Good shoes make an outfit not by stealing the show, but by giving you a platform to elevate your look. We asked stylist Anda Gentile, known for her fresh and original take on classic preppy style, to showcase the many ways people can use Sperry boat shoes to build different looks. Using the iconic Authentic Original Boat Shoe and the modern, fashion-forward Wells Boat Shoe, Anda put together four looks that’ll have you standing out at work, on downtown nights out, casual weekends and for midday lunches. See All Authentic Original™Shop Authentic Original™ Boat Shoe Weekend Warrior The always-stylish boat shoe is a comfortable way to bring a touch of refinement to your more laid-back weekend looks. The 360° Lacing System™ and Wave-Siping™ outsoles make them versatile and practical, while the classic moccasin-stitched upper only gets better the more you wear it. "As the mom of a skateboarder, I often spend hours at skateparks in different cities. My weekend style is all about street-style layers, ready for anything—whether it’s sitting for hours or jumping in on the fun. I love pairing warm coats with shorts or layers so I’m sure to be extra prepared- but also looking cute and maintaining a New York style that I’ve worn basically since I was little and playing in these NY streets." Downtown Nights The iconic boat shoe can be dressed up with ease, bringing a touch of effortless elegance to your evening looks, whether it’s date night or you’re meeting up with friends for drinks. Luxe leather and premium finishings ensure the Authentic Original never looks out of place – just like you. "I often feel like I have to switch between different personas to match the fashion environment I'm working in on any given day. At heart, though, I'm such a tomboy—except when I go out at night. Then, I enjoy playing the part of the girl who pairs dressy skirts with something a bit more edgy, like sheer socks, a touch of leather, and fun jewelry. And just like that, I’m ready to go!" Photographer: David 'Shadi' Perez @shadinyc Lunch Dates On the other side of the coin, the boat shoe is a great way to bring a polished touch to your more casual looks. Anda leans into the silhouette’s preppiness by pairing it with corduroy pants and Oxford shirt, to bring an elevated, but effortless look to midday lunches and casual get-togethers. "Whether I’m traveling for work or meeting a friend for lunch, my go-to style has a New York 70’s vibe. Growing up in a city with such rich fashion culture, it naturally becomes part of you. From collegiate prep looks to corduroy suits with layers, or vintage bell-bottom jeans with an old tee, I always incorporate these elements into casual events. Here, I’ve layered a brown corduroy suit with a pop of color, added a vintage taxi-style hat, a fun striped sock, and finished the look with my favorite Sperrys." Photographer: Hector Perez @hectornyc

When it comes to the Sperry Authentic Original™ Boat Shoe and other Sperry boat shoes, they should feel like they were made for you. With over 80 years of craftsmanship, we’ve perfected the true-to-you fit. Here are some tips for how Sperry boat shoes should fit and finding your size.   Sperry leather boat shoes0197640_000 Wear your Sperry leather boat shoes often to break them in. The hand-sewn leather moccasin construction will mold to your foot over time. Plus, our Authentic Original Boat Shoe has 360° lacing, so you can tighten up when you’re on the go and loosen up for a laid-back weekend. Size your shoes up, or down?Leather will stretch over time. If you’re buying Sperry leather shoes, consider buying a half size down from your regular size. If the shoes are made of synthetic materials, get your normal size. Synthetic materials won’t stretch; they’re constructed to hold their shape (i.e., size). Keep in mind, breaking in your new leather boat shoes will only affect the width (not the length). Need extra width? Or are your feet narrow Shop our shoes in Extended Widths—wide, extra wide, and slim. How do you wear your boat shoes? Socks or no socks?socks The sock vs. no-sock debate continues. No-show socks are the perfect answer to the debate. Wearing no-show socks with your Sperry boat shoes helps with odor protection and added comfort. If you’re going to rock a sock, plan for a little extra room. When to shop for new shoes?When shopping, consider trying on Sperry boat shoes toward the end of the day. During the day, gravity will bring fluid to your feet causing a bit of swelling. The footbed will compress over time, providing a little extra wiggle room. If you’re still not sure you have the right size? The Sperry customer service team is always here to help answer your sizing and other questions. Want to find out more about Sperry shoes?Check out other “how-to” blogs about Sperry shoes. And there’s more! Here’s the complete collection of informative and inspiring Sperry blogs. Ready to shop?Find the complete Sperry collection for men, women, and kids.

