Free Shipping. No Minimum.

Mens Sailing Shoes

Rockport Perth Boat Shoe (Men's)
New!
Sale
Rockport Perth Boat Shoe(Men's) -Chocolate/Bark Nubuck
Sale
Rockport Perth Boat Shoe(Men's) -Timber w/ Honey Sole
Sale
Rockport Perth Boat Shoe(Men's) -Beeswax/Dark Brown Leather
Sale
Rockport Perth Boat Shoe(Men's) -Taupe Nubuck/Beeswax Leather
Sale
Rockport Perth Boat Shoe(Men's) -Black/Bark Leather
$109.95
$125.00 12% off
Sperry Top-Sider Leeward 2-Eye (Men's)
New!
Sale
Sperry Top-Sider Leeward 2-Eye(Men's) -Sahara
Sale
Sperry Top-Sider Leeward 2-Eye(Men's) -Brown Buc/Brown
$84.95
$95.00 11% off
Dockers Vargas (Men's)
New!
Sale
Dockers Vargas(Men's) -Rust Soft Genuine Leather
Sale
Dockers Vargas(Men's) -Chocolate Leather
Sale
Dockers Vargas(Men's) -Dark Tan Leather
Sale
Dockers Vargas(Men's) -Raisin Pull-Up
Sale
Dockers Vargas(Men's) -Tan Leather
Sale
$59.99
$85.00 29% off
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe (Men's)
New!
Sale
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Brown Full Grain Leather
Sale
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Brown/Olive Full Grain Leather
Sale
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Burgundy/Brown Full Grain Leather
Sale
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Charcoal Full Grain Leather
Sale
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Grey/Navy Nubuck
Sale
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Navy/Gum Full Grain Leather
Sale
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Navy/Red Full Grain Leather
Sale
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Navy/Red Nubuck
Sale
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Navy/Tan Nubuck
Sale
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Steel/Tan Full Grain Leather
Sale
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Tan Nubuck
Sale
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Tan/Brown Nubuck
Sale
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Black/Amaretto Leather
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Brown Leather
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Grey Leather Cross Lace
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Navy Full Grain Leather
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Pearl Blue Nubuck
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Tan/Gum Full Grain Leather
$111.99 - $159.95
$159.95 - $160.00 up to 30% off
Sperry Top-Sider Boatyard (Men's)
New!
Sale
Sperry Top-Sider Boatyard(Men's) -Tan/Beige Leather/Mesh
$124.95
Sperry Top-Sider Gold Sport Casual 1-Eye with ASV (Men's)
New!
Sale
Sperry Top-Sider Gold Sport Casual 1-Eye with ASV(Men's) -Grand Canyon Nubuck/Leather
Sale
Sperry Top-Sider Gold Sport Casual 1-Eye with ASV(Men's) -Tan Leather
Sale
Sperry Top-Sider Gold Sport Casual 1-Eye with ASV(Men's) -Tan Nubuck/Leather
Sale
Sperry Top-Sider Gold Sport Casual 1-Eye with ASV(Men's) -Grey Nubuck
$115.99 - $154.95
$154.95 - $155.00 up to 25% off
Helly Hansen Fjord LV-2 Sneaker (Men's)
New!
Sale
Helly Hansen Fjord LV-2 Sneaker(Men's) -Navy/Off White/Flag Red/Vintage Indigo
Sale
Helly Hansen Fjord LV-2 Sneaker(Men's) -Off White/Silver Grey/Olympian Blue
Sale
$75.95
$95.00 20% off
Rockport Works RK6737 (Men's)
New!
Sale
Rockport Works RK6737(Men's) -Brown Crazy Horse Leather
Sale
$99.99
$127.00 21% off
Rugged Shark Atlantic (Men's)
New!
Sale
Rugged Shark Atlantic(Men's) -Copper Crazy Horse Leather
$79.95
Sebago Spinnaker (Men's)
New!
Sale
Sebago Spinnaker(Men's) -Blue/Brown
Sale
$89.99
$100.00 10% off
Sebago Litesides Slip On Boat Shoe (Men's)
New!
Sale
Sebago Litesides Slip On Boat Shoe(Men's) -Brown Oiled Waxy Leather
Sale
$89.99
$100.00 10% off
SoftScience Fin Boot (Men's)
New!
Sale
SoftScience Fin Boot(Men's) -Black Neoprene/Mesh
SoftScience Fin Boot(Men's) -Sage Neoprene/Mesh
$89.95 - $89.99
Helly Hansen Santiago L.20 Sneaker (Men's)
New!
Sale
Helly Hansen Santiago L.20 Sneaker(Men's) -Charcoal/Silver Grey/Ebony/Grenadine
Sale
Helly Hansen Santiago L.20 Sneaker(Men's) -Navy/Blue Water/Vintage Indigo/Ash Grey
Sale
$59.95 - $71.95
$90.00 up to 33% off
Sperry Top-Sider Sperry Cup 2-Eye Boat Shoe (Men's)
New!
Sale
Sperry Top-Sider Sperry Cup 2-Eye Boat Shoe(Men's) -Brown Full Grain Leather
New
Sperry Top-Sider Sperry Cup 2-Eye Boat Shoe(Men's) -Linen Full Grain Leather
New
Sperry Top-Sider Sperry Cup 2-Eye Boat Shoe(Men's) -Tan Full Grain Leather
New
$94.95
Helly Hansen HP Shoreline F-1 Sneaker (Men's)
New!
Sale
Helly Hansen HP Shoreline F-1 Sneaker(Men's) -Blue Water/Navy/Evening Blue/Olympian Blue/White
Sale
$39.97
$110.00 64% off
Helly Hansen Aquapace 2 Sailing Shoe (Men's)
New!
Sale
Helly Hansen Aquapace 2 Sailing Shoe(Men's) -Navy/Shadow Blue/Light Grey
Sale
$49.97
$90.00 44% off
Sperry Top-Sider Captain's A/O 2-Eye Boat Shoe (Men's)
New!
Sale
Sperry Top-Sider Captain's A/O 2-Eye Boat Shoe(Men's) -Navy Fabric/Textile
Sale
Sperry Top-Sider Captain's A/O 2-Eye Boat Shoe(Men's) -Navy/Red Fabric/Textile
Sale
Sperry Top-Sider Captain's A/O 2-Eye Boat Shoe(Men's) -White Fabric/Textile
$44.99 - $59.95
$60.00 up to 25% off
Helly Hansen HP Foil F-1 Sneaker (Men's)
New!
Sale
Helly Hansen HP Foil F-1 Sneaker(Men's) -Navy/Olympian Blue/White/Yellow/Antique Silver
Sale
$79.95
$100.00 20% off