Sperry Leather Shoes

Step into style and comfort with our collection of leather shoes designed for both casual and adventurous outings. Crafted from high-quality materials, these shoes offer durability and a classic look that never goes out of fashion. Featuring slip-resistant soles and water-resistant options, they are perfect for any weather condition. Enjoy the perfect blend of functionality and elegance, making them ideal for both land and sea. Elevate your footwear game with versatile leather shoes that provide all-day comfort and timeless appeal.

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41 products
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On Sale
Sperry Men's Surveyor Slip-On Shoe
  • Tan

Sperry Men's Surveyor Slip-On Shoe

$99.99

WAS: $194.99*

Quick Facts

sole: non- marking rubber outsole with signature wave- siping™ technology for enhanced traction crafted from premium leather, with mesh paneling and traditional moccasin stitching

Sperry Men's American Hides Boat Shoe
  • Black
  • Tan
  • Brown

Sperry Men's American Hides Boat Shoe

$144.99

Quick Facts

american- sourced leather luxe metallic finishings and rawhide laces on the 360° lacing system™ our signature razor- cut wave- siping™ outsoles provide grip on wet and dry

Sperry Men's Authentic Original 1-Eye Boat Shoe
  • Brown
  • Dark Brown

Sperry Men's Authentic Original 1-Eye Boat Shoe

$104.99

Quick Facts

this classic boat shoe features a luxurious leather upper, with refined copper eyelets, traditional moccasin stitching and rawhide laces our signature 360° lacing system™ offers a customizable fit, while our famous razor- cut wave- siping™ outsole offers superior traction on wet...

On Sale
Sperry Men's Surveyor 2-Eye Boat Shoe
  • Medium Beige
  • White

Sperry Men's Surveyor 2-Eye Boat Shoe

$99.99

WAS: $99.99-$129.99*

Quick Facts

these reimagined boat shoes are made with full grain leather, mesh paneling and our classic moccasin stitching, with a full- length cushioned midsole and a 360° lacing system™ for a comfortable

Sperry Men's Davenport Venetian Loafer
  • Dark Brown
  • Amaretto
  • Medium Beige

Sperry Men's Davenport Venetian Loafer

$109.99

Quick Facts

crafted from pure premium leather, with luxurious rawhide laces and meticulous moccasin stitching these tasteful loafers sit atop a slim podded rubber

On Sale
Sperry Men's Authentic Original Double Sole Cross Lace Boat Shoe
  • Brown
  • Beige

Sperry Men's Authentic Original Double Sole Cross Lace Boat Shoe

$124.99

WAS: $124.99-$179.99*

Quick Facts

our iconic authentic original™ 2- eye boat shoe has been reimagined with a raised double sole, to keep you standing tall, whether you 're on deck or dry

Sperry  Women's Authentic Original 1-Eye Boat Shoe
  • Dark Choco

Sperry Women's Authentic Original 1-Eye Boat Shoe

$99.99

Quick Facts

the women's authentic original 1- eye boat shoe offers a timeless look anchored in the traditions of coastal style. ... the boat shoe that started it

New
Sperry Women's Slimboat Boat Shoe

Sperry Women's Slimboat Boat Shoe

See Price in Cart

WAS: $99.99-$109.99*

Quick Facts

these boat shoes feature all of our famous detailing, with a 360 lacing system™ offering a snug, adjustable fit and wave- siping™ outsoles for enhanced traction lining material: leather insole sole:

New
Sperry Men's Slim Cruiser Loafer
  • Tan

Sperry Men's Slim Cruiser Loafer

$99.99

Quick Facts

the upper has been crafted from luxuriously textured leather slightly streamlined silhouette sitting atop a cupsole with razor- cut wave- siping™ technology for traction on wet and dry surfaces slip

Sperry Men's Ripple Penny Loafer
  • Amaretto

Sperry Men's Ripple Penny Loafer

$129.99

Quick Facts

the men's ripple penny loafer features an upper crafted from premium leather with contrast detailing and traditional moccasin construction, sitting atop a daring ripple sole that brings a touch of character to any

Sperry Women's Authentic Original™ Loafer
  • Tan

Sperry Women's Authentic Original™ Loafer

$104.99

Quick Facts

crafted from premium leather with traditional moccasin construction, these loafers bring a preppier look our iconic boat shoe silhouette the sophisticated upper sits atop a cushioned midsole and our signature razor- cut wave- siping™ outsole, for superior traction...