Robb Report calls Sperry’s iconic CVO sneaker “the purest simplest classic.” Here’s why You probably know that Paul Sperry invented the first boat shoe after slipping off his boat in 1934. After pulling himself out of the cold Long Island Sound, Sperry set out to design a non-slip shoe that would keep its grip even on wet decks. Inspired by the grooved paws of his dog Prince, who never slipped on board, Sperry invented the very first non-slip boat shoe. What you may not realize is that this shoe was not what we call the Top-Sider Authentic Original Boat Shoe today, but, in fact was the CVO sneaker. HISTORY-OF-SPERRY-1941 The CVO- (or Circular Vamp Oxford) is iconic in its simplicity – quick-drying canvas upper, grooved rubber sole, simple design. With a design that riffs off the classic oxford shoes, the CVO became the official shoe of the US Navy, and a favorite of Sperry’s yacht club members. The shoe has been spotted on everyone from JFK to Mr. Rogers, and style leaders around the world for decades, and is available on Sperry.com in a range of colors, with Birch being the ultimate classic hue– still made using the same manufacturing techniques that have been used for over 8 decades. Still a wardrobe staple, Robb Report says of the CVO “It is to sneakers, one could argue, what Levi’s 501s are to denim: the purest, simplest classic.” Read more about this must-have shoe here.  

