Men's Shoes › Waterproof › sperry top sider breaker leather

Sperry Top-Sider A/O 2-Eye Pullup - Mens 10 Navy Oxford Medium

*It's the authentic original boat shoe from Sperry Top-Sider®, ready for every ship and shore adventure *Pull-up leather upper is stain and water resistant *Genuine handsewn Tru-Moc construction *360° lacing system with rustproof eyelets *Cushioned... more

Newman Chelsea Boot

Men's Sperry Top-Sider Newman Chelsea Boot - Brown - Casual boots It's all in the details. The stylish Newman Chelsea boot from Sperry features a classic silhouette with elevated features. Enhanced with a smooth leather construction as well as a sleek... more

Cold Bay Duck Boot

Men's Sperry Top-Sider Cold Bay Duck Boot - Black - Casual boots Take on chilly days in the Sperry Cold Bay duck boot. The cushioned details and rubber sole with Wave-SipingTM combine for a comfortable and secure addition to your wardrobe. Waterproof... more

Float Duck Boot

Men's Sperry Top-Sider Float Duck Boot - Green - Casual boots No weathered day is a match for the Float duck boot from Sperry. The lightweight EVA design ensures a waterproof fit, while the SeaCycledTM woven upper proves a sustainable addition to your... more

Sperry Top-Sider Billfish 3-Eye - Mens 10.5 Black Slip On Medium

*Reel in the big one with this comfortable, supportive boat shoe *Stain-/water-resistant leather upper for durable, lasting wear *Removable cushioned insole *Air Mesh upper panels for cool, breathable comfort *Non-marking rubber sole with Wave-Siping™... more

Sperry Top-Sider A/O 2-Eye Pullup - Mens 7.5 Navy Oxford Medium

*It's the authentic original boat shoe from Sperry Top-Sider®, ready for every ship and shore adventure *Pull-up leather upper is stain and water resistant *Genuine handsewn Tru-Moc construction *360° lacing system with rustproof eyelets *Cushioned... more

Sperry Top-Sider Mako 2-Eye Canoe Moc - Mens 10 Brown Oxford Medium

*Rugged good looks with enhanced comfort and support *Stain/water-resistant leather upper for durable, lasting wear *Dual-density insole with cushion midsole for under-foot comfort *Non-marking rubber sole with razor-cut Wave-Siping™ for wet/dry... more

Sperry Top-Sider Cold Bay - Mens 11.5 Tan Boot Medium

*A waterproof winter boot that lets you navigate through the season in style *Waterproof, seam-sealed full grain leather upper and synthetic foot *Lace-up closure *200g Thinsulate™ lining is comfort-rated to -25°F *Cushioned footbed *Non-marking siped... more

Sperry Top-Sider Mako 2-Eye Canoe Moc - Mens 7.5 Brown Oxford Medium

*Rugged good looks with enhanced comfort and support *Stain/water-resistant leather upper for durable, lasting wear *Dual-density insole with cushion midsole for under-foot comfort *Non-marking rubber sole with razor-cut Wave-Siping™ for wet/dry... more

Sperry Top-Sider Mako 2-Eye Canoe Moc - Mens 10 Brown Oxford W

*Rugged good looks with enhanced comfort and support *Stain/water-resistant leather upper for durable, lasting wear *Dual-density insole with cushion midsole for under-foot comfort *Non-marking rubber sole with razor-cut Wave-Siping™ for wet/dry... more

Sperry Top-Sider Mako 2-Eye Canoe Moc - Mens 10.5 Tan Oxford Medium

*Rugged good looks with enhanced comfort and support *Stain/water-resistant leather upper for durable, lasting wear *Dual-density insole with cushion midsole for under-foot comfort *Non-marking rubber sole with razor-cut Wave-Siping™ for wet/dry... more

Sperry Top-Sider Cold Bay 3-Eye - Mens 8.5 Brown Oxford Medium

*Waterproof rubber shell and leather upper *Lace-up front closure with 3-row metal eyelets *Cushioned footbed *Microfleece lining with 200g Thinsulate™ for added warmth *Cushioned footbed *Non-marking rubber lug outsole with molded Wave-Siping™... more

Sperry Top-Sider Billfish 3-Eye - Mens 8.5 Tan Slip On XW

*Reel in the big one with this comfortable, supportive boat shoe *Stain-/water-resistant leather upper for durable, lasting wear *Removable cushioned insole *Air Mesh upper panels for cool, breathable comfort *Non-marking rubber sole with Wave-Siping™... more

