yachtsman deck shoes mens

Yachting Monthly

• Digital edition

Best Men’s Boat Shoes: 6 Styles for Every Sailor

• Steve Walburn
• March 23, 2023

The best men's boat shoes for sailing are designed to meet specific use cases. Here are 6 top sellers that cover the waterfront with both style and substance.

Picking the best men’s boat shoe for your type of sailing doesn’t have to be complicated, but often it is. On one hand, you can go with a basic two-eyelet deck shoe, or topsider, as it is sometimes called. On the other hand, well, everything else.

In sailing footwear, the variety of form, function, and price can be staggering. Options range from bottom-dollar canvas loafers that have all the integrity of cheese cloth, to designer deck shoes that cost more than some chart plotters.

In between are myriad options to choose from. Some ofd the best boat shoes focus on technical performance, while others emphasize style. There are deck shoes specifically built for everything from dinghy racing to offshore passage-making.

No matter your need, it’s important to first define your use-case priorities. A Vendée Globe competitor probably isn’t going to be well served with a pair of discount leather topsiders. Just like a dinghy cruiser doesn’t need a high-dollar racing trainer.

Whatever your sailing category, focus first on fit, traction, and drainage. If your feet are often wet, look past all-leather deck shoes and lean into mesh shoes with synthetic uppers and, preferably, integral drainage.

If you are frequently moving about the deck, such as while crewing on a race boat, stability and traction should be a top consideration.

With these points in mind, here are six highly rated men’s boat shoes that will cover most sailing applications from deck to dock.

6 of the best men’s boat shoes

Chatham deck ii g2.

Specifications | Sizes: 6 through 15 with some half sizes | Colors: blue, chestnut, chocolate, walnut | Construction: Leather

Reasons to Buy:

– Classic two-eye deck shoe. – Good shock absorption. – Lace-up design for fit and stability.

Reasons to Avoid:

– Premium price. – Doesn’t dry as fast as a synthetic shoe. – Sizes run large.

When it comes to the traditional two-eye deck shoe, nobody does it better than Chatham. The G2 collection is their top-of-the-line topsider for both men and women and is one of the best boat shoes on the market.

It features waxed walnut leather for water and stain resistance, along with waxed thread and non-corrosive eyelets.

Some of the best moccasin-style men’s boat shoes can feel a little flat-footed. That’s why the Deck II G2 incorporates proprietary cushioning and anti-bacterial insoles for all-day comfort. The shoe also is backed by a 2-year guarantee.

And, of course, the siped rubber sole is just what you need to stay on deck in slippery conditions.

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.

Sperry Men’s Billfish 3-Eyelet Boat Shoe

Specifications | Sizes: 8 through 13 | Colors: Tan Beige, Dark Tan | Construction: Leather with mesh panels

– Affordable price. – More cushioning than most 2-eye topsiders. – Good ventilation and drainage.

– May be too bulky for warmest climates. – Some buyers warn of quality control issues

If you need more support than a two-eye shoe but still want the moccasin style, take a look at Sperry’s Billfish boat shoe .

It incorporates an extra eyelet on top of a beefier platform for sneaker-like performance in a grippy, non-marking boat shoe. And it still has the classic moccasin look.

As the name suggests, the Billfish is built with fishermen in mind. But it’s also an excellent choice for sailors who need extra cushioning and stability while moving about on deck.

Despite its bulk, the Billfish keeps weight down by incorporating mesh side panels. This feature also promotes moisture wicking and minimizes foot odor.

The siped rubber sole is cupped around the rand. That means the grippy surface extends up and around the outstep, instep, and heel for better traction on angled or uneven surfaces.

This shoe might feel too beefy for the tropics, but in most temperate climates, it’s a great buy from the inventor of the original deck shoe.

Buy from Sperry

Buy from Amazon

Decathlon Tribord Sailing Boat Shoes 500

Specifications | Sizes UK 5.5 through UK 12 | Colors: Dark Chocolate | Construction: Leather

– Very affordable. – Traditional topsider style.

– Available only in one color. – Stiffer and not as well made as pricier models.

It is hard to go wrong with a pair of leather topsiders for under £40. While the Tribord 500 might not lead the field in a comparison of the best men’s boat shoes, Decathlon leads the way in affordable water sports gear and apparel with its Tribord sailing brand.

