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    Paul Sperry, founder of Sperry was an avid sailor with a passion for adventure. He was an inventor, a sailor and an intrepid explorer. An independent...

    Sperry Top-Sider

    Sperry Top-Sider Mens Ankle Boots

    1-16 of 16 results
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    Sperry Top-Sider Dockyard Alpine Ankle Boot (Men's)
    New!
    Sale
    Sperry Top-Sider Dockyard Alpine Ankle Boot(Men's) -Navy Leather
    Sale
    Sperry Top-Sider Dockyard Alpine Ankle Boot(Men's) -Tan Leather
    Sale
    $115.95
    $170.00 32% off
    Sperry Top-Sider A/O Wedge Leather Chukka Boot (Men's)
    New!
    Sale
    Sperry Top-Sider A/O Wedge Leather Chukka Boot(Men's) -Navy Leather/Suede
    Sale
    Sperry Top-Sider A/O Wedge Leather Chukka Boot(Men's) -Sahara Leather/Suede
    $69.95 - $119.95
    $120.00 up to 42% off
    Sperry Top-Sider A/O Lug Waterproof Ankle Boot (Men's)
    New!
    Sale
    Sperry Top-Sider A/O Lug Waterproof Ankle Boot(Men's) -Brown Leather
    New
    Sperry Top-Sider A/O Lug Waterproof Ankle Boot(Men's) -Black Waterproof Leather
    Sale
    Sperry Top-Sider A/O Lug Waterproof Ankle Boot(Men's) -Dark Brown Waterproof Leather
    Sale
    $108.95 - $169.95
    $160.00 - $170.00 up to 32% off
    Sperry Top-Sider Dockyard Ankle Boot (Men's)
    New!
    Sale
    Sperry Top-Sider Dockyard Ankle Boot(Men's) -Dark Brown Leather
    Sale
    Sperry Top-Sider Dockyard Ankle Boot(Men's) -Tan Leather
    Sale
    $115.95
    $170.00 32% off
    Sperry Top-Sider Decoy Shearling Duck Boot (Men's)
    New!
    Sale
    Sperry Top-Sider Decoy Shearling Duck Boot(Men's) -Brown Full Grain Leather
    Sale
    Sperry Top-Sider Decoy Shearling Duck Boot(Men's) -Tan Full Grain Leather
    Sale
    Sperry Top-Sider Decoy Shearling Duck Boot(Men's) -Red Plaid/Black Full Grain Leather
    Sperry Top-Sider Decoy Shearling Duck Boot(Men's) -Tan Suede
    $93.95 - $159.95
    $160.00 up to 41% off
    Sperry Top-Sider Cold Bay Sport Duck Boot with Vibram Arctic Grip (Men's)
    New!
    Sale
    Sperry Top-Sider Cold Bay Sport Duck Boot with Vibram Arctic Grip(Men's) -Taupe Leather
    Sale
    Sperry Top-Sider Cold Bay Sport Duck Boot with Vibram Arctic Grip(Men's) -Black Leather
    $122.95 - $199.95
    $180.00 - $200.00 up to 32% off
    Sperry Top-Sider Cold Bay Duck Boot with Vibram Arctic Grip (Men's)
    New!
    Sale
    Sperry Top-Sider Cold Bay Duck Boot with Vibram Arctic Grip(Men's) -Brown Leather
    New
    Sperry Top-Sider Cold Bay Duck Boot with Vibram Arctic Grip(Men's) -Grey Waterproof Leather
    Sale
    Sperry Top-Sider Cold Bay Duck Boot with Vibram Arctic Grip(Men's) -Tan Waterproof Leather
    $122.95 - $199.95
    $180.00 - $200.00 up to 32% off
    Sperry Top-Sider Clipper Chukka Boot (Men's)
    New!
    Sale
    Sperry Top-Sider Clipper Chukka Boot(Men's) -Brown Leather
    Sale
    Sperry Top-Sider Clipper Chukka Boot(Men's) -Charcoal Leather
    $69.95 - $119.95
    $120.00 up to 42% off
    Sperry Top-Sider Cutwater Deck Boot (Men's)
    New!
    Sale
    Sperry Top-Sider Cutwater Deck Boot(Men's) -Black Full Grain Leather
    New
    Sperry Top-Sider Cutwater Deck Boot(Men's) -Brown/Olive Full Grain Leather
    New
    Sperry Top-Sider Cutwater Deck Boot(Men's) -Grey/Black Full Grain Leather
    New
    Sperry Top-Sider Cutwater Deck Boot(Men's) -Noce/Black Full Grain Leather
    New
    Sperry Top-Sider Cutwater Deck Boot(Men's) -Olive/Tan Full Grain Leather
    New
    Sperry Top-Sider Cutwater Deck Boot(Men's) -Tan/Navy Full Grain Leather
    New
    $119.95