Topsider Boat Shoes

Discover the perfect blend of style and functionality with our top-sider boat shoes collection. Designed for comfort and durability, these shoes feature non-slip soles and water-resistant materials, making them ideal for both on and off the water. Enjoy a classic look with versatile designs that pair effortlessly with any outfit. Whether you're sailing, fishing, or enjoying a day out, our top-sider boat shoes provide the support and traction you need. Step into summer with confidence and style in every stride.

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

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

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WAS: $109.99-$129.99*

Quick Facts

With relaxed office attire and basic comfort a top priority the billfish delivers. ... They need to be broken in and the insoles are n't quite right but it is my favorite shoes ever for the next twenty

Sperry Men's Topsider CVO Shoe
  • Olive
  • Navy

Sperry Men's Topsider CVO Shoe

$74.99

Quick Facts

sole: non - marking rubber outsole with signature wave - siping™ technology for enhanced traction crafted from lightweight, but durable, canvas ... here, the men's topsider cvo has been crafted from lightweight, but durable, canvas, in classic colors as always,...

Sperry Top-Sider Women's Authentic Original
  • Brown

Sperry Top-Sider Women's Authentic Original

$109.99

(507)

please note: shoes may not ship in original box created in 1935, the sperry top sider ® authentic original is the blueprint for the american boat shoe, and the cornerstone of classic nautical

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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)

Columbia Men's PFG Boatside Relaxed Shoes
  • Espresso/Sand
  • Grill

Columbia Men's PFG Boatside Relaxed Shoes

$79.99

(16)

the boatside has a relaxed fit and a thick foam cushioned omni - grip™ lt midsole/outsole that provides a very comfortable feel and fresh aesthetic to compliment the pfg lifestyle relaxed fit for enhanced comfort and easy off and on. collapsible heel mix of textile, synthetic,...

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5 Matt
[ Overall nice shoes. Fit seemed a little bit larger than others of the same size I have ordered but they are comfortable.

5 Norm
[ These Boatside shoes fit perfectly and are very comfortable to wear! I have multiple colors.

5 Audi4me
[ Relaxed fit. Very comfortable. I bought these shoes in 2 colors

5 Justin
[ My wife loves these shoes, they can go with almost anything. I bought in 2 different colors

5 Justin
[ Extremely comfortable and stylish. Can be worn with shorts, jeans or slacks!

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

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

$124.99

WAS: $124.99-$179.99*

Quick Facts

signature 360° lacing system™ for a snug fit famous razor - cut wave - siping™ outsole for stability and grip in wet conditions ... our iconic authentic original™ 2 - eye boat shoe has been reimagined with a raised double sole, to keep you standing...

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

Sperry Women's Authentic Original Float Boat Shoes

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WAS: $54.99*

Quick Facts

breathable “ portholes ” on top - side keep feet fresh strategically placed “ gills ” that drain water ... non - marking outsole with signature sperry molded wave - siping™ for enhanced

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

Sperry Men's Top Sider Baitfish Flip Flop

$54.99

Quick Facts

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

Sperry Men's Topsider Mini Lug Captain's Oxford Shoe
  • Amaretto

Sperry Men's Topsider Mini Lug Captain's Oxford Shoe

$139.99

Quick Facts

the timeless upper sits atop a mini lug outsole that brings a bold, rugged touch to a silhouette born at sea. ... crafted from premium leather, these smart lace ups are rooted in prep wear tradition and feature moccasin stitching

On Sale
Sperry Mens Authentic Original 2 Eye Boat Shoe

Sperry Mens Authentic Original 2 Eye Boat Shoe

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WAS: $99.99-$144.99*

Quick Facts

as always these are outfitted with our signature 360° lacing system™ for a snug fit and our famous razor - cut wave - siping™ outsole for stability and grip in wet

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

Sperry Men's Authentic Original 1-Eye Boat Shoe

$104.99

Quick Facts

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

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

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

New
Sperry Women's Authentic Original 2 Eye LiteBoat Shoe
  • Pink

Sperry Women's Authentic Original 2 Eye LiteBoat Shoe

$84.99

Quick Facts

lacing system™ as always a razor - cut wave - siping™ outsole makes these anti - slip 360 laces ... our iconic authentic original™ 2 - eye boat shoe has been reimagined, with lightweight recycled linen used for the...

On Sale
Sperry Womens Authentic Original 2 Eye Boat Shoe

Sperry Womens Authentic Original 2 Eye Boat Shoe

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WAS: $84.99-$109.99*

Quick Facts

our signature 360° lacing system™ offers a customizable fit, while our famous razor - cut wave - siping™ outsole offers superior traction on wet

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

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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...

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

Sperry Women's Rosefish 3 Eye Boat Shoe

$99.99

Quick Facts

mesh detailing on the side panelling promotes breathability and offers a touch of visual contrast a memory foam footbed compliments the 360° lacing system™, while our signature wave - siping™ technology offers superior traction on wet

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 boat shoe that started it

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

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

Sperry Women's Authentic Original 2 Eye Perforated Boat Shoe

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WAS: $119.99-$144.99*

Quick Facts

our iconic authentic original 2 - eye boat shoe gets an eye - catching makeover. ... 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...

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

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

$124.99

Quick Facts

this modern, fashion- forward take on our classic authentic original™ boat shoe is for those who want a bold look. ... 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...

On Sale
Sperry Women's Keely Boat Shoe
  • Black

Sperry Women's Keely Boat Shoe

$87.99

WAS: $109.99*

Quick Facts

these slightly streamlined boaters sit atop a sportier, flexible midsole that offers superior comfort for day - long active wear. ... 360° lacing system& trade; technology for a customized fit material upper: leather non -

Timberland Men's Classic Lug Casual Shoes
  • Brown

Timberland Men's Classic Lug Casual Shoes

$124.99

Quick Facts

premium leather uppers hand sewn upper is stitched to the midsole and cemented to the outsole for durability 360° rawhide lacing system provides a custom fit leather lining and footbed for quality craftsmanship full - length eva insert with a layer of poron® foam for forefoot...

Columbia Men's PFG Boatside Breathe Shoes
  • Stratus/Nocturnal

Columbia Men's PFG Boatside Breathe Shoes

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WAS: $64.99-$79.99*

(7)

the boatside has a relaxed fit and a thick foam cushioned omni - grip™ lt midsole/outsole that provides a very comfortable feel and fresh aesthetic to compliment the pfg lifestyle the breathe version has an open mesh for hanging out by the dock relaxed fit for enhanced comfort and...

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5 Oe98
Bought less than a month ago i get a ton of compliments on them and they ate comfortable

5 Kartik
[ Light weight yet sturdy and comfortable. Goes well with all kind of dressing

5 Chuck
[ I was looking for a nice brown causally shoe snd this one is very comfortable and look good on just what I was looking for.

5 TomJ
[ Very good and stylish shoes. I wish that they were available in half sizes. Size 11 is a little short.

4 Dk
[ I love the shoes, but wish they were offered in 1/2 sizes. 12 is just a little floppy. But I 'm an 11. 5 in all my columbia shoes, so it was expected. Would give 5 stars if they were available in 11. 5

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New
Sperry Women's Slimboat Boat Shoe

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WAS: $99.99-$119.99*

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

Sperry Men's Mako 2 Eye Boat Shoe

See Price in Cart

WAS: $109.99-$114.99*