yacht boat shoes

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.

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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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The Best Sailing Shoes For The 2024 Season

The best sailing shoes are both waterproof and slip-resistant. Outdoor boots are popular, but specialty sailing shoes are available.

Traditional sailing shoes are typically made of suede or similar material and feature a low-profile design and relatively flat soles. Modern sailing shoes are designed for offshore use and made of waterproof synthetic material.

Table of contents

Types of Sailing Shoes

Sailing shoes come in two primary types. These are stylish traditional sailing shoes (which are made of natural materials) and modern waterproof offshore sailing shoes. Both are practical and useful aboard sailboats.

Traditional Sailing Shoes

Traditional sailing shoes have been around for almost a century. These shoes, also known as "yacht shoes," are made from suede leather and are soft and flexible. They're not usually waterproof, but they can be made more water-resistant using chemical treatments.

Traditional sailing shoes are primarily used as a style statement, but they can be quite practical for some sailors. After all, they were designed to be used on boats. They utilize a flat sole that features a unique non-slip texture, which was designed to give sailors traction on a wet deck.

Modern Waterproof Sailing Shoes

Modern waterproof sailing shoes are made from synthetic materials and engineered for traction on wet surfaces. These shoes are preferred by offshore sailing crews who need to stay warm and dry in rough weather conditions.

Sailing Boots

Sailing boots are often used in conjunction with full-body foul weather gear. These boots resemble snow or rain boots, and they're made of a waterproof material such as rubber.

Sailing boots are often reserved for foul weather, as they're heavier and more clumsy than modern lightweight sailing shoes. That said, every offshore sailor should have a set of waterproof boots onboard.

Best Traditional Sailing Shoes

Traditional sailing shoes are practical, stylish, and still widely available. High-quality examples can last for years, and they're a staple of yacht clubs and sailing organizations across the country. Here are four of the best traditional sailboat shoes.

1. Sperry Leeward Boat Shoe 

Sperry practically invented the 20th-century boat shoe, and they're still the go-to shoe company for sailors across the world. The Sperry Leeward Boat Shoe  is an excellent introduction to traditional boat shoes.

Sperry's traditional Leeward shoe is a tan leather slip-on deck shoe made of a water-resistant hide. It features a rubber sole, which incorporates the Sperry anti-slip design that's popular across the line.

The design of the shoe is simple, and it's stitched together using thick and sturdy thread for long service life. Its water-resistant treatment makes it easy to clean and quick to dry should it become waterlogged.

This traditional marine shoe is both comfortable and stylish, making it ideal for regattas and dockside events. Despite its looks, the Sperry Leeward shoe is also practical. The Sperry Top-Deck line is popular with sailors and boat owners, as it stands up well to spray and slippery conditions.

2. L.L. Bean Casco Bay Boat Mocs

L.L. Bean is another household name in traditional boat shoes. While not as ubiquitous as Sperry, L.L. Bean shoes are an excellent choice for traditional sailing footwear.

L.L. Bean Casco Bay Boat Mocs  are made in the traditional boat shoe style. They're slip-on by design and feature a low-profile sole with a very slight heel. L.L. Bean uses a different sole design philosophy, opting for a non-textured material.

Counterintuitively, the L.L. Bean flat non-textured sole actually has excellent anti-slip characteristics. It's made of sturdy leather that resists sliding on wet decks, and it features slight outsole siphons to increase grip on wet surfaces.

The L.L. Bean Casco Bay Boat shoe is constructed with durable yet flexible leather that is comfortable and easy to clean. It features a leather liner inside, which works well with short socks and wears evenly over time.

That said, the leather liner is designed to work with or without socks. This is a plus, as it makes taking the shoe on and off easy after a day on the beach or walking around the deck barefoot.

These shoes feature a lace-up top with leather laces. They can be tied and left in place, as this is a slip-on shoe. The L.L. Bean Casco Bay shoe can be worn with or without socks, just like the Sperry mentioned above.

