Ready to hit the road after docking in port, our signature Port Driving Mok is crafted from smooth premium leather and sits atop a podded rubber outsole with Wave-Sipping technology for unparalleled traction on wet and dry surfaces. A 3mm memory foam footbed provides comfort whether you're putting your foot down or using your feet to get around. A timeless classic, this pair of driving shoes brings a refined touch to your looks year-round, allowing you to dress them up to suit the occasion.

Sperry Women's Port Driver Round Toe Flats - Tumbled Black

Let this waterproof style take you where others can't go. The Salt Water duck booties by Sperry Top-Sider feature a warm micro-fleece lining inside and contrasting rawhide laces up top.

Sperry Women's Saltwater Waterproof Duck Boots, Created for Macy's - Silver

The perfect flip flop simple thong sandal with metallic detailing to complete your summer wardrobe. The Seafish Metallic sandal features a cushioned footbed and non-marking rubber outsole with molded Wave-Siping technology for enhanced traction. They're perfect for beach days, dockside dinners, and everything in between.

Sperry Women's Seafish Slip-On Sandals - Black

Our new Lug Penny loafer takes the classic penny silhouette and adds a statement-making outsole for some added flair. Made with premium faux leather and a lightweight molded rubber lug sole, these shoes are perfect for amping up any outfit.

Sperry Women's Chunky Penny Loafers - Tan

This smart take on our classic Seaport Penny loafer is sure to stand out this fall. The premium leather upper has been meticulously crafted using traditional moccasin construction and has been done up with a striking embossed finish that adds a touch of texture to your looks. A memory foam insole and flexible rubber sole offer superior comfort all day long, so you can wear these stylish penny loafers no matter where you're headed â from the office to dinner and drinks with friends. These can be paired with a blazer and jeans for a preppy look or worn with shorts to elevate your more casual ensembles.

Sperry Women's Seaport Penny Shoes - Smooth Navy

This easy, no fuss yet fashionable slip-on sneaker is perfect for a wide range of wearing occasions. Premium leather uppers with a decorative siping design inspired by ocean waves add a high level of visual interest, and its double-gore design allows for easy on and off wear.

Sperry Women's Crest Twin Gore Perforated Slip On Sneakers, Created for Macy's - Rose Dust

Reworked, reimagined and ready to handle whatever Mother Nature throws your way, Saltwater 2.0 is the ultimate boot for your fall and winter adventures. Rawhide barrel-tied laces bring a touch of refinement to these boots and make it easier to pull them on at a moment's notice. With these boots, the weather will never put a damper on your style.

Sperry Women's Saltwater 2.0 Round Toe Boots - Mix Mat Medium Green

A mixed-media design merges smooth and woven textures adding unique interest to the classic silhouette of Sperry's Song Fish boat shoes.

Sperry Women's Songfish Boat Shoes - Linen/Oat

Sperry Women's Saltwater Waterproof Duck Boots, Created for Macy's - Black

The Seaport Penny is our seafaring take on the classic penny loafer. This shoe pulls in the moccasin construction with a traditional penny loafer feel. Keep it preppy with white jeans and a blazer or wear it under pleated skirts and chino shorts.

Sperry Women's Seaport Penny Leather Ivory Loafers - Lt Beige

Reworked, reimagined and ready to handle whatever Mother Nature throws your way, the Saltwater 2.0 is the ultimate boot for your fall and winter adventures. Rising to just below the calf, these boots feature Plushstep technology and a memory foam footbed, for superior comfort. Rawhide barrel-tied laces bring a touch of refinement to these boots and make it easier to pull them on at a moment's notice. With these boots, the weather will never put a damper on your style.

Sperry Women's Saltwater 2.0 Round Toe Boots - Mix Mat Green

Sperry's Crest Vibe sneakers are laced with rustproof eyelets and a classic profile in sleek leather for lasting appeal.

Sperry Women's Crest Vibe Leather Sneakers, Created for Macy's - White

Take your sporty statement to the next level wearing Sperry Sandy Wave Sneakers. Crafted with memory foam cushioned foot bed for comfort.

Sperry Women's Sandy Wave Round Toe Sneakers - Grainy Black

Elevate your sneakers with our women's Winslow Leather sneaker. Knotted cotton laces allow these platform sneakers to be easily slipped on, while the memory foam foot bed allows you to take on the day in comfort. Striking the balance between bold and classic, these sneakers will bring a fashionable edge to your fall outfits.

Sperry Women's Winslow Round Toe Sneakers - Smooth Black

Hello, adorable boat-shoe, canvas-sneaker hybrid! The Crest Vibe Canvas Sneakers from Sperry are your new off-duty go-to with cute barrel tied laces and a cool blend of canvas and linen.

