Discover The Best Sailing Shoes of 2023: Ultimate Guide & Reviews

Ever wondered what stands between a smooth sail and a slippery deck debacle? That’s right, it’s your sailing shoes! These often-overlooked companions play a crucial role in your nautical adventures 

As an experienced sailor, I’ve navigated the vast sea of choices to bring you this article – a comprehensive guide that compares the best sailing shoes and offers expert tips to help you find your perfect match. 

With this insight, you’ll discover not just a shoe, but an upgrade to your sailing experience. 

Ready to step up your game? Let’s go!

Top Sailing Shoes  – At A Glance

Best Modern Sailing Shoes For Men

• Helly-Hansen Ahiga V4 Hydropower Sailing Shoes
• Columbia Men’s Bahama Vent Relaxed Sailing Shoes
• Adidas Terrex Sailing Shoes
• Olukai Moku Pae Men’s Sailing Shoes

Best Modern Sailing Shoes for Women

• Helly-Hansen Women’s V4 Ahiga Sailing Shoes
• Adidas Women’s Cloudform Pure Shoes
• Columbia Women’s PFG Bonehead Sailing Shoe

Best Classic Sailing Shoes

• Sperry Men’s Authentic Original™ Boat Shoes
• Sperry Women’s Songfish Boat Shoes

Best Sailing Boots

• Dubarry Ultima Sailing Boot
• Gill Short Cruising Boot
• Grundens Men’s DECK-BOSS Ankle Boot
• Grundens Women’s DECK-BOSS Ankle Boot

Best Water Shoes and Water Sandals

• KEEN Men’s SOLR Sandals
• KEEN Women’s Newport H2 Sandals

Looking to upgrade your sailing wardrobe? Don’t miss our comprehensive Sailing Outfit Guide, designed to ensure you’re optimally prepared for every weather condition and sailing challenge.

Best Modern Sailing Shoes For Men

Step into the world of modern sailing with our curated selection of the best sailing shoes for men. Designed for style, comfort, and performance, these shoes are a must-have for any sailing enthusiast.

Helly-Hansen Ahiga V4 Hydropower Sailing Shoes

Pros

• Superior stability and comfort
• Breathable with Quick Dry technology
• Eco-friendly construction

Cons

• Might feel narrow for wider feet

As an experienced sailor, I’ve had the pleasure of testing out these Helly-Hansen sailing Shoes, and they’re a real game-changer. Lightweight at just around 1.32 lbs, they barely feel there, even during prolonged wear. The blend of polyurethane and recycled polyester results in a breathable, durable upper that can withstand demanding sailing conditions.

Comfort is a key standout, thanks to the 100% EVA insole, which is like a cushion for your feet, softening every step on deck. However, the real game-changer is the siped HellyGrip rubber outsole, which offers remarkable traction, giving you confidence even in choppy conditions.

Off-deck, their stylish look makes them ideal for coastal weekends. They’re not just comfortable and efficient but also eco-conscious, a plus for the environmentally aware sailor. HH Quick Dry and Max-Vent technologies work together to keep your feet dry and cool, while an antimicrobial treatment helps fight off odors after prolonged use.

Do note, though, they might feel narrow for wider feet. Yet, in terms of size, they fit as expected. In a nutshell, these Helly-Hansen sport sailing shoes are a triumphant blend of sustainability, comfort, and performance, designed with the sailor in mind, and deliver on every front. Perfect for the sailing pro or marine lifestyle enthusiast alike.

Columbia Men’s Bahama Vent Relaxed Sailing Shoes 

Pros

• Incredible breathability and water resistance
• Exceptional grip on wet surfaces
• Comfortable fit and lasting durability

Cons

• May need some extra time to dry post-water exposure

This stylish, lightweight shoe strikes a brilliant balance between durability and breathability, making it a true companion for both rigorous and leisurely seafaring adventures. 

What sets it apart is its fantastic wet-deck grip, thanks to the Omni-Grip™ outsole, providing unwavering stability no matter the conditions. The comfortable, high-energy return midsole makes all-day wear a breeze. 

Plus, the ‘Blood ‘n Guts™’ water and stain-resistant treatment keeps them looking brand new, even after numerous sails. 