Re-boot your look! Fall is in full swing, and with even colder weather around the corner, warm, waterproof boots are a must-have in your shoe rotation. Whether you’re looking to brave snow squalls or just a puddly commute, we’ve got you covered with the best women’s winter boots and the best duck boots to keep you warm, cozy and dry all season long. Bonus, Sperry boots are both functional and fashionable to match any outfit. Check out our list of Sperry’s 10 best women’s boots for all weather conditions! 1 Saltwater Duck Boot Sperry’s classic best seller, the Saltwater Duck Boot is more than an all-weather boot—it’s a true function-meets-fashion piece. This boot comes in a huge array of colors, materials, and prints, so there’s a Saltwater boot for everyone. Featuring a sturdy rubber shell, signature rawhide barrel laces, a side zipper for easy on and off, these boots keep your feet dry and your ‘fit complete. Shop all Saltwater here. 2 SeaCycled™ Duck Float Zip Boot NEW For 2022. Named to Oprah’s Favorite Things list for 2022. Look good and do better with the Sperry SeaCycled™ Duck Float Zip Boot. Featuring a recycled, water-resistant tough weave upper, this boot is one of the best slip-on duck boots with its zip closure design. Stay dry with a lightweight EVA duck shell and step out in style in any weather with five different colors to choose from. Shop all women’s Duck Float boots. 3 Saltwater Alpine Boot The Sperry Saltwater Alpine boot merges stability, comfort and warmth all in one all-weather boot with Alpine inspired details, and hiker-inspired laces. The leather shaft comes just above the ankle, making this boot super flexible. Faux fur trim gives cozy vibes. This boot comes in a variety of colors to match any style. With a water-resistant shell and micro-fleece lining, your feet are sure to stay dry and toasty, no matter where this shoe takes you. Shop all Saltwater here. 4 Maritime Repel Snow Boot with Thinsulate™ Cold, wet weather is no match for these luxe boots. Stylish and well-equipped for winter, the cozy Sperry Maritime Repel comes with lots of bells and whistles: waterproof leather uppers, an extra warm Thinsulate™-lined rubber shell and seam-sealed construction with enhanced traction. Their sleek, trend-forward design makes any outfit seasonally appropriate. 5 Duck Float Lace Up Leather Boot NEW for 2022! The Sperry Duck Float Lace Up Leather boot brings a little bit of flair to the traditional duck boot. An EVA duck shell makes these boots super lightweight, while a leather shaft gives this boot some serious premium style. Plus, a podded rubber outsole provides a trendy, steady foot. Shop all women’s Duck Float boots. 6 PLUSHWAVE™ 3D Boot NEW for 2022! Comfort, meet style. Sperry’s new PLUSHWAVE™ 3D boot features a futuristic outsole that will put a bounce in your step. Easily Sperry’s most comfortable boot, these are made with mattress-like PLUSHWAVE™ technology for extra softness in every step. This stylish boot flaunts a water-resistant upper with warm neoprene lining and has a toggle lacing system for easy on/off convenience. Sperry’s signature Adaptive Wave-Siping™ technology enhances traction in wet and slippery conditions. 7 Chelsea Torrent Rain Boot Our rain boot shows there’s no need to sacrifice fashion for function. The Sperry Chelsea Torrent rain boot is stylish enough to wear all day. Made with rubber material and warm micro-fleece lining, these boots are the perfect choice for cold and rainy conditions, while the on-trend chunky Chelsea silhouette makes these worth adding to your closet whatever the weather. These boots feature a heel pull and stretch gore panels for easy on and off. The razor lugged outsole adds some edge and features Sperry’s Signature IceTREAD for added grip. Shop all women’s rain boots. 8 Torrent Lace Up BootThe Sperry Torrent Lace Up Boot is designed for unparalleled comfort while giving snow bunny vibes. Made with waterproof suede, soft faux fur trim and our most advanced technology for extra grip in icy weather. Hiker-inspired laces and chunky, razor lugged soles add elements of style to this super cozy boot. Pair the Torrent Lace Up boot with leggings, denim or corduroy—it’s one of Sperry’s best-selling styles for a reason! Shop women’s snow boots here. 9 Kittery BootLooking for a boot to help you tackle knee-high snow drifts, or just love rocking a tall boot? Consider this pair for winter. The all-new Sperry Kittery Boot is packed with premium materials for ultimate protection and effortless style. With a waterproof leather upper, microfleece lining (featuring 400g insulation made from 100% recycled polyester for an added eco-friendly bonus!) and an artic rubber outsole, you’ll be ready to take on snowy weather in style. Bring it on, Mother Nature. Shop the Sperry Kittery collection here. 10 Moc-Sider Nylon BootieNEW!! Designed to be a seasonal favorite, the Moc-Sider Nylon Bootie is like a puffer jacket for your feet. Featuring a teddy lining and durable nylon uppers for cozy, comfortable style. A super light EVA outsole adds comfort and traction to all your indoor and outdoor adventures. Shop Sperry Women’s Moc-Sider collection.

In honor of the long weekend, we’re throwing it back to the roots of coastal Americana, with stylish footwear that bring together form and function and playful nods to the red, white and blue. Coastal Classics Icons of coastal style and prepwear alike, our boat shoes typify traditional Americana. Classic, familiar silhouettes are expertly crafted from premium leather and lightweight materials alike, with functional and thoughtful detailing. Whether you’re wearing them on deck or throwing together a look for your long weekend dinners, a pair of Sperry boat shoes is the right choice. Summery Sandals Mark the unofficial start of summer with airy, relaxed sandals. Perfect for sunny days by the pool, warm evening BBQs or trips to the beach. Designed to offer comfort and convenience, with subtle touches of color, these can be mixed and matched with everything from beachwear to streetwear. Simple but Stylish For ninety years, we’ve been making simple, stylish and functional sneakers that have become staples of both the coastal and preppy looks. Classic canvas uppers and timeless vulcanized soles can be dressed up or down with ease and are the perfect item to bring a touch of color to your looks.