Sperry Women's Crest Vibe Gingham Canvas Sneakers, Created for Macy's - Light Beige

A sophisticated take on our Mountain-Sider, this women's Chelsea boot is a must-have for fall, winter and even rainy spring days. The sleek upper is constructed from waterproof leather and suede, with elasticated stretch paneling that makes it quick and convenient to slip on and off. Sealed seam and rich welt construction enhance the waterproof nature of these boots, while a plush step foot bed adds a touch of warmth and plenty of comfort. The lightweight midsole and lugged rubber outsole strike the perfect balance between rugged and agile, so you can move confidently, without feeling clunky. A timeless classic, these boots can be dressed up or down depending on the setting.

Sperry Women's Mountain-Sider Round Toe Booties - Smooth Black

Sperry Women's Crest Vibe Gingham Canvas Sneakers, Created for Macy's - Medium Pink

Our classic boat shoe silhouette, but make it sleek, modern, and stylish. A shortened vamp around the toe gives our Angelfish Two-Tone Boat Shoe a more feminine feel, while the adjustable rawhide 360Â° Lacing System technology creates a secure fit. Details add fun flair, and a memory foam footbed adds comfort with every step.

Sperry Women's Angelfish Boat Shoes - Mix Mat Navy

You can't go wrong with an original. The A/O boat shoes by Sperry Top-Sider feature tru-moc construction and classic style.

Sperry Women's Authentic Original Boat Shoes - Sahara

Our classic crest twin gore sneaker just got a perforated makeover. This beloved slip-on flaunts a perforated leather upper, making it more stylish than ever. And with an exposed double-gore design, you can put them off, take them off hassle free.

Sperry Women's Crest Twin Gore Leather Sneakers - Black

Our Syren Ascend gets a moon boot upper in this must-have fall style. This pull-on style features a quilted nylon upper with a warm microfleece lining to keep feet warm in chilly weather. Complete with a memory foam footbed for all-day comfort, wear this moon boot on your commute, out with friends, or even apres-ski. Either way, these boots add fun, on-trend flair to any look.

Sperry Women's Syren Ascend Round Toe Boots - Off White

A classic slip-on is a wardrobe must. Choose from the perfect assortment of neutrals that go with everything. And this easy on, off sneaker is part of our Seacycled collection. So you can look good and do good at the same time.

Sperry Women's Crest Twin Gore Seacycled Canvas Sneakers - Rose

Sperry Women's Crest Vibe Leather Sneakers, Created for Macy's - Rose Dust

Looking for a stylish winter boot that can face the wintery elements? You found it. The Maritime Repel Teddy Trim Boot features water-resistant leather uppers and a water-resistant rubber shell in a seam sealed water-resistant construction.

Sperry Women's Maritime Repel Teddy Boots - Black

Sperry Women's Crest Twin Gore Seacycled Canvas Sneakers - Gray

Our essential sneaker gets a cozy update just in time for chilly weather. The Crest Vibe Lug Zip Cozy sneaker features a premium waterproof leather upper from Gold rated tannery and a soft, warm liner for all-day warmth. With a side zip and memory foam cushioning, these sneakers will keep you warm and dry on the go. Wear them on your next shopping trip or dinner with friends for a cozy, casual and functional option.

Sperry Women's Crest Lug Zip Cozy Sneakers - Gray

A sneaker that does it all, all day, every day. Here, our popular Bermuda Ltt sneakers have been reworked with cotton and polyester, without compromising on style. A padded tongue, hidden gore and a memory foam footbed provide comfort and convenience, allowing you to slip them on and off with ease and stay on your feet all day. This new version of the Bermuda Ltt features an improved fit and extended sizing. Metallic detailing has been added, making these a can't-miss pair of sneakers that can be worn with your favorite jeans, pants and shorts.

Sperry Women's Bermuda Ltt Lace Up Sneakers - Canvas Gray

Our Authentic Original is more than just a classic design-it's become an icon of style. Featuring full-grain leather, handsewn moccasin construction and our signature Sperry razor-cut Wave-Siping technology for ultimate wet/dry traction. It goes with everything, from leggings to denim to casual slacks.

Sperry Women's Authentic Original Round Toe Shoes - Smooth Brown

Sperry Women's Crest Vibe Canvas Sneakers, Created for Macy's - Oat

A fun, stylish take on the classic penny loafer. The Wells Penny Loafer sees the classic and instantly recognizable leather upper of a penny loafer sitting atop a raised lug outsole. The upper has been meticulously crafted from premium leather. These bold penny loafers feature Plush step technology, for superior comfort all day long. Pair these with a skirt or dress for a classic preppy look or with jeans for something more contemporary.

Sperry Women's Wells Loafers - Smooth Bone

Add a touch of warm-weather inspiration to your look with these Seafish thong sandals/slides from Sperry finished in grommets and lacing for added interest.

Sperry Women's Seafish Flip Flop Sandals, Created for Macy's - Black

A beach-worthy look that combines woven details and an easy slip-on slides design, Sperry's Parrotfish flip-flops bring warm-weather inspiration any time of year.

SperryWomen's Authentic Original Round Toe Shoes - Smooth Brown

Product Info

Sperry Women's Authentic Original Round Toe Shoes - Smooth Brown