On Sale
Sperry Mens Authentic Original 2 Eye Boat Shoe

Sperry Mens Authentic Original 2 Eye Boat Shoe

See Price in Cart

WAS: $99.99-$144.99*

Quick Facts

material upper: leather lining material: leather lining& insole sole: rubber with signature sperry razor- cut wave- siping™ for ultimate wet/dry traction 360° lacing system™ technology for a customized

On Sale
Sperry Women's Keely Boat Shoe
  • Black
  • Tan
  • Cream Multi

Sperry Women's Keely Boat Shoe

See Price in Cart

WAS: $109.99*

Quick Facts

360° lacing system& trade; technology for a customized fit material upper: leather non- marking ... these boat shoes feature a soft, tumbled leather upper, with rawhide laces on our signature 360° lacing system™ and premium metal finishings, crafted, as always,...

Sperry Women's Angelfish Boat Shoe
  • Light Beige
  • Linen/Multi
  • Tan

Sperry Women's Angelfish Boat Shoe

See Price in Cart

WAS: $99.99-$109.99*

Quick Facts

the upper is constructed from premium leather and finished with traditional moccasin stitching, while fabric detailing on the side panelling promotes breathability and offers a touch of visual contrast a memory foam footbed compliments the

Sperry Women's Authentic Original 2 Eye Woven Boat Shoe
  • Tan
  • Ivory

Sperry Women's Authentic Original 2 Eye Woven Boat Shoe

$119.99

Quick Facts

the ladies' authentic original™ 2- eye woven boat shoes see our iconic silhouette reimagined with a smoother leather upper upper that has been woven together to create a textured upper that's breathable, perfect for warm

New
Sperry Men's Authentic Original 2-Eye Ripple Boat Shoe

Sperry Men's Authentic Original 2-Eye Ripple Boat Shoe

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WAS: $129.99-$134.99*

Quick Facts

the authentic original™ 2- eye ripple sees our iconic boat shoe upper sitting atop a rugged rippled sole, outfitted with our signature wave- siping™ technology these stylish boaters feature a upper crafted from textured leather nubuck, with rawhide laces used on our

Sperry Women's Authentic Original 2 Eye Perforated Boat Shoe
  • Lilac

Sperry Women's Authentic Original 2 Eye Perforated Boat Shoe

$119.99

Quick Facts

the ladies' authentic original™ 2- eye perforated boat shoes see our famous silhouette crafted from leather nubuck that has been precisely perforated to create an intricate pattern, while making them more breathable than

On Sale
Sperry Womens Authentic Original 2 Eye Boat Shoe

Sperry Womens Authentic Original 2 Eye Boat Shoe

See Price in Cart

WAS: $84.99-$104.99*

Quick Facts

this classic boat shoe features a luxurious leather upper, with refined copper eyelets, traditional moccasin stitching and rawhide laces. ... the womens' authentic original 2- eye boat shoe offers a timeless look anchored in the traditions of coastal

Sperry Women's Port Driver 2 loafer
  • Black

Sperry Women's Port Driver 2 loafer

$109.99

Quick Facts

crafted from pure premium leather and finished with meticulous moccasin stitching, these tasteful loafers are inspired by classic driving shoes and sit atop a slim podded rubber

New
Sperry Women's Seaport Penny Loafer
  • White/Bone

Sperry Women's Seaport Penny Loafer

$109.99

Quick Facts

our popular ladies' seaport loafer has been reimagined with a woven leather upper that brings a touch of style to any look. ... crafted from soft premium leather, these classic loafers sit atop a molded wave- siping& trade; outsole that provides grip on wet and dry...