Sperry Top-Sider Mako 2-Eye Canoe Moc - Mens 11.5 Brown Oxford Medium

*Rugged good looks with enhanced comfort and support *Stain/water-resistant leather upper for durable, lasting wear *Dual-density insole with cushion midsole for under-foot comfort *Non-marking rubber sole with razor-cut Wave-Siping™ for wet/dry... more

Sperry Top-Sider Avenue Duck - Mens 12 Tan Boot Medium

*Keep your style going strong, even in harsh conditions *Stain and water-resistant leather shaft and rubber foot *6-1/2" shaft height *Waterproof, seam-sealed construction keeps feet dry *Shaft is lined in thermal insulation *Non-marking rubber lug... more

Sperry Top-Sider Billfish 3-Eye - Mens 9 Tan Slip On XW

*Reel in the big one with this comfortable, supportive boat shoe *Stain-/water-resistant leather upper for durable, lasting wear *Removable cushioned insole *Air Mesh upper panels for cool, breathable comfort *Non-marking rubber sole with Wave-Siping™... more

Sperry Top-Sider Billfish 3-Eye - Mens 11 Tan Slip On Medium

*Reel in the big one with this comfortable, supportive boat shoe *Stain-/water-resistant leather upper for durable, lasting wear *Removable cushioned insole *Air Mesh upper panels for cool, breathable comfort *Non-marking rubber sole with Wave-Siping™... more

Sperry Top-Sider Mako 2-Eye Canoe Moc - Mens 11.5 Tan Oxford Medium

*Rugged good looks with enhanced comfort and support *Stain/water-resistant leather upper for durable, lasting wear *Dual-density insole with cushion midsole for under-foot comfort *Non-marking rubber sole with razor-cut Wave-Siping™ for wet/dry... more

Sperry Top-Sider Mako 2-Eye Canoe Moc - Mens 8.5 Tan Oxford W

*Rugged good looks with enhanced comfort and support *Stain/water-resistant leather upper for durable, lasting wear *Dual-density insole with cushion midsole for under-foot comfort *Non-marking rubber sole with razor-cut Wave-Siping™ for wet/dry... more

Sperry Top-Sider Avenue Duck - Mens 7.5 Black Boot Medium

*Keep your style going strong, even in harsh conditions *Stain and water-resistant leather shaft and rubber foot *6-1/2" shaft height *Waterproof, seam-sealed construction keeps feet dry *Shaft is lined in thermal insulation *Non-marking rubber lug... more

Sperry Top-Sider Avenue Duck - Mens 10 Tan Boot Medium

*Keep your style going strong, even in harsh conditions *Stain and water-resistant leather shaft and rubber foot *6-1/2" shaft height *Waterproof, seam-sealed construction keeps feet dry *Shaft is lined in thermal insulation *Non-marking rubber lug... more

Sperry Top-Sider Saltwater Boot Core - Mens 10 Brown,Blue Boot Medium

*Leather upper with waterproof duck-inspired rubber foot shell keeps feet dry in wet conditions *Ankle-high shaft *Lace-up front closure with rounded laces and metal eyelets *Microfleece lining provides warmth underfoot *Cushioned footbed *Non-marking... more

Sperry Top-Sider Billfish 3-Eye - Mens 9.5 Tan Slip On Medium

*Reel in the big one with this comfortable, supportive boat shoe *Stain-/water-resistant leather upper for durable, lasting wear *Removable cushioned insole *Air Mesh upper panels for cool, breathable comfort *Non-marking rubber sole with Wave-Siping™... more

Sperry Top-Sider Billfish 3-Eye - Mens 11 Black Slip On Medium

*Reel in the big one with this comfortable, supportive boat shoe *Stain-/water-resistant leather upper for durable, lasting wear *Removable cushioned insole *Air Mesh upper panels for cool, breathable comfort *Non-marking rubber sole with Wave-Siping™... more

Sperry Top-Sider A/O 2-Eye Pullup - Mens 10.5 Navy Oxford Medium

*It's the authentic original boat shoe from Sperry Top-Sider®, ready for every ship and shore adventure *Pull-up leather upper is stain and water resistant *Genuine handsewn Tru-Moc construction *360° lacing system with rustproof eyelets *Cushioned... more