A little H2O never hurt leather boat shoes If you’ve ever stepped into a new pair of Sperry leather boat shoes and run for the dock only to stop and think, “Wait, are boat shoes waterproof,” you’re in good company. It’s a common concern. Although boat shoes have come to be fashionable, they were created to be functional. And they still are. On wet and dry boat decks, boat shoes, wet or dry, have great traction, so you stay steady on your feet. While Sperry leather boat shoes, including the Authentic Original™ Boat Shoe, aren’t waterproof, they are water friendly. It’s fine to get your leather boat shoes wet. They can handle water and will eventually dry, with a patina that looks even better than they did pre-soak. But your boat shoes won’t keep your feet dry. If, and when, you get them wet, don’t stress. Leather boat shoes get better with age as saltwater and normal wear give them a seasoned look, unique to every wearer. Plus, saltwater sticks to the laces, keeping them tied even longer. To answer your question: Sperry leather boat shoes are water-friendly and getting them wet will only add to their character—even if your day on the water goes overboard. Want to find out more about Sperry shoes?Check out other “how-to” blogs about Sperry shoes. And there’s more! Here’s the complete collection of informative and inspiring Sperry blogs. Ready to shop?Find the complete Sperry collection for men, women, and kids.

Sperry knows that comfort is just as important as style when it comes to boat shoes. A great option for casual days by the water or a night out on the town, boat shoes are a comfortable footwear choice when you’re looking to add some nautical-inspired flair to any look. First, the Authentic Original™ Boat ShoeAvailable in men’s and women’s sizes, our Authentic Original has defined coastal style for decades. The secret to this iconic style’s comfort? The premium leather upper and moccasin construction literally wrap around your feet. The upper of the Authentic Original™ boat shoe is made from one piece of leather that goes under your foot and then is pulled up and hand-stitched to an upper piece to create the iconic moccasin toe look. As you wear the shoe, the leather underfoot molds to your foot shape, creating a comfortable boat shoe that’s authentically yours. Women’s Authentic Original™ boat shoewomens og 7 23 Men’s Authentic Original™ boat shoemens ao 723 Read on to learn more about our most comfortable women’s boat shoes and our most comfortable men’s boat shoes. Sperry’s most comfortable boat shoes for womenWomen’s Authentic Original™ PLUSHWAVE™ 2.0 Boat Shoew ao plushwave 7 23 This take on our Authentic Original™ boat shoe updates the icon with increased comfort features including PLUSHWAVE™ technology and a shock-absorbing EVA heel cup. Our PLUSHWAVE™ technology is a memory foam-like material that allows for enhanced comfort with every step. While we consider any boat shoe with PLUSHWAVE™ technology the most comfortable boat shoe, this is one of the most comfortable boat shoes for walking due to its shock-absorbing and memory foam qualities. Additionally, this boat shoe has super soft laces that allow for a more secure tie, and pops of color at the heel and inside the footbed add a fresh visual flourish. Women’s Starfish Boat Shoew starfish 723 A lower profile with a single eyelet elevates this more streamlined take on the iconic Sperry boat shoe. The combination of a handsewn moccasin construction and a shock-absorbing heel cup guarantee all-day comfort, while the rawhide laces complete the classic look. With these comfort features, the Starfish is a comfortable boat shoe option that goes great with any look. Women’s Freshfish Boat Shoew freshfish 723 This sleek, tonal take on our iconic silhouette is as comfortable as it is stylish. The Freshfish Boat Shoe is made with premium leather and flaunts metallic details and fixed cross-over laces. With the addition of our signature PLUSHWAVE™ technology and a slightly wider moccasin construction, this shoe provides superior, lightweight comfort for all-day wear. Women’s Gold Cup™ Authentic Original™ Montana Boat Shoew gc ao montana 723 The highest quality materials meet elevated style in the Gold Cup™ Authentic Original™ Montana boat shoe. Its upper is made from premium, full-grain leather and its rich lambskin linings cradle the foot. A cushioned heel cup reduces the shock of every step while an Ortholite® insert delivers all-day comfort. Easily one of the most comfortable women’s boat shoes, this elevated style is the ultimate choice for a luxury nautical shoe. Sperry’s most comfortable boat shoes for menMen’s Billfish™ 3-Eye Boat Shoem billfish 723 Classic style inspired by sport vibes. Made with full-grain leather and perforated side panels, the Billfish™ 3-Eye boat shoe gives you the comfort and support of a sneaker with the stylings of a boat shoe. Featuring full-length cushioning along the footbed for all-day support, this comfortable men’s boat shoe is perfect for a day on your feet. Men’s Gold Cup™ Authentic Original™ Rivingston Boat Shoem gc ao rivinston 723 Boat shoe? More like a yacht shoe, if we’re talking swag factor and comfort! This luxurious take on our classic boat shoe features an ultra-soft lambskin lining and next-level cushioning underfoot, thanks to the shock-absorbing heel cup and Ortholite® insole. Every feature in this shoe has an elevated look and feel—from the ultra-high-end materials to the last eyelet. When you’re ready to splurge on a comfortable boat shoe, look no further than the Gold Cup™ Authentic Original™ Rivingston boat shoe. Men’s Sea Kite Sport Moc Boat Shoem sea kite sport moc 723 Our original leather boat shoe meets our performance water sneaker. The Sea Kite Moc is durable, comfortable, and always ready to set sail. Its molded EVA midsole minimizes the impact of the sea (or the pavement) and provides cushioning and shock absorption all day long. Featuring full-grain leather and a handsewn construction, you’ll love the look as much as the feel of this comfortable boat shoe style. Men’s Mako Canoe Moc Boat Shoem mako canoe 723 Our signature silhouette has been updated for versatility and comfort. Featuring rich, full-grain leather uppers in a classic boat shoe moccasin construction, the Mako 2-Eye boat shoe flaunts a padded tongue and shock-absorbing heel cup for enhanced comfort in timeless classic style. The full-length cushioning ensures all-day comfort while the molded Wave-Siping™ technology enhances traction for a comfortable boat shoe with a stable tread. Men’s Authentic Original™ PLUSHWAVE™ 2.0 Boat Shoem ao plushwave boat 2.0 723 Our Authentic Original™ Boat Shoe gets a fresh update with max comfort. Featuring our signature PLUSHWAVE™ technology, this style feels as light-as-air and provides ultra-cushioning. And made with full-grain leather, it keeps its classic nautical look but flaunts a pop of color on the heel. Easily our best boat shoe for walking, this style is just as chic as it is comfortable. More shopping?Find the complete Sperry collection for men, women, and kids. https://www.sperry.com/en/home Want to find out more about Sperry shoes and boots?Here’s the complete collection of informative and inspiring Sperry blogs. https://www.sperry.com/en/blog