This shoe isn’t just practical – it’s a nautical style statement. It truly is a dream come true for any sailing enthusiast.

Adidas Terrex Sailing Shoes

Pros

• Remarkable grip and sensitivity
• Quick drying with excellent ventilation
• Long-lasting durability

Cons

• Not as comfortable as regular running shoes
• Sand can occasionally get trapped in the drains

If you’ve ever set foot on a boat’s deck or walked along a slippery shore, you know how crucial it is to have the right pair of sailing shoes. These Adidas sailing shoes have got you covered. They’re lightweight, breathable, and perfect for those long summer days near the water. The shoes have this cool, mesh upper that gives your foot a nice, breezy feeling, all thanks to Adidas’s Climacool technology.

These Adidas sailing shoes feature a ‘Traxion’ outsole, that helps ensure a steady footing regardless of the surface. In addition, their quick-drying drainage system is practical, though it can occasionally trap sand. Even though they’re not as plush as your running shoes, these sailing shoes prioritize practicality, style, and all-day comfort, which is their main design aim.

Furthermore, these Adidas sailing shoes are built to last. Many sailors and boating enthusiasts attest to their durability over several years. So, whether you’re a seasoned sailor or an occasional beach-goer, these shoes are a reliable choice for any sailing enthusiast.

Olukai Moku Pae Men’s Sailing Shoes

Pros

• Comfortable and Versatile: No-tie laces and stretch construction for ease of use.
• High-Quality Construction: Lightweight, breathable mesh with a wet grip rubber sole for added safety.
• Unique Design: Patented Drop-In Heel design for both shoe and slide functionality.

Cons

• Size Variances: Some users reported needing to size up.
• Price: Higher cost compared to other boat shoes on the market.

The OLUKAI Moku Pae Men’s Sailing Shoes are a godsend for any passionate sailor. These shoes perfectly blend style, comfort, and utility. 

The Drop-In Heel design is clever, transforming the shoe into a slide for quick transitions. You’ll love the all-day comfort, thanks to the dual-density anatomical PU footbed and gel insert. 

But what really shines is the wet grip rubber sole, which offers unparalleled traction on a slippery deck. They might run a bit small, so consider sizing up. 

Higher in price, but worth every penny for the quality and performance.

Best Modern Sailing Shoes for Women

Now lets dive into our handpicked collection of the best modern sailing shoes for women. Combining style, comfort, and functionality, these shoes are the perfect companion for your sailing adventures

Helly-Hansen Women’s V4 Ahiga Sailing Shoes

Pros

• Lightweight and versatile, offering optimal comfort and stability
• High-grade EVA midsole, coupled with a siped HellyGrip rubber outsole for maximum grip
• Made with recycled poly canvas, lined with mesh, making it breathable and eco-friendly

Cons

• The shoe might rub at the front near the laces, possibly causing slight discomfort initially

One of my crew members recently tried these Helly-Hansen sailing shoes and her review was nothing short of enthusiastic. She praised their lightness and versatility, a crucial element when working on deck. The Ahiga V4 shoes, with their high-grade EVA midsole, provided her with the comfort needed for those long, arduous sailing sessions.

The siped HellyGrip rubber outsole was a standout feature, offering exceptional grip even on the most slippery decks. A noteworthy attribute considering the unpredictable nature of sea life. The shoes are made from recycled poly canvas, offering a breathable and hard-wearing exterior. The mesh lining added another level of breathability, keeping her feet fresh during long hours at sea.

She did mention that the shoes initially rubbed at the front near the laces, but was confident this minor issue would resolve over time.

These Helly-Hansen sailing shoes are a great alternative to the traditional boat shoe. Lightweight, breathable, and offering a superior grip, they tick all the boxes for the perfect sailing companion. Comfort, stability, and durability are wrapped up in a neat, attractive package, making these shoes a must-have for anyone serious about their sea adventures.

Adidas Women’s Cloudform Pure Shoes

Pros

• Comfortable and Versatile
• Environmentally friendly (50% recycled content)
• Stylish and modern

Cons

• Limited arch support

In our sailing adventures, my partner has come to rely on her Adidas Cloudform Pure Shoes. Not explicitly sailing shoes, they’ve garnered popularity among boaters for their style and versatility. Whether she’s working on our sailboat or running errands on the dock, these shoes provide a smooth transition with their comfortable and versatile design.