3. J. Crew Classic Leather Boat Shoes

J. Crew produces an affordable and classic-looking set of boat shoes that are ideal for a first set. These shoes are made of suede-like leather, and they feature a non-slip rubber sole with a traditional profile.

J. Crew Classic Leather sailing shoes  follow the stylistic trends of early boat shoes, yet they incorporate some modern materials that make them more practical for use on a sailboat. These include a non-marking rubber sole that's specifically designed to improve traction on wet and dry surfaces.

These J. Crew boat shoes feature leather laces in a way similar to the L.L. Bean Casco Bay shoe. Like the L.L. Bean variants, these shoes can be worn with or without socks.

The leather is treated for easy cleaning, and they're hand-stitched for strength and longevity. The laces come through the sides of the shoe through grommets, which helps prevent the leather from wearing or breaking around the entry and exit points.

These classic boat shoes are a perfect first pair, and they're affordable enough to wear frequently. They also function as sailboat shoes, which is a plus as many new "boat shoes" are designed for looks only.

4. Sperry Gold Cup Original Boat Shoe

Sperry Gold Cup boat shoes  are a classic and premium boat shoe. It features the standard Sperry anti-slip sole and durable leather construction for long life and easy cleaning.

Like most standard Sperry shoes, the Gold Cup Original series is designed to be used on a sailboat or yacht. The shoe's design is based on the original Sperry, which was worn by sailors and yacht owners for decades.

Sperry shoe soles are lightly scored and made with a coarse rubber material that resists slip on wet decks. They're excellent for teak and fiberglass decks and add a layer of security to existing non-slip surfaces.

The shoes themselves follow the classic Sperry design philosophy. They're made from a non-suede leather that's water-resistant and dries out quickly, and they feature leather laces fed through 18k gold plated eyelets.

These shoes feature durable stitching that's used to extend their service life. Inside the shoe, a lambskin lining makes it comfortable to wear with or without socks. The Sperry Gold Cup shoe is a high-quality sailing shoe that's ideal for warm conditions.

Best Modern Sailing Shoes

Although modern sailing shoes lack the aesthetic appeal of traditional sailing shoes, they offer the added convenience of modern design and the functionality of synthetic materials. Here are four of the best modern shoes for sailing.

1. Atlantic Heritage Comfort Boat Shoe

The Atlantic Heritage Comfort Boat Shoe  combines traditional styling with modern functionality. It features a suede and stitched appearance and the design of a modern running shoe, and it offers superior support and anti-slip characteristics.

The primary drawback of flat-soled shoes is that they can be uncomfortable, especially if you have foot, back, or knee problems. The Atlantic Heritage shoe eliminates these issues, as it offers the support of a modern shoe.

The primary selling point of the Atlantic Heritage shoe is comfort. It's designed specifically to offer all-day comfort when standing on the deck or walking alongshore. They work just as well on sand and gravel, and they offer elevation in all the right places.

The Atlantic Heritage shoe features a proprietary anti-slip sole, which is designed to provide traction without leaving marks. They stand up to water well, despite the fact that they're not technically waterproof.

2. DLGJPA Lightweight Aqua Water Shoes

The DLGJPA Lightweight Aqua Water shoe  series is a radical departure from what most people would consider a traditional boat shoe. These woven shoes are designed for grip and use in wet conditions.

The Aqua Water shoe series takes a different approach to water resistance. Instead of keeping water out, they're designed to let it flow around and inside of the shoe. The woven body of the shoe dries almost as quickly as it gets wet.

The Aqua Water shoe is a warm-weather shoe designed for wet tropical environments and water sports. They're especially useful for launching boats if you need to get in the water to guide the vessel.

The bottom of the Aqua Water shoe is perforated for quick draining. These shoes are highly breathable and ultralight, making them a comfortable and non-slip option for warm weather sailing. 

