Sperry Top-Sider

Compare 608 products from 6 shops

Sperry Top-Sider, a nautical-inspired footwear brand founded in 1935, has become an icon of American preppy style. The brand's signature boat shoes, featuring the innovative non-slip "Razor Siping" sole, revolutionized maritime footwear and quickly gained popularity among sailors and fashion enthusiasts alike. Sperry's product range has expanded beyond its original boat shoes to include a variety of stylish and functional footwear options. The Authentic Original boat shoe remains a bestseller, available in classic leather and modern canvas versions. For a more casual look, Sperry offers sneakers like the Striper II CVO, blending nautical heritage with contemporary design. The brand also caters to various seasons and occasions with their collection of loafers, sandals, and boots, all incorporating Sperry's renowned comfort and traction technology. Embracing its nautical roots while appealing to a broader audience, Sperry attracts outdoor enthusiasts, preppy style aficionados, and those who appreciate quality craftsmanship. The brand's timeless appeal has been reinforced by its association with icons like President John F. Kennedy and actor Paul Newman. In recent years, Sperry has engaged in exciting collaborations with designers and expanded into international markets, further solidifying its position as a leader in casual footwear that seamlessly transitions from boat to street.

Compare 608 products from 6 shops

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Sperry Top-Sider

AO 2 Eye Mens Shoes White : 9.5 W (EE), Leather

Delivery: free

$100.00

Zappos

Sperry Top-Sider

Slimboat Womens Shoes Natural : 8.5 M (B), Polyester

Delivery: free

$110.00

Zappos

Sperry Top-Sider

Newton Boots Mens Boots Taupe : 11.5 M (D), Leather Gray

Delivery: free

$165.00

Zappos

-20%

Sperry Top-Sider

Sandy LTT Leather w/ Wave Womens Shoes White : 7.5 M (B)

Delivery: free

$67.95 ~~$85.00~~

Zappos

Sperry Top-Sider

Astor Womens Wedge Shoes White : 7.5 W (C), Leather

Delivery: free

$94.95

Zappos

Sperry Top-Sider

Topsider Cvo Mm Mens Shoes Cream : 10.5 M (D), Canvas White

Delivery: free

$80.00

Zappos

-35%

Sperry Top-Sider

Saltwater Winter Lux Leather Womens Boots Ivory/Black : 5.5 M (B), Rubber/Leather White

