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Sperry Top-Sider Loafers for Men

Mr. Paul Sperry, an avid New England sailor, invented the world's first boat shoe in 1935, when trying to replicate the traction his dog's paws had on an icy surface. He aimed to bring the non-slip grooves to a new range of practical boat shoes, and the rest is history. The brand now delivers a full range of men's Sperry Top-Sider loafers, brogues, boots and accessories, ideal for sailors and casual fashion fans alike. The men's Sperry Top-Sider loafers collection features everything from timeless boat shoes to penny loafers and driving shoes 'all beautifully crafted with an authentic, retro appearance.

We've found 119 products
from 10 of our partner stores

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119 results
Sperry Top-Sider Mini Lug Captain's Oxford Loafers - Brown
$140
Sperry Top-SiderMini Lug Captain's Oxford Loafers - Brown
From Shopbop
Sperry Top-Sider Authentic Original 2-Eye Lug Shoes - Brown
$140
Sperry Top-SiderAuthentic Original 2-Eye Lug Shoes - Brown
From Shopbop
About :
Mr. Paul Sperry, an avid New England sailor, invented the world's first boat shoe in 1935, when trying to replicate the traction his dog's paws had on an icy surface. He aimed to bring the non-slip grooves to a new range of practical boat shoes, and the rest is history. The brand now delivers a full range of men's Sperry Top-Sider loafers, brogues, boots and accessories, ideal for sailors and casual fashion fans alike. The men's Sperry Top-Sider loafers collection features everything from timeless boat shoes to penny loafers and driving shoes 'all beautifully crafted with an authentic, retro appearance.
Sperry Top-Sider Mini Lug 3-Eye Shoes - Multicolor
$140
Sperry Top-SiderMini Lug 3-Eye Shoes - Multicolor
From Shopbop
Sperry Top-Sider Authentic Original 2-Eye Boat Shoes - Brown
$110
Sperry Top-SiderAuthentic Original 2-Eye Boat Shoes - Brown
From Shopbop
Sperry Top-Sider Cup Ao 2-Eye Boat Shoes - Brown
$195
Sperry Top-SiderCup Ao 2-Eye Boat Shoes - Brown
From Shopbop
Sperry Top-Sider Cup Prescott 1-Eye Leather Boat Shoes - Brown
$205
Sperry Top-SiderCup Prescott 1-Eye Leather Boat Shoes - Brown
From Shopbop
Sperry Top-Sider Authentic Original Cloud Boat Shoes - Black
$135
Sperry Top-SiderAuthentic Original Cloud Boat Shoes - Black
From Shopbop
Sperry Top-Sider Cup Cambrige Penny Loafers - Brown
$195
Sperry Top-SiderCup Cambrige Penny Loafers - Brown
From Shopbop
Sperry Top-Sider Authentic Original 3-Eye Boat Shoes - Brown
$120
Sperry Top-SiderAuthentic Original 3-Eye Boat Shoes - Brown
From Shopbop
Sperry Top-Sider Ripple Resort Boat Shoes - White
Was $130
$130
Now $65
$65
Sperry Top-SiderRipple Resort Boat Shoes - White
From Shopbop
Sale
Sperry Top-Sider Cup Authentic Original 2 Eye Nubuck Boat Shoes - Brown
$195
Sperry Top-SiderCup Authentic Original 2 Eye Nubuck Boat Shoes - Brown
From Shopbop
Sperry Top-Sider Authentic Original 2 Eye Nubuck Boat Shoes - Black
Was $110
$110
Now $33
$33
Sperry Top-SiderAuthentic Original 2 Eye Nubuck Boat Shoes - Black
From Shopbop
Sale
Sperry Top-Sider Authentic Original Leather Venetian Loafers - Brown
$110
Sperry Top-SiderAuthentic Original Leather Venetian Loafers - Brown
From Shopbop
Sperry Top-Sider Cup Prescott Boat Shoes - Brown
Was $195
$195
Now $117
$117
Sperry Top-SiderCup Prescott Boat Shoes - Brown
From Shopbop
Sale
Sperry Top-Sider Authentic Original 2 Eye Ripple Resort Boat Shoes - Blue
Was $130
$130
Now $52
$52
Sperry Top-SiderAuthentic Original 2 Eye Ripple Resort Boat Shoes - Blue
From Shopbop
Sale
Sperry Top-Sider Cup Authentic Original 2 Eye Nubuck Boat Shoes - White
$195
Sperry Top-SiderCup Authentic Original 2 Eye Nubuck Boat Shoes - White
From Shopbop
Sperry Top-Sider Authentic Original Leather Venetian Loafers - White
Was $130
$130
Now $52
$52
Sperry Top-SiderAuthentic Original Leather Venetian Loafers - White
From Shopbop
Sale
Sperry Top-Sider Authentic Original 2 Eye Nubuck Boat Shoes - Red
Was $110
$110
Now $44
$44
Sperry Top-SiderAuthentic Original 2 Eye Nubuck Boat Shoes - Red