3. Riomar Deck Driver Stingray Boat Shoe

Are you looking for traditional styling with a modern non-slip grip? The Riomar Deck Driver Stingray  is the perfect combination of style and modern materials for use in wet and dry sailing conditions .

A unique feature of the Riomar Deck Driver is the sole. It features a series of protruding rubber buttons that conform to the shape of the ground for optimal grip.

These shoes are non-marking, which is especially important for boats with polished white fiberglass deck spaces. The shoes are flexible and comfortable and designed to be worn with or without socks.

Riomar is a well-known producer of marine shoes, and the Deck Driver Stingray is the culmination of years of experience making high-quality sailboat shoes. These shoes are ideal if you're looking for an attractive and practical modern sailing shoe.

4. Swims Waterproof Penny Loafer

Here's a unique and modern machine-washable sailing shoe designed for comfort and good looks. The Swims Penny Loafer  is a well-executed take on an old design and an excellent choice for warm-weather sailing.

The Swims Penny Loafer is completely waterproof and designed for use in wet conditions. It's washable and contains antimicrobial materials to stay sanitary even in the worst conditions.

The shoe features a proven traction sole design with scoring and anti-slip compounds. It's ideal for walking around fiberglass or wooden deck and maintains traction when the deck is wet. 

These shoes are designed to look like penny loafers, which means they're both stylish and comfortable. They can be worn with or without socks, but they're designed primarily for sockless use.

Swims Waterproof Penny Loafer sailboat shoes are currently available in light blue, gray, brown, black, and dark blue. Two-tone gray and neon green are available, and the rest of the colors feature a close-to-matching sole.

Best Sailboat Boots for Rough Weather

Warm weather and calm conditions aren't the only things that sailors encounter. Thus, it's a good idea to have a set of waterproof sailing boots to accompany your foul weather gear. Here are the three best sailboat boots for less-than-ideal sailing conditions.

1. Xtratuf 6 in Ankle Deck Boots

These modern deck boots are the perfect way to prepare for rough weather onboard a sailboat. They're comfortable and waterproof and slip on easily without any laces.

The lack of laces on these boots is more than just convenience. Laces pose a hazard on a sailboat, as it's easy to get them snagged on a cleat or trip while walking around the deck. The Xtratuf 6 Ankle Deck Boots eliminate this hazard.

Aesthetically, these are attractive boots that go well with foul-weather gear. They're not noticeably larger than standard fishing boots. In fact, they're lower-profile than most foul weather boots. That makes them an excellent choice for fair and inclement weather

These are low boots, as they only reach about halfway up the ankle. They're made of a waterproof rubber material that's comfortable, durable, and easy to clean. Xtratuf sailing boots also feature a flat non-slip sole for traction when moving about the deck.

2. Gill Short Cruising Boots

Here's a traditional sailboat boot that's designed for comfort, safety, and water resistance. These "short" boots are fairly tall and ideal for pairing with the waterproof pants from your foul weather gear.

Gill Short Cruising Boots  are designed specifically for marine use, which makes them ideal for keeping aboard a sailboat. The soles feature a proprietary design that offers durability and superior anti-slip properties.

These boots resemble traditional fishing boots or barn muck boots, but they're designed for waterproof use on slippery surfaces such as the deck of a sailboat.

They're comfortable and easy to clean, and they're a highly affordable option if you don't already have a pair of foul weather waterproof sailing boots.

3. Rugged Shark Great White Deck Boots

Rugged Shark is a household name in sailboat boots, and they produce a line of premium deck boots for foul weather use. These full-size boots are perfect for all sailing weather conditions.

The Rugged Shark Great White deck boot  is a serious heavy-duty deck boot. It's the "real deal," as they say, and this boot offers numerous advantages when the weather gets hazardous (or simply damp and uncomfortable).

These boots are roomy and waterproof, allowing sailors to wear warm insulated socks inside without fear of waterlogging. They work well with standard foul weather gear, and they're high enough to keep water out if the cockpit fills up.