Delivery: free

$103.96 ~~$160.00~~

Zappos

BESTSELLER

Sperry Top-Sider

Gold Striper LTT Mens Shoes White : 10.5 M (D), Leather

Delivery: free

$150.00

Zappos

-27%

Sperry Top-Sider

Mens Top Sider Boat Shoe - Wide In Brown Buck

Delivery: free

$118.00 ~~$161.00~~

ShopSimon

-4%

Sperry Top-Sider

Womens Saltwater Duck Boot In Dark Beige

Delivery: free

$69.00 ~~$72.00~~

ShopSimon

-10%

Sperry Top-Sider

Mens Authentic Original Boat Shoe In Brown/white

Delivery: free

$70.00 ~~$78.00~~

ShopSimon

-28%

Sperry Top-Sider

Women Crest Twin Gore Slip On Shoes In Black

Delivery: free

$54.00 ~~$75.00~~

ShopSimon

Sperry Top-Sider

A/O 3 Eye Green boat shoes - men - Rubber/Calf Leather/Calf Leather - 11.5

Delivery: $10.00

$106.00

FARFETCH

-3%

Sperry Top-Sider

Top-Sider Bahama Boat Shoe In Bahama Black

Delivery: free

$58.00 ~~$60.00~~

ShopSimon

-39%

Sperry Top-Sider

Womens Bayside Loafer In Taupe Leather Brown

Delivery: free

$78.00 ~~$127.00~~

ShopSimon

-13%

Sperry Top-Sider

Womens Crest Vibe Canvas Sneaker In Navy Blue

Delivery: free

$60.00 ~~$69.00~~

ShopSimon

-21%

Sperry Top-Sider

Top-Sider Womens Bahama Core In Stone Oat Beige

Delivery: free

$60.00 ~~$75.60~~

ShopSimon

-26%

Sperry Top-Sider

Syren STS86768-001 Boots Womens 8 Black Faux Fur Ankle Block Heel KHD684

Delivery: free

$104.00 ~~$140.00~~

ShopSimon

-32%

Sperry Top-Sider

Womens Saltwater Duck Boot In Tan/dark Brown Black

Delivery: free

$95.00 ~~$140.00~~

ShopSimon

-39%

Sperry Top-Sider

Womens Saltwater Quilted Nylon Boot In Black

Delivery: free

$84.00 ~~$138.00~~

ShopSimon

-32%

Sperry Top-Sider

Womens Saltwater Duck Boots In Tan/navy Black

Delivery: free

$94.00 ~~$138.00~~

ShopSimon

-49%

Sperry Top-Sider

Mens Original Seacycled Boat Shoe In Taupe Gray

Delivery: free

$130.00 ~~$253.00~~

ShopSimon

-19%

Sperry Top-Sider

Mens Avenue Duck Boot In Tan/brown

Delivery: free

$82.00 ~~$101.00~~

ShopSimon

-44%

Sperry Top-Sider

Womens Saltwater Sherpa Bootie In Black

Delivery: free

$82.00 ~~$147.00~~

ShopSimon

-26%

Sperry Top-Sider

Womens Saltwater Quilted Duck Boot - Medium Width In Black

Delivery: free

$106.00 ~~$143.00~~

ShopSimon

-5%

Sperry Top-Sider

Mens Avenue Duck Synth Boot In Black

Delivery: free

$104.00 ~~$110.00~~

ShopSimon

Sperry Top-Sider Mens Striper 2 Cvo Hemp Shoes In Black

-11%

BESTSELLER

Sperry Top-Sider

Mens Striper 2 Cvo Hemp Shoes In Black

Delivery: free

$67.00 ~~$75.00~~

ShopSimon

-26%

Sperry Top-Sider

Authentic Original 2-Eye Flats WomensBrown Leather Boat Shoe GAL747

Delivery: free

$132.46 ~~$180.00~~

ShopSimon

-27%

Sperry Top-Sider

Mens Top Sider Boat Shoe - Medium In Brown Buck

Delivery: free

$118.00 ~~$161.00~~

ShopSimon

-27%

Sperry Top-Sider

Mens 2-Eye Boat Shoe - Medium In Amaretto Brown

Delivery: free

$118.00 ~~$161.00~~

ShopSimon

-37%

Sperry Top-Sider

Womens Crest Lug Suede Side Zip Sneakers In Black

Delivery: free

$72.00 ~~$115.00~~

ShopSimon

-7%

Sperry Top-Sider

Womens Float Slide Sandal In Black

Delivery: free

$40.00 ~~$43.00~~

ShopSimon

-17%

Sperry Top-Sider

Womens Rosefish 3 Eye Shoes In Linen/oat

Delivery: free

$78.00 ~~$94.00~~

ShopSimon

-25%

Sperry Top-Sider

Top-Sider Womens Leather Boat Shoes In Orange