Adidas has brilliantly combined a sleek modern look with a cushioned midsole, resulting in footwear that turns every step into an effortless stride. The shoes’ casual aesthetic blends seamlessly with any outfit, making them a convenient choice for a day out at sea or a casual lunch at the marina.

But what truly sets these streetwear shoes apart and aligns with our love for the ocean is Adidas’s commitment to sustainability. The upper part of these shoes is made from at least 50% recycled materials, which is a testament to their efforts to reduce plastic waste.

However, they do have their downsides. My partner mentions a lack of significant arch support and initial difficulty putting them on. But once worn, they fit snugly and offer a comfortable experience. Overall, these Adidas sailing shoes, though not the typical sailing shoes like Helly Hansen or Sperry, offer a stylish, eco-friendly, and comfortable alternative for boaters.

Columbia Women’s PFG Bonehead Sailing Shoe

Pros

• Unbeatable grip
• Water and stain resistance
• High comfort levels

Cons

• Sizes run large
• Bungee laces may feel tight

My sailor-daughter absolutely loves her new Columbia Women’s PFG Bonehead Sailing Shoes. The outsole provides extraordinary grip, making her feel like her feet are “glued to the deck.” 

She adores the water and stain-resistant treatment, keeping the shoes in perfect condition, and enjoys the excellent comfort levels provided by the EVA cushioning and soft heel material. 

She recommends ordering a half-size smaller and perhaps changing the bungee laces. She believes these are good sailing shoes that can outshine other women’s sailing shoe brands.

Best Classic Sailing Shoes

Embrace the timeless appeal of our top picks for the best classic sailing shoes. These shoes blend traditional design with modern functionality, perfect for any sailor.

Sperry Men’s Authentic Original™ Boat Shoe

Pros

• Exceptional durability and comfort
• Excellent traction on wet and dry surfaces
• Classic, versatile design

Cons

• Might take some time to break in

Now, onto the heart of the matter. Let’s dive into the Sperry Authentic Original™ Boat Shoe – arguably one of the best sailing shoes out there.

If you’re a boating enthusiast, you’d appreciate the story behind this classic design. Paul Sperry almost lost his life due to a slippery deck. Inspired by his dog’s easy scampering over icy terrain, he crafted the first boat shoe in 1935. This shoe has stood the test of time and has evolved into a quintessential item for any sailor or even those who simply live the coastal life.

These Sperry sailing shoes pair durability with comfort. Crafted with a hand-sewn construction and a soft leather upper, the shoe might require a few wears for a perfect fit, but it’s well worth the wait. 

I found this interesting video on how these shoes are made. 

With its all-around lacing system, you get a customizable fit, ready for any sailing conditions or a casual beach stroll. The foam midsole helps to reduce foot fatigue, while the razor-cut grooves on the sole ensure excellent grip, no matter if the surface is wet or dry. 

These sailing shoes are a remarkable mix of practicality, comfort, and timeless style – the answer for those seeking top-performing sailing shoes with great aesthetics.

These shoes are indeed built for the seas, but their classic style also fits perfectly in a laid-back coastal lifestyle. For me, these are the go-to sailing shoes that every enthusiast must have in their collection.

Sperry Women’s Songfish Boat Shoe 

Pros

• Premium quality construction
• Exceptional traction and grip
• Superior comfort with shock absorption

Cons

• Sizing can run small
• Initial break-in period required

My partner has used the Sperry Women’s Songfish Boat Shoe, and I’ve got some firsthand details to share about these top-notch sailing shoes.

The first thing she mentioned was the top-tier craftsmanship. Made from 100% premium leather, these shoes not only looked stylish but felt durable and built-to-last, much like all Sperry shoes she’s used in the past. She loved the rawhide laces, a charming nod to the traditional seafaring style.

The Songfish impressed with its functionality, particularly Sperry’s lacing system, offering a snug fit and comfort for all-day wear. The foam midsole cushioned every step, absorbing shock effectively. But the real highlight was the exceptional traction. Thanks to Sperry’s Wave-Siping™ technology, the shoes provided a confident grip even on the slickest decks.