Sperry Women's Seaport Penny Loafer
  • Black/Black
  • Brown Primary/Multi
  • Black

Sperry Women's Seaport Penny Loafer

$114.99

Quick Facts

our timeless seaport penny loafer is crafted from pure leather, with traditional penny loafer detailing and moccasin stitching on the upper. ... a classic that can be worn day after day, season after

On Sale
Sperry Top-Sider Men's Billfish 3-Eye Boat Shoes
  • Smooth Light Brown
  • Tan
  • Navy

Sperry Top-Sider Men's Billfish 3-Eye Boat Shoes

See Price in Cart

WAS: $109.99-$129.99*

Quick Facts

genuine hand- sewn tru- moc construction for durable comfort stain- and water- resistant leather for durable and lasting wear 360° lacing system™ with rust- proof eyelets for a secure fit air- mesh upper panels for cool, breathable comfort around the foot shock- absorbing eva heel...

New
Sperry Men's Gold Cup Authentic Original 2 Eye Boat Shoe
  • Khaki
  • Brown

Sperry Men's Gold Cup Authentic Original 2 Eye Boat Shoe

See Price in Cart

WAS: $174.99-$179.99*

Quick Facts

crafted from premium full grain leather with lambskin lining, these boat shoes feature our signature 360° lacing system& trade; for a snug fit our famous razor- cut wave- siping™ outsole for stability and grip in wet conditions handcrafted traditional moccasion construction makes...

Sperry Women's Authentic Original™ Mule Boat Shoe
  • Navy
  • Cream

Sperry Women's Authentic Original™ Mule Boat Shoe

$104.99

Quick Facts

the upper is crafted from premium leather, with traditional moccasin stitching and a timeless look, sitting atop a cushioned sole with a razor- cut wave- siping™ outsole for traction in wet and dry conditions easy to slip in and out of, these mules are great for daily wear and...

Sperry Men's Gold Cup Prescott Authentic Original Boat Shoe
  • Tan

Sperry Men's Gold Cup Prescott Authentic Original Boat Shoe

$194.99

Quick Facts

done up in rich tones, the smooth, supple leather upper gives these boat shoes a refined look, while our signature wave- siping™ outsole ensures they 're as practical as

Sperry Women's Authentic Original™ 2-Eye Lug Boat Shoe
  • Tan
  • Black
  • Brown

Sperry Women's Authentic Original™ 2-Eye Lug Boat Shoe

$124.99

Quick Facts

features our timeless boat shoe upper, crafted from premium leather with traditional moccasin construction luxe metallic detailing and rawhide leather laces on the 360° lacing system™ bring balance to the rugged silhouette pair these trendy boaters with jeans for a...

New
Sperry Women's Coastfish 2 Eye Boat Shoe
  • Gold

Sperry Women's Coastfish 2 Eye Boat Shoe

$99.99

Quick Facts

premium leather upper with striped details made with hand- sewn leather uppers and our 360? ... a feminine twist on a modern classic, the coastfish lends our iconic boat shoe a sleeker

New
Sperry Men's Mako 2 Eye Boat Shoe
  • Amaretto

Sperry Men's Mako 2 Eye Boat Shoe

See Price in Cart

WAS: $109.99-$114.99*

Quick Facts

this pair has been crafted with a premium leather upper, handsewn moccasin construction, copper eyelets, as well as our signature 360? ... the mako 2- eye features the recognizable silhouette of our iconic shoe, reworked for added comfort and

