cushioned and supported by their footbed, ensuring our feet stay fatigue-free.

In addition, the lightweight and durable EVA sole provides optimal traction and stability, making these boat shoes perfect for both on-deck activities and casual outings. All in all, we love how you can confidently navigate various terrains with ease in these while still embracing a timeless summer style.

If you're new to the boat shoe game and don't want to quite commit to Sperry-levels of preppiness, these are a happy medium. We were blown away by how comfortable and athletic they are with the look of a sneaker, but the level of ventilation, structure, and durability you need to hit the beach. The fabric also has both moisture-wicking and odor-reducing properties to keep your feet cool and dry. The brand's proprietary knit feels silky smooth on the skin and is breathable so you'll stay fresh throughout the journey.

Designed for everyday wear, The Tree Skipper's cushioned sole really impressed us with its comfort as well as flexibility that mimics the natural movement of your feet. Style-wise, we love that whether you're running errands or exploring new horizons, these shoes will nicely fit into your wardrobe.

Sperry Authentic Original Float Boat Shoe

It's no secret you'd be seeing Sperry at least a couple of times in this guide, but to those who have yet to discover their water shoe styles, we recommend checking them out. Our Fashion Director says that these are perfect for going in the water and enjoying getting your feet wet, yet protecting against rocks.

In our testing, we were impressed by its strong grip, courtesy of the brand's non-marking outsole with molded Wave-Siping™ tech. The holes placed on the upper and the sides are, you guessed it, perfect for draining the water out as well as for breathability. Fit-wise, we love its snugness due to the dynamic upper, but over time it does get loosened up a bit so we recommend sizing down a half.

Cole Haan 4.ZERØGRAND Regatta Boat Shoe

Cole Haan again hits it out of the park on everyday comfort and versatility with these modern, sporty-looking boat shoes that are suitable for life on and off the water. Featuring a breathable mesh upper, these shoes offer excellent ventilation and quick drying capabilities. In fact, the nylon-based mesh not only keeps your feet comfortable but also breaks in soon as you slip in your feet to take the guesswork out of the fit. The Anchortrac™ outsole, on the other hand, is specifically engineered to keep you steady on your feet, whether you're on a boat or exploring the beach.

And, worried about water getting in? Don't be. These are also water shoes with a drainage system to accelerate water removal—no more soggy shoes slowing you down. And the brand's signature GRANDFØAM footbed absorbs shock and provides rebound with each step to keep your feet refreshed and energetic throughout your voyage.

SWIMS Braided Lace Loafer

These are driving loafers moonlighting as boat shoes, and we love it. Featuring a ventilation and drainage system on the upper and sides, these shoes ensure optimal breathability and moisture management, making them perfect for swimming, pool parties, and generally any summer activity that involves water. The breathable fabric wicks away sweat and moisture as well while being able to withstand light rain or wet conditions.

In our experience of wearing water shoes, we pay extra attention to the outsoles to see if they're actually grippy, and the non-marking rubber here really impressed us with specially crafted treads that enhance grip and stability on slippery surfaces. Offering a true-to-size, no-breaking-in-needed fit, we recommend these boat shoes for avid travelers, city commuters, or outdoorsy adventurers in general who like to get wet.

Read more: Best Loafers for Men

Adelante Nautico Boat Shoe

Step aboard the epitome of style and ethical craftsmanship with these premium boat shoes. We were impressed by how well these are built for both strolling down the shore as well as walking in the city for hours on end. The attention to detail in craftsmanship really sets them apart and makes them worth the splurge: the calfskin lining offers a level of softness that feels like a gentle hug for your feet, and we found the leather upper easy to break in and will age gracefully.

Performance-wise, we love its lightweight construction and snug fit that molds to every step. The high-density memory foam insoles provide all-day cushioning, so you can wear them for long adventures as well. Plus, the Goodyear welted construction means they're built to last.

Clark Higley Tie

Set sail for summer style with these Clarks boat shoes that are as close to going barefoot as you can get without, well, going barefoot. Crafted with a breathable textile upper, the Higley Tie allows your feet to stay cool and fresh, perfect for those scorching summer days. We love how the outer of the shoes naturally contours to the shape of our foot, ensuring a customized fit that feels like an extension of yourself.

But the true game-changer lies within the EVA footbed which we found to be able to deliver all-day comfort. Each step feels effortless, and the textile linings provide an added layer of softness. While in a casual style, we also were impressed by the grippy outsole sole which ensures stability and traction, making them ideal for impromptu outdoor adventures as well.

Dockers Beacon Boat Shoe

These boat shoes have it all in spades—modern style, affordability, classic vibe, and everyday performance. We love how they feel and look like sneakers but are actually slip-on shoes that are super easy to throw on. But what sets these boat shoes apart is their high rebound footbed that cushions each step while absorbing impact and shock to relieve pressure, and we found them indeed great for walking and standing all day. Additionally, the footbed is treated with Cleansport NTXTM technology, offering odor control and promoting good foot health.