The Tribord 500 boat shoe is a traditional two-eyelet topsider with the same leather uppers and lacing as found on higher-priced brands, but at a greatly reduced price.

These are shoes you can use and abuse for as long as they last and then dispose of or donate without feeling guilty.

If you are seeking ultimate stability, arch support, and performance, perhaps look elsewhere. But if you want a budget-friendly boat shoe that will do what you need without breaking the bank, then look no further.

Buy from Decathlon

Helly Hansen Skagen F-1 Offshore

Specifications | Sizes: 7 through 13 | Colors: Phantom EBO (white), Racer Blue, Navy | Construction: Mesh upper with EVA midsole.

– Advanced technical performance. – Good foot protection. – Comfort and stability.

– High price.

Well known for its high-performance clothing, Helly Hansen makes an equally big splash with technical footwear for boaters. The Skagen F-1 Offshore should be in any discussion of the best men’s boat shoes.

This is a sneaker-style shoe designed with ocean sailors in mind. The synthetic mesh upper is breathable and lightweight, and it is built on a thick, rugged sole for cushioning and foot protection.

The removable EVA insole is treated with antibacterial technology to reduce foot odor and fungi, which will keep you comfortable on long passages.

At first glance one might mistake the Skagen F-1 for a running shoe, except that it features an aggressive non-slip sole designed specifically for working on a wet deck.

It is also one of the best-looking sailing shoes on the market, though at a premium price.

Buy from Helly Hansen

Musto Dynamic Pro II Adapt

Specifications | Sizes: 7 through 12 | Colors: Vallarta Blue, True Navy, Musto PLA (white/blue) | Construction: Mesh with TPU overlay

– Designed for racing. – TPU welded frame for support. – Good shock absorption

– May be too much shoe for casual sailing. – Expensive.

Serious racers need a serious shoe, and Musto’s Dynamic Pro II performs from heel to toe and everywhere in between.

The unique lacing system is elasticated to snug the shoe against the top of your foot, ensuring a comfortable custom fit.

A breathable mesh upper promotes drainage and reduces weight. The mesh is reinforced by a thermoplastic polyurethane (TPU) welded overlay to protect and stabilize your foot. That TPU frame also extends over the toe box for extra protection.

The heel and mid-sole are EVA foam, a component long used in running shoes to provide cushioning.

This shoe incorporates fast-draining features as well as anti-microbial material to keep the shoe dry and hygienic, even when you might not be!

Buy from Musto

OluKai Moku Pae

Specifications | Sizes: 7 through 15 | Colors: Multiple shades of blue, white, and gray | Construction: Lined mesh

– Great aesthetic. – Collapsible heel for slip-on ease. – Non-marking and good traction.

– Might not be as stable as high-performance trainers.

Olukai is a brand more often associated with Hawaii-inspired sandals than sailing shoes. But their Moku Pae model brings the same Aloha vibe to a serious boating tread.

Like all of the best men’s boat shoes, it is as comfortable and stylish off the water as on a boat. A full mesh upper and stretch tongue with no-tie laces add to the contemporary aesthetic.

The collapsible heel make the Moku Pae both a shoe and slide, depending on your mood. But this footwear is not built only for style points.

An EVA midsole enhances comfort, and Olukai’s wet-grip rubber sole and tread pattern provide sure footing on deck.

The Moku Pae is available in a range of colors and sizes, and it tends to accommodate wide feet better than many traditional boat shoes.

Buy from OluKai

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

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?

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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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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Are you on the hunt for  casual shoes ? Try men's boat shoes. These versatile, low-key classics belong in every guy's closet. Whether you want waterproof boat shoes for a weekend at the shore or men's leather boat shoes that are dressy enough to wear with  business casual  attire, Macy's has a pair for you. Our selection of  men's shoes  is vast, so you'll always find top brands and sizes that fit. How do you choose the best boat shoes for men? Check out these tips below.

Boat Shoes for Fishing and Boating Are you looking for the best boat shoes to wear on a sailboat, yacht, or speedboat? You'll need styles with light-colored soles that don't make any marks on the deck.  Sperry  is the first name to know. The Sperry boat shoes men often choose are the Authentic Originals, which have 360-degree skip lacing and rubber soles for traction on wet surfaces. But you can find other boat shoes men love from popular labels like G.H. Bass and Dockers (among many others) at Macy's, too.