Sperry Women's Gold Cup Authentic Original 2 Eye Boat Shoe
  • Tan

Sperry Women's Gold Cup Authentic Original 2 Eye Boat Shoe

$179.99

Quick Facts

the gold cup authentic original 2- eye boat shoe represents the pinnacle of a tradition stretching back nine decades. ... our original boat shoe, handcrafted with luxurious materials and unrivalled attention to

New
Sperry Women's Rosefish 3 Eye Boat Shoe
  • Tan

Sperry Women's Rosefish 3 Eye Boat Shoe

$99.99

Quick Facts

reimagined and reworked for today, this womens' boat shoe is constructed from premium leather finished with traditional moccasin stitching. ... the rosefish 3- eye boat shoe is a sporty, modern take on the iconic, original boat shoe we introduced in

Sperry Women's Authentic Original™ 2 Eye Mudguard
  • Tan

Sperry Women's Authentic Original™ 2 Eye Mudguard

$119.99

Quick Facts

a practical version of our iconic style, the ladies' authentic original™ 2- eye mudguard boat shoe features a rubberized mudguard that protects the premium leather upper while offering contrast and a bold

New
Sperry Men's Billfish 3 Eye Boat Shoe
  • Cognac

Sperry Men's Billfish 3 Eye Boat Shoe

$114.99

Quick Facts

material upper: nubuck leather lining material: cork footbed sole: non- marking rubber outsole with signature molded wave- siping™ for enhanced traction 360° lacing system™ technology for a customized

Sperry Men's Mini Lug Chukka Boot
  • Other Beige
  • Tan

Sperry Men's Mini Lug Chukka Boot

$149.99

Quick Facts

with a mid- rise chukka silhouette inspired by our iconic boat shoes, the mini lug chukkas are crafted from premium leather, with traditional moccasin stitching construction and luxurious leather

Sperry Men's Coldbay Duck Boot
  • Brown

Sperry Men's Coldbay Duck Boot

$119.99

Quick Facts

with a premium leather upper and a classic rubber duck shell, these boots have a timeless look rooted in preppy traditions. ... waterproof upper and thermal interior lining provide day- long comfort and warmth sole: non- marking rubber outsole with signature wave- siping™...

On Sale
Sperry Womens Candy Lace Mesh Boat Shoe
  • Ecru

Sperry Womens Candy Lace Mesh Boat Shoe

See Price in Cart

WAS: $84.99*

Quick Facts

material upper: textile mesh lining material: leather insole sole: non- marking rubber outsole with signature molded wave- siping™ for enhanced traction lace-

On Sale
Sperry Women's Authentic Original Float Boat Shoes
  • Peach

Sperry Women's Authentic Original Float Boat Shoes

See Price in Cart

WAS: $54.99*

Quick Facts

designed to be roomy- if you 're a half size, size down for best fit ... non- marking outsole with signature sperry molded wave- siping™ for enhanced

Sperry Women's Saltwater Chelsea Duck Boot
  • Dark Brown
  • Black

Sperry Women's Saltwater Chelsea Duck Boot

$129.99

Quick Facts

sole: non- marking rubber outsole with signature wave- siping™ technology for enhanced traction features a leather slip- on chelsea boot upper ... these boots feature a leather slip- on chelsea boot upper, with a rubber duck shell adding a preppy

New
Sperry Men's Top Sider Baitfish Flip Flop
  • Light Brown

Sperry Men's Top Sider Baitfish Flip Flop

$54.99

Quick Facts

baitfish sandals feature a leather thong strap and a cushioned rubber footbed, offering day- long comfort slip on molded siping ... rawhide detailing inspired by our iconic boat shoes gives these a nautical touch that 'll seem at home both on deck and at the

Sperry Women's Saltwater Duck Boot
  • Dark Beige
  • Tan

Sperry Women's Saltwater Duck Boot

$99.99

Quick Facts

sole: non- marking rubber outsole with signature wave- siping™ technology for enhanced traction rawhide barrel- tied laces and a premium leather inner lining true true

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