Now, it wasn’t all smooth sailing. The Songfish, while marked her regular size, ran a little small, so I recommend sizing up if you’re considering a pair. Also, they were slightly stiff at first – a common trait of good quality leather shoes – but broke in beautifully after a few wears, resulting in a custom, comfortable fit.

Overall, if you’re in the market for women’s sailing shoes that offer style, comfort, and excellent performance, the Sperry Songfish Boat Shoes are a fantastic choice. Just remember to be patient with the initial break-in period and size accordingly.

Best Sailing Boots

Navigate through our selection of the best sailing boots. Offering superior protection and grip, these boots are the ideal choice for those braving tougher sailing conditions.

Dubarry Ultima Sailing Boot 

Pros

• Exceptionally durable and waterproof sailing shoes
• Breathable with GORE-TEX lining
• Award-winning non-slip, non-marking soles

Cons

• Requires occasional leather conditioning
• Priced on the higher side

As an avid sailor and lover of all things nautical, I had the pleasure of testing the Dubarry Ultima sailing boots last winter. The moment I slipped these boots on, I knew I had discovered something extraordinary. The design is unparalleled; crafted from the highest quality water-resistant crushed leather, a hybrid of pull up and nubuck. This isn’t just another pair of sailing shoes; these are boots with a purpose, and they deliver on their promise.

As soon as I put my foot inside the boot, the warm, breathable Gore-Tex lining hugged my foot like a soft cloud. Whether I was traversing the sun-soaked deck or braving the chilly offshore winds, my feet remained dry and comfortable, thanks to the remarkable perspiration-wicking properties of this high-tech fabric.

But let’s talk about performance on the deck. The award-winning non-slip and non-marking outsole design is extraordinary. I’ve walked on wet decks with various other sailing shoes, but the Dubarry boots offered a grip like no other. Be it maneuvering on a slippery deck or navigating the rocky shores, the boots provided remarkable traction and stability.

In terms of durability, these boots are made to last. Mine are relatively new, but I know people that have used theirs for 10+ years, a testament to their resilience. Despite the harsh maritime conditions, the easy-care leather maintained its integrity, looking good as new after a quick rinse.

While the initial investment is definitely steep compared to other sailing shoes, the longevity and performance of these Dubarry sailing boots make them worth every penny. They come in three distinct colors – black, brown, and a nice blue/brown – catering to a range of preferences.

From casual cruisers to racing enthusiasts, the Dubarry Ultima boots are undoubtedly among the best sailing shoes for men. And the best part? They accommodate varying calf measurements with an expandable section of Lycra, ensuring a perfect fit for everyone. I can’t recommend them enough!

Remember, your sailing shoes are your partners out there on the water, so choose wisely. As far as I am concerned, these Dubarry sailing boots are an unbeatable ally.

Gill Short Cruising Boot 

Pros

• Exceptional grip on wet surfaces
• Quick drying and comfortable
• Highly durable

Cons

• Without proper care, risk of dry rot over time

The moment you step on deck in Gill Short Cruising Boots, you’ll feel their superiority. The 100% natural rubber soles grip wet surfaces like a seasoned sailor, keeping you steady no matter the conditions. 

As I navigate the deck, the boots’ quick-drying polyester lining and cushioned insoles keep me comfortable and secure, making them the best sailing shoes I’ve ever worn. The Gill brand’s commitment to quality is apparent in every stitch, and with proper care, these boots can last up to 20 years. 

Though not the tallest option in the range, paired with good socks, these boots will keep you warm and dry in most sailing conditions. 

In short, Gill Short Cruising Boots are an essential piece of gear for any sailor, male or female.

Grundens Men’s DECK-BOSS Ankle Boot 

Pros

• Exceptional grip and waterproof features
• Enhanced comfort and shock resistance
• Durable with a lifetime warranty

Cons

• Size may run a bit small; consider ordering a half-size up

Undoubtedly, Grundens Men’s DECK-BOSS Ankle Boots are top-tier sailing shoes. Initially designed for anglers, these shoes impress sailors with their superb traction on wet surfaces and all-day comfort. 

Their thicker insole delivers exceptional shock resistance, while an anti-odor cooling liner keeps unpleasant stenches at bay.

