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.

Filter
Sort: Best Selling
Filter
activity
(18)
(1)
gender
(10)
(9)
product type
(15)
(2)
(2)
Men's Shoe Size
6.5(1)
10.0(7)
7.0(8)
16.0(1)
8.0(5)
14.0(5)
12.5(1)
6.0(1)
9.5(7)
11.0(7)
View All Sizes +
Women's Shoe Size
shoe width
color
Price
19 products
View:  All|19 Products
Sperry Men's Davenport Venetian Loafer
  • Medium Beige
  • Amaretto

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

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

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

Sperry Women's Angelfish Boat Shoe

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
  • Ivory
  • Tan

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

See Price in Cart

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

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...

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

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...

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

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

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 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™...

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

You may also like...

New
Sperry Women's Slimboat Boat Shoe

Sperry Women's Slimboat Boat Shoe

See Price in Cart

WAS: $99.99-$109.99*