Sperry and BEAMS PLUS unite to bring you an all-new take on the CVO, inspired by the nostalgia of 1960s and 1970s boating culture. There’s something so effortless about that era - functional layers and nautical stripes that straddle the crisp-to-casual style divide, and above all, a timelessly laid-back attitude. Welcome to what’s next: an expertly crafted three-piece collection that captures the essence of coastal.   Get to know BEAMS PLUS Launched in 1999 as the private label of the popular Harajuku boutique, BEAMS (originally founded in 1976), BEAMS PLUS is a renowned Japanese menswear line reimagining classic Americana through the eyes of its Tokyo-based HQ. The line takes inspiration from America’s Mid-Century boom aesthetics – think workwear, sportswear, military, and other foundational menswear – and pays tribute to their timeless appeal, while infusing them with a modern utility and sensibility. Our CVO deck sneaker, a history Done up in sturdy nylon and styled in Americana hues of red, white, and blue, this new take on the CVO is the perfect way to celebrate 90 years of our brand. The shoe that started it all, our classic CVO deck sneaker was created when our founder, Paul Sperry, slipped and fell off his boat while sailing the Long Island Sound in 1935. Later, struck by the way his cocker spaniel was able to grip the deck, even in the slipperiest of conditions, he cut grooves into rubber mimicking a dog’s paw, developing the world’s first anti-slip boat shoe. Fast forward to today, and the BEAMS PLUS NYLON CVO is a versatile statement maker that can be dressed up or down, depending on where the waves take you, and still has the original ANTI-SLIP sole. Next Gen Nautical On a pursuit to maintain authenticity of next generation casual wear, BEAMS PLUS chooses to see beauty in the functional designs of uniform fashion, blending Japanese design precision and contemporary style. Built for the open seas, reinterpreted for modern day living think of this as the new uniform for men, or those who dress like them. Get the look  The vintage-inspired capsule collection merges Sperry’s iconic heritage with the meticulous craftsmanship of BEAMS PLUS, taking archival materials like our ultra-durable nylon and transforming it into a head-to-toe collection featuring apparel and accessories. From January - March you can explore the full capsule at the exclusive pop-up shop at 199 Mulberry Street in NYC.   Explore the Collection