Sperry Top-Sider Billfish 3-Eye - Mens 10 Black Slip On Medium

*Reel in the big one with this comfortable, supportive boat shoe *Stain-/water-resistant leather upper for durable, lasting wear *Removable cushioned insole *Air Mesh upper panels for cool, breathable comfort *Non-marking rubber sole with Wave-Siping™... more

Sperry Top-Sider Cold Bay - Mens 13 Black Boot Medium

*A waterproof winter boot that lets you navigate through the season in style *Waterproof, seam-sealed full grain leather upper and synthetic foot *Lace-up closure *200g Thinsulate™ lining is comfort-rated to -25°F *Cushioned footbed *Non-marking siped... more

Sperry Top-Sider Mako 2-Eye Canoe Moc - Mens 11 Tan Oxford Medium

*Rugged good looks with enhanced comfort and support *Stain/water-resistant leather upper for durable, lasting wear *Dual-density insole with cushion midsole for under-foot comfort *Non-marking rubber sole with razor-cut Wave-Siping™ for wet/dry... more

Sperry Top-Sider Mako 2-Eye Canoe Moc - Mens 10 Tan Oxford Medium

*Rugged good looks with enhanced comfort and support *Stain/water-resistant leather upper for durable, lasting wear *Dual-density insole with cushion midsole for under-foot comfort *Non-marking rubber sole with razor-cut Wave-Siping™ for wet/dry... more

Sperry Top-Sider Mako 2-Eye Canoe Moc - Mens 8 Brown Oxford Medium

*Rugged good looks with enhanced comfort and support *Stain/water-resistant leather upper for durable, lasting wear *Dual-density insole with cushion midsole for under-foot comfort *Non-marking rubber sole with razor-cut Wave-Siping™ for wet/dry... more

Sperry Top-Sider Mako 2-Eye Canoe Moc - Mens 12 Brown Oxford Medium

*Rugged good looks with enhanced comfort and support *Stain/water-resistant leather upper for durable, lasting wear *Dual-density insole with cushion midsole for under-foot comfort *Non-marking rubber sole with razor-cut Wave-Siping™ for wet/dry... more

Sperry Top-Sider Billfish 3-Eye - Mens 9.5 Black Slip On Medium

*Reel in the big one with this comfortable, supportive boat shoe *Stain-/water-resistant leather upper for durable, lasting wear *Removable cushioned insole *Air Mesh upper panels for cool, breathable comfort *Non-marking rubber sole with Wave-Siping™... more

Sperry Top-Sider A/O 2-Eye Pullup - Mens 9.5 Navy Oxford Medium

*It's the authentic original boat shoe from Sperry Top-Sider®, ready for every ship and shore adventure *Pull-up leather upper is stain and water resistant *Genuine handsewn Tru-Moc construction *360° lacing system with rustproof eyelets *Cushioned... more

Sperry Top-Sider Mako 2-Eye Canoe Moc - Mens 11 Tan Oxford W

*Rugged good looks with enhanced comfort and support *Stain/water-resistant leather upper for durable, lasting wear *Dual-density insole with cushion midsole for under-foot comfort *Non-marking rubber sole with razor-cut Wave-Siping™ for wet/dry... more

Sperry Top-Sider Cold Bay - Mens 8.5 Black Boot Medium

*A waterproof winter boot that lets you navigate through the season in style *Waterproof, seam-sealed full grain leather upper and synthetic foot *Lace-up closure *200g Thinsulate™ lining is comfort-rated to -25°F *Cushioned footbed *Non-marking siped... more

Sperry Top-Sider Avenue Duck - Mens 10.5 Tan Boot Medium

*Keep your style going strong, even in harsh conditions *Stain and water-resistant leather shaft and rubber foot *6-1/2" shaft height *Waterproof, seam-sealed construction keeps feet dry *Shaft is lined in thermal insulation *Non-marking rubber lug... more

Sperry Top-Sider Billfish 3-Eye - Mens 14 Tan Slip On Medium

*Reel in the big one with this comfortable, supportive boat shoe *Stain-/water-resistant leather upper for durable, lasting wear *Removable cushioned insole *Air Mesh upper panels for cool, breathable comfort *Non-marking rubber sole with Wave-Siping™... more

Sperry Top-Sider A/O 2-Eye Pullup - Mens 9 Navy Oxford Medium

*It's the authentic original boat shoe from Sperry Top-Sider®, ready for every ship and shore adventure *Pull-up leather upper is stain and water resistant *Genuine handsewn Tru-Moc construction *360° lacing system with rustproof eyelets *Cushioned... more