These boots feature an anti-slip sole with corrugated scoring. This anti-slip surface is comparable to traditional deck shoes that date back almost a century. These are proven premium boots with the right combination of durability and flexibility.

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Daniel Wade

I've personally had thousands of questions about sailing and sailboats over the years. As I learn and experience sailing, and the community, I share the answers that work and make sense to me, here on Life of Sailing.

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Yachting Monthly

• Digital edition

Most Comfortable Boat Shoes: 6 All-Day Favorites

• Steve Walburn
• March 24, 2023

Looking for the most comfortable boat shoes for sailing? Check out these six styles that focus on support and cushioning to find exactly what you need.

Among the many reasons to own a dedicated shoe for sailing, finding the most comfortable boat shoe should be at or near the top of the list. Whether racing, cruising, or just day sailing, only a proper fit and solid traction supersede the need to comfortably stay in a pair of shoes as long as the day demands.

Above all else, the most comfortable boat shoes provide plenty of cushion and stability. They should be fast-drying without seeming flimsy. And, of course, a non-marking sole with wet-grip traction is a must.

When it comes to the comfort factor, there are a few things to look for straight away. A sneaker-like profile is the first tell. The shoe may still have traditional topsider DNA—with a stitched moccasin toe and two or three eyelets—but the footbed will resemble nothing so much as a running shoe.

This extra bulk is a natural trait of the best boat shoes built with comfort in mind. That’s because they often include cushiony features, such as an EVA foam midsole and ample arch support.

The most comfortable boat shoes will fit snuggly without constricting, an area where slip-on models shine. Their one disadvantage is that if they slip on, they can also slip off, perhaps inadvertently.

Whatever style you prefer, here are six shoes in a wide range of price points to keep you sailing comfortably all day and all season long.

6 of the most comfortable boat shoes for sailors

Chatham buton g2.

Specifications | Sizes: 6 through 12 | Colors: Navy, Red Brown, Walnut | Construction: Nubuck leather and mesh

Reasons to Buy:

– Great looking shoe with comfort top of mind. – Extra cushiony. – Nice blend of traditional deck shoes with sneaker comfort.

Reasons to Avoid:

– High price point.

One of the tradeoffs in comfortable shoes is that they sometimes appear too bulky. Consider those clunky hospital shoes and orthopedic sneakers.

Chatham’s Buton G2 deck shoe navigates this terrain beautifully with a well-proportioned upper of nubuck leather on a well-padded midsole.

The G2 Collection is Chatham’s premium shoe line, and the Buton G2 is a top-of-the-line offering. Water-resistant leather is paired with mesh side panels to promote breathability and drying.

It emphasizes comfort without straying from a traditional deck-shoe lineage. Chatham’s shock-absorbing sole spring poron technology adds superior cushioning as well as anti-bacterial protection.

When considering any leather boat shoe meant for wet conditions, keep in mind that the leather will stretch. That means a snug fit is just about right when the shoes are new.

Buy from Chatham

Note: We may earn a commission when you buy through links on our site, at no extra cost to you. This doesn’t affect our editorial independence.

Dockers beacon boat shoe.

Specifications | Sizes: 7 through 13 (medium width) | Colors: Navy, Gray, Tan, Dark Tan | Construction: Leather and mesh

– Very affordable. – Emphasis on comfort. – Mesh panels for drainage.

– Some buyers report they run narrow.

If you are looking for a more affordable deck shoe that nonetheless emphasizes all-day comfort, check out the Beacon Boat Shoe from Dockers. It’s the same moccasin style topsider so familiar to boaters, but with extra stability and support at a bargain price.

The sole is EVA foam, which is a material used in many running shoes for its rebound qualities.

Uppers are made from treated leather to resist stains and shed water. A springy footbed is treated with Cleansport NXT, which is Dockers’ anti-bacterial technology.

Elasticized goring between the upper collar and the tongue makes it easy to slip the shoe on and off without unlacing it. Double goring on both sides of the shoe also accommodates wearers with a high instep by automatically adjusting to the foot shape for a custom fit.