Delivery: free

$81.00 ~~$107.50~~

ShopSimon

-31%

Sperry Top-Sider

Womens Saltwater Tall Rain Boots In Navy Blue

Delivery: free

$86.00 ~~$124.00~~

ShopSimon

Sperry Top-Sider Womens Crest Vibe Linen Sneakers In Navy

-11%

BESTSELLER

Sperry Top-Sider

Womens Crest Vibe Linen Sneakers In Navy Blue

Delivery: free

$65.00 ~~$73.00~~

ShopSimon

-11%

Sperry Top-Sider

Mens Striper Ii Cvo Sneaker In Navy Blue

Delivery: free

$65.00 ~~$73.00~~

ShopSimon

-6%

Sperry Top-Sider

Womens Pier View Slide On Sneaker In Fray Navy Blue

Delivery: free

$66.00 ~~$70.00~~

ShopSimon

-22%

Sperry Top-Sider

Striper II Pride STS25281 SneakerBlue Denim Slip-On Shoes GAL87

Delivery: free

$69.99 ~~$90.00~~

ShopSimon

-25%

Sperry Top-Sider

Bahama II STS23982 Sneaker Mens Blue Twill Half Boat Shoes ZPO3881

Delivery: free

$60.00 ~~$80.00~~

ShopSimon

-26%

Sperry Top-Sider

Top-Sider STS22933-410 Mens Blue Suede Slip-On Casual Shoes JOBB829

Delivery: free

$140.00 ~~$190.00~~

ShopSimon

Sperry Top-Sider

Saltwater STS86775 Womens Brown Waterproof Duck Boots JOBB644

Delivery: free

$140.00

ShopSimon

-7%

Sperry Top-Sider

Mens Float Slide Sandal In Navy Blue

Delivery: free

$40.00 ~~$43.00~~

ShopSimon

-11%

Sperry Top-Sider

Womens Waveside Back Strap Sandals In Tan Brown

Delivery: free

$67.00 ~~$75.00~~

ShopSimon

-25%

Sperry Top-Sider

Womens Authentic Original Stacked Boat Shoe In White

Delivery: free

$82.00 ~~$110.00~~

ShopSimon

-11%

Sperry Top-Sider

Mens Striper Ii Slip On Sneaker In White

Delivery: free

$65.00 ~~$73.00~~

ShopSimon

-39%

Sperry Top-Sider

Womens Moc-Sider Bootie In Grey Nylon Gray

Delivery: free

$67.00 ~~$110.00~~

ShopSimon

-7%

Sperry Top-Sider

Womens Float Slide Sandal In Peach Pink

Delivery: free

$40.00 ~~$43.00~~

ShopSimon

-5%

Sperry Top-Sider

Girls Bahama Platforms In White

Delivery: free

$52.00 ~~$55.00~~

ShopSimon

-27%

Sperry Top-Sider

Bermuda Ltt Sneakers Womens Black Leather Slip On Shoes VER268

Delivery: free

$79.95 ~~$110.00~~

ShopSimon

-26%

Sperry Top-Sider

Womens Saltwater Duck Boot In Tan/dark Brown

Delivery: free

$106.00 ~~$143.00~~

ShopSimon

-13%

Sperry Top-Sider

Womens Crest Vibe Textured Denim Sneaker In Textile Rose

Delivery: free

$60.00 ~~$69.00~~

ShopSimon

-11%

Sperry Top-Sider

Mens Striper Ii Cvo Sneaker In Washable Grey

Delivery: free

$65.00 ~~$73.00~~

ShopSimon

-11%

Sperry Top-Sider

Mens Striper Ii Cvo Sneakers In Chino

Delivery: free

$65.00 ~~$73.00~~

ShopSimon

Sperry Top-Sider

Cold Bay Duck Boot in Brown/Coffee at Nordstrom Rack, Size 8.5

Delivery: $9.95

$39.97

Nordstrom Rack

Sperry Top-Sider

AO 2 Eye Mens Shoes Other Brown : 10.5 M (D), Leather

Delivery: free

$100.00

Zappos

Sperry Top-Sider

Avenue Waterproof Duck Boot in Black at Nordstrom Rack, Size 9.5

Delivery: $9.95

$49.97

Nordstrom Rack

Sperry Top-Sider

AO 1 Eye Mens Shoes Brown : 10.5 M (D), Leather

Delivery: free

$110.00

Zappos

Sperry Top-Sider

Leeward Leather Boat Shoe in Brown at Nordstrom Rack, Size 10.5

Delivery: $9.95

$49.97

Nordstrom Rack

Sperry Top-Sider

AO 2 Eye Mens Shoes Brown : 11.5 M (D), Leather

Delivery: free

$110.00

Zappos

Sperry Top-Sider

Authentic Original Two-Eyelet Boat Shoe in Medium Beige at Nordstrom Rack, Size 9