From Shopbop
Sale
Sperry Top-Sider Cup Prescott Boat Shoes - Brown
Was $205
$205
Now $123
$123
Sperry Top-SiderCup Prescott Boat Shoes - Brown
From Shopbop
Sale
Sperry Top-Sider Anchored Harbor Round-toe Loafers - Brown
$110
Sperry Top-SiderAnchored Harbor Round-toe Loafers - Brown
From Macy's
Sperry Top-Sider Cup Authentic Original 2-Eye Boat Shoe - Brown
$195
Sperry Top-SiderCup Authentic Original 2-Eye Boat Shoe - Brown
From Nordstrom
Sperry Top-Sider Cup Woven Penny Loafer - Brown
$200
Sperry Top-SiderCup Woven Penny Loafer - Brown
From Nordstrom
Sperry Top-Sider Gold Cup Prescott 1-eye Shoes - Brown
$205
Sperry Top-SiderGold Cup Prescott 1-eye Shoes - Brown
From Macy's
Sperry Top-Sider Cambridge Penny Loafers - Brown
$195
Sperry Top-SiderCambridge Penny Loafers - Brown
From Macy's
Sperry Top-Sider Authentic Original 2-Eye Boat Shoes - Brown
$202
Sperry Top-SiderAuthentic Original 2-Eye Boat Shoes - Brown
From FARFETCH
Sperry Top-Sider Orland 2-Eye Driver Shoes - Brown
$120
Sperry Top-SiderOrland 2-Eye Driver Shoes - Brown
From Bloomingdale's
Sperry Top-Sider Authentic Original 2-Eye Woven Boat Shoes - Brown
$110
Sperry Top-SiderAuthentic Original 2-Eye Woven Boat Shoes - Brown
From Bloomingdale's
Sperry Top-Sider Harpoon Crush Loafer - Blue
$60
Sperry Top-SiderHarpoon Crush Loafer - Blue
From Nordstrom Rack
Sperry Top-Sider Water Strider Perforated Loafers - Red
$13
Sperry Top-SiderWater Strider Perforated Loafers - Red
From FARFETCH
Sperry Top-Sider X Colbo Ao - Multicolor
Was $275
$275
Now $193
$193
Sperry Top-SiderX Colbo Ao - Multicolor
From FWRD
Sale
Sperry Top-Sider X Colbo Ao - Brown
Was $275
$275
Now $207
$207
Sperry Top-SiderX Colbo Ao - Brown
From FWRD
Sale
Sperry Top-Sider Cup Authentic Original Boat Shoe - Brown
$195
Sperry Top-SiderCup Authentic Original Boat Shoe - Brown
From DSW
Sperry Top-Sider Cloud Authentic Original Lux Boat Shoe - Brown
$60
Sperry Top-SiderCloud Authentic Original Lux Boat Shoe - Brown
From Nordstrom Rack
Sperry Top-Sider Boat Shoe - Natural
$50
Sperry Top-SiderBoat Shoe - Natural
From Nordstrom Rack
Sperry Top-Sider Lou Boat Shoe - Brown
$80
Sperry Top-SiderLou Boat Shoe - Brown
From Nordstrom Rack
Sperry Top-Sider Harpoon Boat Shoe - Brown
$40
Sperry Top-SiderHarpoon Boat Shoe - Brown
From Nordstrom Rack
Sperry Top-Sider Authentic Original 2-Eye Lite Boat Shoe - Gray
$40
Sperry Top-SiderAuthentic Original 2-Eye Lite Boat Shoe - Gray
From Nordstrom Rack
Sperry Top-Sider Billfish 3-Eye Boat Shoe - Black
$60
Sperry Top-SiderBillfish 3-Eye Boat Shoe - Black
From Nordstrom Rack
Sperry Top-Sider Billfish 3-Eye Boat Shoe - Brown
$60
Sperry Top-SiderBillfish 3-Eye Boat Shoe - Brown
From Nordstrom Rack
Sperry Top-Sider Leeward 2-Eye Boat Shoe - White
$50
Sperry Top-SiderLeeward 2-Eye Boat Shoe - White
From Nordstrom Rack
Sperry Top-Sider Chunky Penny Fuzzy Sts88881 - Black
Was $110
$110
Now $54
$54
Sperry Top-SiderChunky Penny Fuzzy Sts88881 - Black
From ShopSimon
Sale
Sperry Top-Sider Harpswell Venetian Loafer - Brown
$195
Sperry Top-SiderHarpswell Venetian Loafer - Brown
From Nordstrom
Sperry Top-Sider Harpswell Venetian Loafer - Blue
$195
Sperry Top-SiderHarpswell Venetian Loafer - Blue
From Nordstrom
Sperry Top-Sider Authentic Original 2-Eye Ripple Boat Shoe - Gray
Was $140
$140
Now $91
$91
Sperry Top-SiderAuthentic Original 2-Eye Ripple Boat Shoe - Gray
From Nordstrom
Sale
Sperry Top-Sider Authentic Original 2-Eye Ripple Boat Shoe - Brown
Was $140
$140
Now $91
$91
Sperry Top-SiderAuthentic Original 2-Eye Ripple Boat Shoe - Brown
From Nordstrom
Sale
Sperry Top-Sider 1 Driver Boat Shoe - Brown
Was $180
$180
Now $108
$108
Sperry Top-Sider1 Driver Boat Shoe - Brown
From Nordstrom Rack
Sale
Sperry Top-Sider Authentic Original 3-Eye Lug Sole Boat Shoe - Black
Was $70
$70
Now $50
$50
Sperry Top-SiderAuthentic Original 3-Eye Lug Sole Boat Shoe - Black
From Nordstrom Rack
Sale
Sperry Top-Sider Cup Authentic Original 2-Eye Boat Shoe - Brown
$140
Sperry Top-SiderCup Authentic Original 2-Eye Boat Shoe - Brown
From Nordstrom Rack
Showing 48 of 119

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