Buy from Amazon Buy from Belk

World Wide Sportsman Nantucket III

Specifications | Sizes: 8 through 13 (with limited half sizes) | Colors: Tan Beige | Construction: Nubuck leather and mesh

– Budget-friendly. – Slip-on comfort. – Classic leather and mesh combination.

– Available only in beige.

For true slip-on convenience, the World Wide Sportsmen Nantucket III is hard to beat in both price and performance. At less than £35 ($43) the Nantucket III has all the comfort and stability available in many shoes twice the price.

The shoe features nubuck uppers with leather trim and generous mesh panels for ventilation and weight reduction. There are also additional eyelets at the outstep to allow drainage.

A removable high-cushion insole provides shock absorption for long days on the water. The leather-reinforced and well-padded collar offers the kind of fit and stability normally found in lace-up shoes.

If you want a budget-friendly slip-on with plenty of support for sailing, fishing, or pleasure boating, the Nantucket III deserves a good look.

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Sperry 3-Eye Billfish Boat Shoe

Specifications | Sizes: 7 through 15 | Colors: Dark Tan, Tan Beige | Construction: Full-grain leather and mesh.

– Good value. – Three rust-proof eyelets for best fit. – Durable and comfortable.

– One of the bulkier deck shoes. – May feel too warm for tropical climates.

When it comes to the most comfortable boat shoes for men, it’s hard to beat the value and performance found in Sperry’s 3-Eyelet Billfish.

The combination of leather and mesh reduces weight while still providing substantial support over a thick sole with full-length cushioning. Generous padding in the heel and tongue add to the springy feel.

The tread is wave-siped over its entire surface, and the high-grip rubber outsole extends up and around the sides of the foot for optimal traction.

Despite this shoe’s heft, the mesh side panels promote air flow to help keep your feet dry and comfortable all day long.

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Sperry Women’s Koifish

Specifications | Sizes: 5 through 12 (medium width) | Colors: Grey, Navy, Tan | Construction: Leather and textile.

– Extra padding in tongue and insole. – Traditional deck shoe style. – Mid-range price.

– Fit may run narrow. – Beware of Sperry imitations online. Caveat emptor !

Unfortunately, there does not seem to be as much market emphasis on comfortable boat shoes for women as there is for men. The category is relegated primarily to topsider styles with a few trainers and sneaker-inspired shoes here and there.

The Sperry Women’s Koifish is designed specifically with comfort in mind. It’s a take on the classic leather topsider with a stitched moccasin toe, but several touches set it apart from traditional deck shoes.

First, the tongue is padded rather than solid leather. There is also extra insole padding in the arch and heel, which is built over an EVA midsole for better shock absorption.

Despite the soft fabric panels, it’s a sturdier shoe on a more forgiving platform than many other two-eyelet deck shoes.

And of course, Sperry’s non-marking rubber outsole with Wave-Siping tread ensures that you will be as sure-footed as you are comfortable.

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Helly Hansen Newport F-1 Deck Shoes

Specifications | Sizes: 8 through 11.5 | Colors: Navy | Construction: Leather and mesh

– Running shoe technology. – Contemporary style. – Mid-range price.

– Available in only one color. – Considerable bulk.

The heritage of Helly Hansen’s Newport F-1 deck shoe is easy to spot. It is equal parts classic topsider and modern athletic shoe. Only this sneaker is designed specifically with mariners in mind.

Constructed of waterproof full-grain leather, the upper has a well-padded collar and 3-eyelet wrap-around lacing to offer the most comfortable fit. It sits atop an EVA molded midsole for the rebound and support that active sailors need.

The Newport midsole also features a second layer of firmer EVA foam, called a medial side post, to provide additional support. This feature helps reduce excessive pronation or turning of the ankle.

Mesh side panels keep the weight down and promote breathability, and the non-marking tread features about as much siping as one could fit on a deck shoe. And that’s a good thing!

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