Whether you’re setting sail on the Mediterranean or channeling your favorite movie character closer to home, these classic styles allow you to unlock that effortless European elegance this summer. This curated selection showcases classic styles crafted from premium materials and done up in rich shades. Our iconic boat shoes and timeless loafers – for both men and women – can be dressed up and paired with lightweight linen trousers, slacks, skirts, shorts or sundresses. Driving mocs and slip-on mules offer comfort with an easy-going and stylish air, while even sandals feature elevated construction and neutral tones, to take your most casual looks up a notch. No matter where you’re spending it, your European summer starts from the feet up. Men Women

A new season means new trends to try. For Fall 2025, we’re eyeing trends for men and women that range from fun and bold shoes that bring a pop to any look and updated classics that can be worn day after day. Shop Men's Fall Edit Shop Women's Fall Edit

You wear your leather boat shoes anytime, anywhere. And your shoes look like it. You’d like to clean them and give them a fresh look. You’d like to restore that lustrous leather look. There are ways to clean and refresh your shoes. Here’s how you can get your trusted Sperry boat shoes back in tip-top shape. Laces If your Sperry leather shoes have laces, remove them before cleaning your shoes. They’re often made of rawhide and must be cleaned differently. To clean Sperry rawhide laces, just pop them in a bowl with cold water and dish soap, swish thoroughly, then rinse with clean water. Allow your laces to air dry for about 24 hours. Clean It is important to remember that leather should not be treated in the same way you would fabric, or even nubucks and suedes. Even though your Sperry leather shoes can get wet, you want to avoid washing them with water. This will dry out the natural oils that add shine and luster to the leather. Luckily, Sperry leather cleaner removes dirt and stains while maintaining the moisture leather needs to look its best. Protect Once you’ve cleaned your Sperry leather shoes, you need to protect them from future wear and tear. Apply Sperry leather lotion to protect your Sperry leather boat shoes. The lotion will add moisture to prevent drying, cracking, and scuffing. After cleaning and protecting your Sperry leather shoes will look almost like new even when they’re far from it. But just because you take great care of your trusted Sperry shoes doesn’t mean you’ve lost that urge to shop. Find a new favorite (or two!) when you shop the entire Sperry collection.   More tips on taking care of Sperry leather shoes Beyond the leather upper of your Sperry shoes, you’ll want to clean the soles and freshen the insoles. Apply a quarter-sized dollop of dish soap to the outsole of each shoe, then using a leather brush (or toothbrush) scrub away any scuffs. Sprinkle non-leather insoles with baking soda to deodorize and help with freshness. You may want to wear no-show socks to keep your feet cool and stink-free. If your Sperry leather shoes get wet, or after cleaning your leather boat shoes, allow them to air-dry for 24 hours in a cool, dry place away from heat or sunlight. Stuff your shoes with newspaper to absorb excess moisture and help maintain their shape. Want to find out more about Sperry shoes? Check out other “how-to” blogs about Sperry shoes. And there’s more! Here’s the complete collection of informative and inspiring Sperry blogs. Ready to shop?Find the complete Sperry collection for men, women, and kids.

Discover this summer’s must-have trends – ranging from airy colors and metallic detailing to natural, crafty construction – whether you’re heading to a festival, planning a seaside getaway or getting ready to head out with friends. Shop all Sandals Shop all Sneakers Shop All Boat Shoes