Delivery: $9.95

$49.97

Nordstrom Rack

Sperry Top-Sider Womens Crest Vibe Mule In Smoke Pearl

-13%

BESTSELLER

Sperry Top-Sider

Womens Crest Vibe Mule In Smoke Pearl

Delivery: free

$60.00 ~~$69.00~~

ShopSimon

Sperry Top-Sider

Seaport Penny Womens Shoes New Black : 10 M (B), Leather

Delivery: free

$105.00

Zappos

-39%

Sperry Top-Sider

Gold Cup Boat Mens Slip on Shoes Amaretto : 9.5 M (D), Leather

Delivery: free

$115.00 ~~$190.00~~

Zappos

-11%

Sperry Top-Sider

Mens Striper Ii Cvo Sneaker In Navy Tonal

Delivery: free

$65.00 ~~$73.00~~

ShopSimon

-11%

Sperry Top-Sider

Womens Plushwave 3D Boot In Black

Delivery: free

$143.00 ~~$160.00~~

ShopSimon

-11%

Sperry Top-Sider

Mens Striper Ii Cvo Sneakers In Grey Gray

Delivery: free

$65.00 ~~$73.00~~

ShopSimon

-25%

Sperry Top-Sider

Gold Tumbled Mens Gray Leather 2-Eye Slip On Boat Shoes GAL437

Delivery: free

$149.99 ~~$200.00~~

ShopSimon

-25%

Sperry Top-Sider

Moc-Sider Mens Brown Suede Round Toe Slip-On Casual Shoes JOBB1096

Delivery: free

$164.99 ~~$220.00~~

ShopSimon

-11%

Sperry Top-Sider

Womens Crest Vibe Linen Sneaker In Gray

Delivery: free

$65.00 ~~$73.00~~

ShopSimon

-35%

Sperry Top-Sider

Womens Eye Montana Shoes In Gray

Delivery: free

$108.00 ~~$165.00~~

ShopSimon

-36%

Sperry Top-Sider

Womens Meritime Winter Boots In Black

Delivery: free

$134.00 ~~$209.00~~

ShopSimon

Sperry Top-Sider

Moc-Sider Mule Womens Gray Suede Moc Toe Casual Shoes JOBB564

Delivery: free

$75.00

ShopSimon

-13%

Sperry Top-Sider

Womens Crest Vibe Mule In White

Delivery: free

$60.00 ~~$69.00~~

ShopSimon

-40%

Sperry Top-Sider

Womens Soletide Premium Montana Shoes In Ivory White

Delivery: free

$72.00 ~~$120.00~~

ShopSimon

-11%

Sperry Top-Sider

Womens Waveside Back Strap Sandals In Ivory White

Delivery: free

$67.00 ~~$75.00~~

ShopSimon

-7%

Sperry Top-Sider

Womens Float Slide Sandal In White

Delivery: free

$40.00 ~~$43.00~~

ShopSimon

-20%

Sperry Top-Sider

Men Striper Ii Slip On Sneakers In White

Delivery: free

$52.00 ~~$65.00~~

ShopSimon

-20%

Sperry Top-Sider

Womens Plushwave Trainer Boat Shoe In Rose White

Delivery: free

$72.00 ~~$90.00~~

ShopSimon

-27%

Sperry Top-Sider

Crest Vibe Sport STS89440 Sneakers Womens Grey Lifestyle Shoes GAL564 Gray

Delivery: free

$79.99 ~~$110.00~~

ShopSimon

-54%

Sperry Top-Sider

Plushwave 3D STS88071 Boots Womens US 7.5 Gray Waterproof Ankle KHD457

Delivery: free

$80.95 ~~$175.00~~

ShopSimon

Sperry Top-Sider

Plushwave 3D STS88071 Boots Womens Gray Waterproof Ankle JOBB628

Delivery: free

$160.00

ShopSimon

-33%

Sperry Top-Sider

Saltwater STS87775 Womens Ivory Waterproof Tall Duck Boots JOBB1643 White

Delivery: free

$160.00 ~~$240.00~~

ShopSimon

-47%

Sperry Top-Sider

Womens Crest Vibe Platform Sneaker In Snake White

Delivery: free

$109.00 ~~$205.00~~

ShopSimon

Sperry Top-Sider

Authentic Original two-eyelet boat shoes - women - Rubber/Leather/Leather - 6.5 - Brown

Delivery: $10.00

$75.00

FARFETCH

Sperry Top-Sider

leather boat shoes - women - Rubber/Leather/Leather - 10.5 - Black

Delivery: $10.00

$75.00

FARFETCH

-31%

Sperry Top-Sider

Authentic Original 2-Eye boat shoes - unisex - Rubber/Calf Leather/Calf Leather - 9.5 - Black

Delivery: $10.00

$95.00 ~~$138.00~~

FARFETCH

Sperry Top-Sider

Leeward 2 Brown boat shoes - men - Leather/Calf Leather/Rubber - 7.5

Delivery: $10.00

$95.00

FARFETCH

Sperry Top-Sider

Authentic Original deck-shoes - men - Rubber/Calf Leather - 40.5 - Brown

Delivery: $10.00

$94.00

FARFETCH

Sperry Top-Sider

Davenport Penny Driver Beige loafers - men - Calf Leather/Rubber/Calf Leather - 11.5 - Brown

Delivery: $10.00

$95.00

FARFETCH

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