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Casual Sailing Shoes

Rockport Perth Boat Shoe (Men's)
New!
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Rockport Perth Boat Shoe(Men's) -Taupe Nubuck/Beeswax Leather
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Rockport Perth Boat Shoe(Men's) -Chocolate/Bark Nubuck
Rockport Perth Boat Shoe(Men's) -Timber w/ Honey Sole
Rockport Perth Boat Shoe(Men's) -Beeswax/Dark Brown Leather
Rockport Perth Boat Shoe(Men's) -Black/Bark Leather
$109.95 - $124.95
$125.00 up to 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
Sperry Top-Sider Angelfish Boat Shoe (Women's)
New!
Sale
Sperry Top-Sider Angelfish Boat Shoe(Women's) -Linen/Oat
Sale
$79.95
$90.00 11% off
Sperry Top-Sider Bluefish 2-Eye (Women's)
New!
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Sperry Top-Sider Bluefish 2-Eye(Women's) -Linen/Oat
Sale
$79.95
$90.00 11% 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/Navy Full Grain Leather
New
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Ginger Full Grain Leather
New
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Brown Full Grain Leather
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Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Brown/Olive Full Grain Leather
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Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Burgundy/Brown Full Grain Leather
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Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Charcoal Full Grain Leather
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Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Grey/Navy Nubuck
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Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Navy/Gum Full Grain Leather
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Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Navy/Red Full Grain Leather
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Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Navy/Red Nubuck
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Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Navy/Tan Nubuck
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Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Steel/Tan Full Grain Leather
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Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Tan Nubuck
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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/Charcoal Full Grain Leather
New
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) -Navy/Grey Full Grain Leather
New
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -Tan/Gum Full Grain Leather
Sperry Top-Sider Gold Cup A/O 2-Eye Boat Shoe(Men's) -White Full Grain Leather
New
$94.95 - $159.95
$95.00 - $160.00 up to 30% off
Dockers Vargas (Men's)
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Sale
Dockers Vargas(Men's) -Rust Soft Genuine Leather
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Dockers Vargas(Men's) -Chocolate Leather
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Dockers Vargas(Men's) -Dark Tan Leather
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Dockers Vargas(Men's) -Raisin Pull-Up
Sale
Dockers Vargas(Men's) -Tan Leather
Sale
$59.99
$85.00 29% off
Sperry Top-Sider Boatyard (Men's)
New!
Sale
Sperry Top-Sider Boatyard(Men's) -Tan/Beige Leather/Mesh
$124.95
Eastland Solstice (Women's)
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Eastland Solstice(Women's) -Tan/Stone Leather
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Eastland Solstice(Women's) -Bomber Brown Leather
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Eastland Solstice(Women's) -Brown Leather
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Eastland Solstice(Women's) -Navy Leather
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Eastland Solstice(Women's) -Braves Navy Canvas
Eastland Solstice(Women's) -Cardinals Red Canvas
Eastland Solstice(Women's) -Cubs Blue Canvas
Eastland Solstice(Women's) -Orioles Black Canvas
Eastland Solstice(Women's) -Red Sox Navy Canvas
Eastland Solstice(Women's) -Tigers Navy Canvas
Eastland Solstice(Women's) -Yankees Navy Canvas
$59.95
$60.00 - $70.00 up to 14% off
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
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Sperry Top-Sider Gold Sport Casual 1-Eye with ASV(Men's) -Tan Leather
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Sperry Top-Sider Gold Sport Casual 1-Eye with ASV(Men's) -Tan Nubuck/Leather
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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
Rugged Shark Atlantic (Men's)
New!
Sale
Rugged Shark Atlantic(Men's) -Copper Crazy Horse Leather
$79.95
Eastland Sunrise (Women's)
New!
Sale
Eastland Sunrise(Women's) -Tan Full Grain Leather/Nylon Mesh
$69.95
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) -White Fabric/Textile
$44.99 - $59.95
$60.00 up to 25% off
Eastland Skip (Women's)
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Sale
Eastland Skip(Women's) -Blue Striped Canvas
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Eastland Skip(Women's) -Bone Canvas
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Eastland Skip(Women's) -Navy Canvas
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Eastland Skip(Women's) -Pink Leather
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Eastland Skip(Women's) -Tan Striped Canvas
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Eastland Skip(Women's) -Sky Blue Canvas
$44.99 - $49.95
$50.00 up to 10% off
Sebago Spinnaker (Men's)
New!
Sale
Sebago Spinnaker(Men's) -Blue/Brown
Sale
$89.99
$100.00 10% off
Rockport Works RK6737 (Men's)
New!
Sale
Rockport Works RK6737(Men's) -Brown Crazy Horse Leather
Sale
$99.99
$127.00 21% 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 5.5 M Sailing Shoe (Women's)
New!
Sale
Helly Hansen 5.5 M Sailing Shoe(Women's) -Navy/Plum/Shell Pink/White/Silver Grey
Sale
$39.97
$110.00 64% off
Bzees Oz Slip On (Women's)
New!
Sale
Bzees Oz Slip On(Women's) -Grey Fabric
Bzees Oz Slip On(Women's) -Navy Fabric
$58.95
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
Helly Hansen HP Shoreline F-1 Sneaker (Women's)
New!
Sale
Helly Hansen HP Shoreline F-1 Sneaker(Women's) -Light Grey/Charcoal/Quiet Shade/Bright Bloom/White
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Helly Hansen HP Shoreline F-1 Sneaker(Women's) -Plum/Paprika/Wild Rose/Aqua Blue/Shell Pink/White
Sale
$87.95
$110.00 20% 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
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Helly Hansen Fjord LV-2 Sneaker(Men's) -Off White/Silver Grey/Olympian Blue
Sale
$75.95
$95.00 20% 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
Helly Hansen Santiago L.20 Sneaker (Women's)
New!
Sale
Helly Hansen Santiago L.20 Sneaker(Women's) -Penguin/Nimbus Cloud/Bright Bloom/Persian Red
Sale
Helly Hansen Santiago L.20 Sneaker(Women's) -Evening Blue/Aqua Blue/Silver Grey/Ash Grey
$39.97 - $89.95
$90.00 up to 56% off