The boots provide stellar waterproofing, keeping your feet dry amidst rain and waves. However, they run slightly small, so consider ordering half a size up, especially for wearing with thick socks.

With a lifetime warranty, these boots are one of the best sailing shoes for anyone seeking comfort, performance, and durability on the water. These boots aren’t just for fishing—they’re perfect for sailing too. Try them and feel the difference yourself!

Grundens Women’s DECK-BOSS Ankle Boot 

Pros

• Exceptionally comfortable
• Durable and reliable
• Superior traction on wet surfaces

Cons

• Slightly tight fit initially

Grundens Women’s DECK-BOSS Ankle Boots, initially designed for anglers, have proven to be a game changer in sailing footwear. My partner wore them all last fall and raves about the comfort and shock resistance on rocky shores. 

The anti-odor lining finish and cooling liner are remarkable features that ensure freshness all day. The grip is exceptional, thanks to the razor-siped outsole and natural gum rubber – slipping on wet surfaces is virtually history with these boots. 

The initial fit might be a bit tight and they don’t come in half sizes, but they stretch perfectly after a bit of wear. These boots are top-tier sailing shoes, offering supreme comfort, durability, and deck performance.

Best Water Shoes and Water Sandals

Explore our top recommendations for the best water shoes and water sandals. Perfect for a variety of water activities, these offer comfort, quick-drying features, and excellent traction.

KEEN Men’s SOLR Sandals

Pros

• Excellent grip and traction
• Durable and eco-friendly
• Machine washable and odor-resistant

Cons

• Size runs small
• Back strap can be uncomfortable for long wear

Allow me to introduce the Keen Men’s SOLR (Sea. Ocean. Lake. River.) Sandal – not just a water sandal, but a fantastic addition to your sailing gear. These shoes are crafted from recycled P.E.T. bottles, featuring an Aquagrip rubber sole for superior grip on slippery surfaces. They run a tad small, but once you find the right size, the lace-lock system ensures a snug, secure fit.

And the bonus? They’re machine washable with Eco Anti-Odor technology. These sandals are perfect for those hot summer days on the water!

KEEN Women’s Newport H2 Sandal 

Pros

• Suitable for water, trails, and casual wear
• Generous toe space and arch support for all-day wear
• Machine washable and quick-drying

Cons

• May not be perfect for all foot types
• More expensive than some other brands

When my partner wore these Keen sandals on our summer sailing escapade, I was intrigued by the enthusiasm she expressed. They encompass comfort and versatility, perfect for those warm, sunny days onboard.

Its washable polyester webbing upper and EVA insole offer long-lasting comfort and odor control. Its lace-lock bungee system provides a snug fit, and the non-marking rubber outsole gives excellent grip on wet surfaces.

These shoes stand out for their versatility, ideal for beach days or trail hikes. Machine washability ensures freshness and cleanliness. In short, these sandals balance function and style, making them ideal off-the-boat footwear too.

Buyer’s Guide: What Features to Look for in Sailing Shoes

Whether you’re a seasoned sailor or a newbie, choosing the right pair of sailing shoes can significantly enhance your sailing experience. As mentioned earlier, as an experienced sailor, I’ve learned that the right gear can make all the difference when you’re out on the water. This guide will help you navigate the sea of options to find the best sailing shoes that meet your needs.

7 Key Factors to Consider When Choosing the Best Sailing Shoes

1. Non-slip, Non-marking Soles

The deck can get very slippery when wet, and the last thing you want is to lose your footing at a crucial moment. Look for sailing shoes with non-slip, non-marking soles, usually made of rubber. This feature ensures safety by providing a good grip on the deck. It also prevents leaving marks on the deck, which can be challenging to clean.

2. Protection

Sailing shoes should protect your feet from water, cold, and potential injuries. The deck hardware and grip paint can be quite rough on your feet. Shoes with reinforced toe caps or sturdy construction can provide the necessary protection.

3. Comfort and Fit

A comfortable, well-fitting pair of sailing shoes can make your sailing experience much more enjoyable. Look for shoes with cushioned insoles and adjustable features like laces or straps for a custom fit.