How to Wear Boat Shoes Men's canvas boat shoes are perfect for weekends and vacations since they have an unfussy and ultra-casual look. Leather and suede versions have a more polished vibe. Pair leather boat shoes with a button-front shirt and  chinos  for an easy "anytime" outfit. Or, wear slip-on boat shoes with a  polo shirt ,  jeans , and a sports jacket to dress them up for an evening out. Regular socks are fine with most boat shoe-and-pants pairings. However, swap in  no-show socks  when you wear men's boat shoes with  shorts . Need something to pair with your  swim trunks ? Boat shoes for men make an excellent substitute for flip-flops, as they offer better foot support.

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Seafarer Yachtsman Lace Up Leather Boat Deck Shoes Sizes 7-12

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• Traditional Real Leather Deck Boat Shoe
• Smart/Casual Look
• Lightweight with a Flexible Outsole
• Great Holiday Shoe

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• Package Dimensions ‏ : ‎ 33.5 x 18.5 x 11 cm; 1.1 kg
• Date First Available ‏ : ‎ 30 April 2021
• ASIN ‏ : ‎ B093WZW7FK
• Department ‏ : ‎ Men's
• 25 in Women's Boat & Deck Shoes

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6 Best Boat Shoes For Men: All Feet on Deck in 2024

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In 1935, Paul A. Sperry invented the boat shoe.

From 1935 to present day, people have been very opinionated about the boat shoe.

Fair enough. But whether you love them, hate them, or can’t decide if you’re late-1950s-JFK-on-the- Victura enough to wear them, you can bet your footwear-curious ass that boat shoes are here to stay.

And with that, it’s my duty—nay, honor—to present you with the six best boat shoes for men. From Sperry’s Authentic Original, the O.G. beacon of casual footwear , to rooftop-ready, nubuck-leather pairs, there’s something here for every leisure-loving man.

In. Out. In. Out. Who cares…

What’s in style is whatever you say is in style. Now get out there and make the venerable boat shoe proud.

Key Takeaways 

To find the best boat shoes for men, I began by researching dozens of pairs and their materials, construction, authentic details, customer reviews, and photos. The resulting six are the best of the best across a range of categories, from travel-ready footwear to casual stunners and everywhere in between.

My top overall pick is the one that started it all—the aptly named Sperry Authentic Original . Close on its pun-not-intended heels is the wallet-friendly Dockers Beacon Boat Shoe.

• Buying Considerations

How We Chose

Why trust us.

• Final Verdict

Best Overall: Sperry Authentic Original

Why they’re great : Sperry’s Authentic Original is the one that started it all. Created in 1935 by Paul A. Sperry, it set the laid-back, preppy bar for countless other iterations of the species. Sturdy, buttery soft leather, grippy rubber soles, and a timeless design join forces to create this iconic shoe that you can dress up or down all spring and summer.

Who are they for ? Sperry’s Authentic Original is for the guy whose personal-style convictions are strong enough to persevere through whatever sartorial winds of change may come. He ignores the haters. He ignores the trends. He wears what feels right.

Flaws but not deal-breakers : Boat shoes are seasonal and best laced up during the warmer months. If you don’t already have a reliable cache of seasonal or year-round shoes, then these likely won’t be a fit just yet.

Material : Leather | Sole Material : Synthetic | Sizes Available : 4–16W | Colors Available : 35

Best Luxury: Velasca Gambaree

Why they’re great : Italian menswear brand Velasca’s Nubuck leather Gambaree boat shoes are the epitome of comfort and laid-back luxury. Made by skilled artisans in the Abruzzo region of Italy, they come in 11 colors, from standout blue to traditional brown.

Who are they for ? The Gambaree is for the footwear connoisseur who’s got the right pair of dress shoes , slippers , sneakers , walking shoes … you get it. Adding the best elevated version of the boat shoe to his arsenal is just icing on the cake.

Flaws but not deal-breakers : The Gambaree’s construction and materials are no doubt superior. But if their Italian craftsmanship and the techniques used to make them are lost on you, then you may want to skip this splurge.

