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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16 products
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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

New
Sperry Women's Slimboat Boat Shoe
  • Denim

Sperry Women's Slimboat Boat Shoe

$99.99

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:

Sperry Top-Sider Women's Authentic Original
  • Brown

Sperry Top-Sider Women's Authentic Original

$109.99

(507)

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 shock- absorbing eva heel cup for added comfort non- marking rubber outsole with razor- cut...

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5 TutuEmerson
Size up, then it will be a perfect fit. Runs narrow

5 patrticia
Well made, comfortable once broken in, great for Florida.

5 Hoda
High quality very comfy I love them so much definitely recommend to anyone who is looking for comfortable shoes

5 Sophie
This is the fifth pair of boat shoes I have owned over the years, they last a long time. I have always bought Sperry for their style and comfort. They always look good with casual clothes and right for most occasions.

5 Rocki Lu
I thought I was ordering the usual leather, but this shoe is so soft!! It immediately conformed to my foot. I love them!!( I am a Sperry hoarder. lol)

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

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Sperry Mens Authentic Original 2 Eye Boat Shoe

Sperry Mens Authentic Original 2 Eye Boat Shoe

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WAS: $99.99-$124.99*

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
  • Light Grey
  • Linen/Multi
  • Tan

Sperry Women's Angelfish Boat Shoe

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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

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

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

New
Sperry Womens Authentic Original 2 Eye Boat Shoe

Sperry Womens Authentic Original 2 Eye Boat Shoe

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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...

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

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

$109.99

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
  • Brown

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

$174.99

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
  • Oak

Sperry Men's Mako 2 Eye Boat Shoe

$109.99

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

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Sperry Women's Crest Vibe Sneakers

Sperry Women's Crest Vibe Sneakers

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WAS: $59.99-$64.99*