The upper of these boat shoes is also worth a shoutout. Not only does it exude a classic sophistication to your look, but the breathable fabric linings inside also ensure optimal airflow, keeping your feet cool and comfortable throughout the day.

Rodd and Gunn Gordons Bay Boat Shoe

Embark on a journey of unparalleled comfort and style with Rodd & Gunn's boat shoes. Style-wise, they're true to the core boat shoe look but have the burnished leather uppers that easily spruce up your footwear game. The leather and canvas lining exudes a casual elegance, providing a comfortable and relaxed feel. But our favorite part about them is the performance. From the rigid anti-slip outsole that grounds your every step to the supportive footbed that cushions your every step, your feet will be able to keep up with the pace all day long.

We also love how versatile they are. Whether you're strolling along the shoreline or navigating the urban jungle, these boat shoes effortlessly adapt to any setting and pair very well with shorts or cuff jeans. With elasticated reinforcement across the tongue, you also have the freedom to remove the laces, transforming these shoes into a sophisticated slip-on for effortless style.

More Boat Shoes We Love

Eddie Bauer Haller Slip-On

Get ready to set sail in style with these slip-on style boat shoes that require zero effort to put on but will deliver maximum summer vacation panache—and comfort. Crafted with a breathable, washed canvas upper and a vulcanized rubber outsole, these kicks keep your feet cool and comfy, and your steps steady. With features like InsoFit cushioning EVA footbed and elastic goring, slipping them on and off will be as smooth as sailing on calm waters.

Columbia PFG Slack Tide™ Boat Shoe

Made equally for fishing and rocking the dock, Columbia’s boat shoes have the streamlined profile of sneakers but are still your companion for seafaring adventures. We love their grippy outsole designed for wet-dry traction, and shock-absorbent midsole that’ll keep our underfoot comfortable during those marathon fishing trips. Plus, it's equipped with rust-proof hardware, stain-resistant treatment, and an antimicrobial footbed, because even the toughest outdoor person needs to stay fresh.

Sperry SeaCycled™ Authentic Original™ Baja Boat Shoe

Handsewn with a recycled canvas upper that is breathable and super easy to break in, and a rubber outsole featuring Wave-Siping™ for wet-dry traction, these sustainable shoes offer a more eco-conscious twist on Sperry's OG style.

L.L.Bean Wellie Sport Shoes, Slip-On

Made for long days on the coast, a feature of the boat shoes is its water-resistance exterior fabric. If you truly want a waterproof shoe for, say, swimming and boating, then we suggest these sports shoes. A rubber-shell upper protects your feet and dries easily, while their neoprene collars make them easy to take on and off.

Sperry x J.Crew Authentic Original 2-eye boat shoes

In this collab, we see Sperry's classic two-eye boat shoes style renovated in exclusive colors and better leather materials. The upper is still as easy to break in as your OGs, and the sole still provides the traction you need for dockside walks. But the sophisticated style is seriously turned up. Grab a pair so you can stand out amongst a sea of regular Sperry boat shoes.

Sea Star Beachwear Mariner Slip-on

These Mariner water-ready espadrille style boat shoes are the ultimate for wading in the water, walking on rocky sands, and wearing to dinner once they dry (or not). They are super comfortable with stretch neoprene upper that is quick-drying and lightweight, and interior grommets for ventilation. The fabric also holds up for years to come.

Johnston & Murphy Cort Venetian

More loafers than boat shoes but just as good for nautical fun, these take casual comfort to a whole new level. With a grippy EVA sole and a genuine moccasin construction, they are the perfect boat shoe for leisure drives by the beach or spontaneous dockside walks. Handsewn details and leather lining make them feel like comfy slippers, while the removable cushioned insole ensures your feet are always in shipshape condition.

Sail Leather Premium Boat Shoes

Set sail for savings and into the classic, recognizable boat shoe style with these. Crafted with fine leather, cushioned footbed, and hand-sewn details, they offer comfort and a versatile look. Non-marking and slip-resistant too, these slip-on wonders are perfect for anything from a ride on the sea or an impromptu stroll by the shore.

Christian Gollayan oversees e-commerce content for Men's Health and Women's Health. Previously, he was the Associate Managing Editor at TheManual.com. Christian's work has also been featured in Food & Wine, InStyle, the New York Post, and Tatler Asia.

Ted Stafford is the Fashion Director of Men’s Health. He oversees all style and fashion content for the brand, and also styles their fashion stories. His active lifestyle informs his passion for translating great designs into real-life style, a favorite part of his job. Prior to joining Men’s Health he worked at GQ magazine and Calvin Klein

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