Material : Nubuck Leather | Sole Material : Rubber | Sizes Available : 5–13 | Colors Available : 11

Best Budget: Dockers Beacon Boat Shoes

Why they’re great : Dockers’ Beacon Boat shoes are every bit as handsome and classically designed as the OG Sperry. Leather uppers. Rubber soles. Neutral colors that pair well with anything from a white linen button-down to your favorite T-shirt. The main difference is the impact it’ll have on your wallet, which is minimal.

Who are they for ? Dockers’ budget-friendly boat shoes are best for the thrifty guy who’s willing to sacrifice a little bit of construction quality but not at the expense of style.

Flaws but not deal-breakers : The Beacon has a faux 360-degree lacing system. If this functionality is important to you, then you’re better off shelling out for a pair of Sperry Authentic Originals.

Material : Leather | Sole Material : Rubber | Sizes Available : 7–15 | Colors Available : 5

Best on Amazon: Timberland Classic 2-Eye Boat Shoes

Why they’re great : Timberland’s Classic 2-Eye Boat Shoes are sturdy, rugged, classic, and built with comfort in mind. With nearly 4,000 5-star Amazon reviews and more than 70 years of manufacturing know-how backing them, these traditional deck shoes will serve you well for years to come.

Who are they for ? Dads. Uncles. Regular guys who want to buy only one or two pairs of boat shoes for the rest of their lives.

Flaws but not deal-breakers : I’m personally not a fan of having a brand’s logo emblazoned across the uppers of my shoes. It’s a prominent feature and one Timberland’s boat shoes proudly employs. But although my personal preference is a more understated route, there’s no denying these are cozy, well-constructed shoes.

Material : Leather | Sole Material : Rubber | Sizes Available : 7–14 | Colors Available : 5

Best Everyday: Sebago Portland Waxed Boat Shoes

Why they’re great : Another pioneer of classic American footwear, Maine-based Sebago makes some of the best deck, dress, and boat shoes out there. One such shoe is its Portland Waxed boat shoe, which is as classic as it gets.

The water-resistant, full-grain leather uppers and leather linings keep things cloud-like in the comfort department. Meanwhile, functional features like a 360-degree lacing system and siped rubber soles provide safety and longevity.

Who are they for ? Traditionalists will love Sebago’s heritage boat shoe in one of its many muted tones like brown or tan. But if you’re looking to make more of a statement, then you won’t have a problem finding some standouts among its 16 color options.

Flaws but not deal-breakers : These guys tend to have a longer break-in period, and even wide sizes may not be wide enough for all.

Material : Waxed Leather | Sole Material : Rubber | Sizes Available : 6–15 | Colors Available : 16

Best Canvas: Sperry Bahama II Sneaker

Why they’re great : And here we are going full circle with yet another stellar pair of Sperry boat shoes—this time with handsome, breathable, accommodating uppers. If you can snag a pair of these summer-ready classics in white, then you can’t go wrong with some navy chinos, a braided belt, and a pop of color in your henley or linen button-up.

Who are they for ? Regardless of the style, canvas shoes are a great fit for anyone who appreciates a long and winding patio brunch, rooftop happy hours, and any other scenario that involves unleashing free leisure clinics on the unsuspecting masses.

Flaws but not deal-breakers : Unlike the super-soft leather boat shoes on this list—especially the ones with leather footbeds—canvas shoes may not provide enough cushioning for some wearers. That said, it’s nothing that a good pair of insoles can’t take care of.

Material : Canvas | Sole Material : Rubber | Sizes Available : 5–16 | Colors Available : 8

Buying Considerations For The Best Boat Shoes For Men

The first of its kind, Sperry’s Authentic Original boat shoe features a leather upper and rubber soles. Since its 1935 inception in Connecticut, the boat shoe has taken on many forms and been constructed of many materials.

But if you’re going for overall comfort, durability, and style (which, of course, are), then your best move is sticking with leather, canvas, or a combination of both.

Size and Fit

Before picking up a pair of boat shoes, try on several to make sure they conform to the contours of your feet and have the weight and feel that you require. Prioritize durable, comfortable shoes made of leather, canvas, or a combination of both. Beyond that, keep in mind that there’s no substitute for some old-school trial and error.

Actual boat-adjacent functionality aside, boat shoes are all about laid-back style and, most importantly, comfort. The right materials and the right fit are crucial, but if you check those two boxes and your boat shoes still don’t feel right, it’s all for naught. If push comes to shove, don’t hesitate to splurge a bit to achieve the right balance of durability and comfort.

