Men's Shoes › Sperry › Leather › Waterproof

Brewster Waterproof Boot

Men's Sperry Top-Sider Brewster Waterproof Boot - Brown - Casual boots Sperry Mens Brewster Waterproof Boot Walk through weather without worry in the Sperry Men s Brewster Waterproof Boot. This lace-up closure Boot was designed with both genuine... more

Sperry Top-Sider Mako 2-Eye Canoe Moc - Mens 9 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 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 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

Leeward Boat Shoe

Men's Sperry Top-Sider Leeward Boat Shoe - Black - Boat shoes Sperry Leeward Men s Boat Shoe Grab timeless nautical style with the Leeward men s boat Shoe from Sperry. With a handsewn leather upper featuring a 360º Lacing System technology with rust... more

Sea Kite Sport Moc Boat Shoe

Men's Sperry Top-Sider Sea Kite Sport Moc Boat Shoe - Brown - Boat shoes Style meets practicality in the Sea Kite Sport Moc boat shoe from Sperry. This water-resistant leather moccasin comes with breathable mesh details, compression molded EVA... more

Newman Chelsea Boot

Men's Sperry Top-Sider Newman Chelsea Boot - Black - 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... more

Cannon Winter Boot

Men's Sperry Top-Sider Cannon Winter Boot - Brown - Casual boots Take on harsher winter days in the Sperry Cannon Winter boot. The waterproof design, cushioned details and rubber sole with Wave-SipingTM combine for a comfortable and secure addition... 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... more

Sperry Top-Sider Mako 2-Eye Canoe Moc - Mens 7 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 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 Mako 2-Eye Canoe Moc - Mens 13 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 13 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 Billfish 3-Eye - Mens 7 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... 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... more

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

*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

Cannon Winter Boot

Men's Sperry Top-Sider Cannon Winter Boot - Brown - Casual boots With the Cannon Winter boot from Sperry, you can take on tough days with ease. The ThinsulateTM lining ensures added protection from the cold, and the Adaptive Wave-SipingTM technology... more

Leeward Boat Shoe

Men's Sperry Top-Sider Leeward Boat Shoe - Brown - Boat shoes Sperry Leeward Men's Boat Shoe Grab timeless nautical style with the Leeward men's boat Shoe from Sperry. With a handsewn leather upper featuring a 360º Lacing System technology with rust... more

Sperry Top-Sider Avenue Duck - Mens 8 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 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 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 Avenue Duck - Mens 11.5 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 Avenue Duck - Mens 9 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 10.5 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 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 7 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 Avenue Duck - Mens 7 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 10.5 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 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 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 Avenue Duck - Mens 11.5 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 11 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 Avenue Duck - Mens 9 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 Avenue Duck - Mens 11 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 9.5 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 Mako 2-Eye Canoe Moc - Mens 8.5 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 Avenue Duck - Mens 7.5 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