4. Durability

Sailing can be tough on your gear, and your shoes are no exception. Look for sailing shoes made from durable materials and have robust construction. Brands like Helly Hansen and Sperry are known for their durable sailing shoes.

5. Quick Drying

Your shoes are bound to get wet while sailing. Quick-drying shoes can enhance comfort and prevent health issues like foot fungus. Materials like mesh or quick-drying synthetics can help your shoes dry out faster.

6. Versatility

The best sailing shoes are versatile, suitable for different sailing conditions and activities. Whether you’re racing or cruising, your shoes should be able to keep up.

7. Water Resistance

Water resistance is a crucial feature for sailing shoes. Water-resistant shoes can keep your feet dry, enhancing comfort and preventing issues like blisters. Look for shoes with water-resistant materials or treatments.

Choosing the Right Sailing Shoes for You

The right sailing shoes for you depend on your specific needs and sailing conditions. For instance, women’s sailing shoes might have a different fit compared to men’s sailing shoes. 

If you’re sailing in colder conditions, consider sailing boots for added warmth and protection. On the other hand, if you’re sailing in warmer climates, water shoes or sandals with rubber soles might be more appropriate.

What Not To Wear When Sailing

While it’s essential to know what to look for in a good pair of sailing shoes, it’s equally important to know what to avoid. Here are some types of footwear that are not suitable for sailing:

1. High Heels

High heels are a big no-no when it comes to sailing. They can be unstable on a moving boat and can scratch and mark the deck. Plus, they offer no protection or grip, increasing the risk of slips and falls.

2. Shoes with Leather Soles

Leather soles are not ideal for sailing as they can leave marks on the deck. Additionally, they don’t provide the necessary grip, especially when the deck is wet.

3. Shoes with Metal Parts

Metal parts, such as zippers, can corrode over time, especially with exposure to salt water. They can also cause discomfort as they won’t give when your feet become wet or hot and swell up.

4. Canvas Shoes

While canvas shoes might seem like a good idea due to their lightweight and breathable nature, they are not suitable for longer trips. Canvas shoes tend to not dry out well and can start to smell bad after a while. They are also prone to wear and tear, especially from UV exposure.

5. Barefoot or Flip-flops

While it might be tempting to go barefoot or wear flip-flops, especially in warm weather, it’s not recommended. Going barefoot can leave your feet vulnerable to injuries, and flip-flops don’t provide the necessary grip or protection.

Remember, safety should be your top priority when sailing, and the right footwear plays a crucial role in ensuring that. Avoid these types of footwear to ensure a safe and enjoyable sailing experience.

Can You Sail Barefoot?

Sailing barefoot is a topic that often sparks debate among sailors. There’s something undeniably liberating about feeling the deck under your bare feet and the connection it provides between the sailor and the vessel. It allows you to feel the boat’s movements and the warmth of the deck, providing a unique sense of balance and connection with the sea.

However, going barefoot on a boat increases the risk of injuries like stubbing your toe or scraping your ankle. The deck can be a hazardous place with various hardware and ropes that can cause harm to unprotected feet.

From my experience, while the allure of barefoot sailing is strong, especially in good weather, wearing shoes often provides better protection against injuries and sunburn. Shoes with non-slip soles also offer better grip, which is crucial when the boat is heeling or the deck is wet.

In rougher, winter conditions, I would always advocate wearing sailing boots. They provide better grip, keep your feet warm, and protect them from the elements.

As for socks, they are not recommended on deck as they can become slippery when wet. However, they can be worn when relaxing off-watch in the cockpit or below deck.

Final Words on Choosing the Best Sailing Shoes

And there you have it – we’ve covered a lot today! Just remember, the perfect sailing shoes are a balance of comfort, grip, and durability. Whether it’s Helly-Hansen, Dubarry, Gill, or Sperry, your choice could be a real game-changer for your next sailing adventure.

Happy sailing, and remember: great voyages start with the right gear.

FAQ

Why not explore more? We’ve got other sailing articles that you might find interesting:

• Sailing Outfit Guide
• Best Sailing Gloves
• Best Sailing Hats
• Best Sailing Jackets
• Best Sailing Sunglasses
• Best Sailing Watches
• Best Sailing Movies
• Glossary of Sailing Terms