As a fashion and grooming writer at FashionBeans, I compare, test, and research the products that make a gentleman a gentleman. If it can be worn, carried, or used in a way that elevates your look and feel, I’m into it.

For this review, I pored over trusted sources, customer reviews, materials, construction specifications, and my own experience to understand what makes the best boat shoes for men. Some of my key considerations include:

Comfort : Not all boat shoes for men are created equal. If you’re on your feet all day , for instance, then you should opt for a thicker rubber sole as opposed to a thin, dressy, all-leather sole.

If you’re a heavier guy , then you’ll need to prioritize support and stability. For the purposes of this list, I made every effort to prioritize versatile boat shoes with universal functionality, second only to comfort and easy-breezy craftsmanship .

Customer Reviews : I picked through multiple product reviews in search of both positive and negative throughlines to help inform my picks for the best deck shoes for men.

Materials : The original Sperry Top-Sider’s upper was and still is constructed of full-grain leather—a superior material in terms of waterproofing, durability, and overall comfort. Many of the best boat shoes for men are still made of leather, but also incorporate a mix of canvas and other materials.

For the purposes of this list, I went the traditional (and quality) route and stuck strictly to base materials of leather and canvas.  

Kelly is a long-time writer for FashionBeans and an all-around shoe enthusiast. In addition to hours of independent research, Kelly relied heavily on his own experience to find the best boat shoes for men.

He’s also written prolifically on the topic of footwear, covering the most comfortable men’s walking shoes , the best dad shoes , cowboy boot brands , and comfortable dress shoes , to name a few.

To substantiate that experience, he researched dozens of deck shoes for men, checking out materials, construction, customer reviews, and his own closet to pick the best of the best. If there’s a stranger to trust for legacy-footwear advice, it’s Kelly.

Final Verdict 

Though its iterations have been many, the venerable boat shoe has been in existence since 1935. For the purposes of this list, I stuck mainly to the O.G. styles.

That in mind, my top overall pick for the best boat shoes for men based on versatility, durability, authenticity, and general style are Sperry’s Authentic Originals . Riding in its wake is my budget pick of Dockers’ Beacon Boat Shoe .

The short answer: Yes. The long(er) answer: While you should certainly consider wearing socks with boat shoes to increase breathability and reduce foot odor, make sure they’re no-show socks. These aren’t derby shoes . They’re not boots . They’re boat shoes, and boat shoes are all about stripped-down leisure.

Sperry. Conceived in 1935 by New Haven, Connecticut-born Paul A. Sperry, the Sperry Top-Sider is the original boat shoe as we know it today.

Regardless of whether you have wide feet , flat feet , or whatever “normal” feet are, boat shoes should fall within the sweet spot of not too loose and not too tight. Make sure there’s enough width, length, and overall breathability to make them the relaxed, comfortable shoes that they’re meant to be.

Kelly Larson is a writer and editor with over 12 years of professional experience. In addition to writing articles for sites like UrbanDaddy and Visit The USA—America’s official travel site—Kelly has led editorial newsrooms in the creation of award-winning content in the digital space. When he’s not writing, Kelly enjoys running, spending time outdoors with his two sons, and searching for his next exceptional finger of bourbon.

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Hellsman Mens Leather Deck Shoes – Brown

SeaFarer Hellsman mens leather deck shoes available in 4 colours. Its real leather offers a good toughness and reliability – great for the summer!

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Hot Sox Mens Moscow Mule Crew Socks

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About this item.

• Drink your Moscow mule in style with these Crew Socks!
• Fits mens shoe size 6-12.5
• One pair pack
• Machine washes cold, inside out. Only non-chlorine bleach when needed. Tumble dry low. Do not iron.

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Product Description

Bottoms up! Rep your favorite bar drink in style with these mens Crew Socks. Constructed with a super comfy feel and bold Moscow mule pattern, this polished pair is totally dapper.

• Product Dimensions ‏ : ‎ 13 x 8 x 1 inches; 1.76 ounces
• Item model number ‏ : ‎ HM100750I
• Department ‏ : ‎ mens
• Date First Available ‏ : ‎ May 7, 2019
• ASIN ‏ : ‎ B07RHVX5X1
• #9,180 in Men's Novelty Socks
• #992,974 in Men's Fashion

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