Sperry Top-Sider - Men's Boots

Men's boots by Sperry Top-Sider. There's something particularly satisfying about boots, proper footwear, especially when there's work to be done or if it's cold.

Prices correct at time of writing - subject to change

Sperry Top-Sider - A/O Boat Chukka (Black) Men's Pull-on Boots

$110

Sport laid-back style morning or night with the A/O Boat Chukka from Sperry Top-Sider. Premium leather upper with contrast moc-toe stitching. Genuine hand sewn tru-moc construction for durable comfort. Rawhide lacing system with rust proof eyelets provide
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Sperry Top-Sider - A/O Boat Chukka (Brown Leather/Tan Wool) Men's Pull-on Boots

On sale - now $54.99 - was $110

Sport laid-back style morning or night with the A/O Boat Chukka from Sperry Top-Sider. Premium leather upper with contrast moc-toe stitching. Genuine hand sewn tru-moc construction for durable comfort. Rawhide lacing system with rust proof eyelets provide
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Sperry Top-Sider - A/O Chukka Cyclone (Earth) Men's Boots

On sale - now $60.99 - was $110

By the seaside or on the city sidewalks, the versatile style of the Sperry Top-Sider A/O Chukka Cyclone will have you fitting in perfectly in any environment. Rich, pull-up leather upper. Genuine hand-sewn tru-moc construction for long-lasting durability.
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Sperry Top-Sider - A/O Chukka Neon (Grey/Orange) Men's Lace-up Boots

On sale - now $54.99 - was $100

The original boat shoe silhouette adapted for a more urban feel - it's the A/O Chukka Neon from Sperry Top-Sider. Clean and contemporary, this chukka is ready for that big city gathering or mixer anytime! Leather and suede upper materials. Genuine handsew
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Sperry Top-Sider - A/O Chukka Neon (Oatmeal/Citron) Men's Lace-up Boots

On sale - now $49.99 - was $100

The original boat shoe silhouette adapted for a more urban feel - it's the A/O Chukka Neon from Sperry Top-Sider. Clean and contemporary, this chukka is ready for that big city gathering or mixer anytime! Leather and suede upper materials. Genuine handsew
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Sperry Top-Sider - A/O Lug Chukka (Black) Men's Lace-up Boots

On sale - now $52.99 - was $130

The A/O Lug Chukka boot by Sperry Top-Sider will send your thoughts to the sea with its classic nautical details. Waterproof leather upper. Waterproof construction with full membrane protection to keep out the wet elements. Genuine hand-sewn with true moc
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Sperry Top-Sider - A/O Lug Chukka (Brown) Men's Lace-up Boots

On sale - now $77.99 - was $130

The A/O Lug Chukka boot by Sperry Top-Sider will send your thoughts to the sea with its classic nautical details. Waterproof leather upper. Waterproof construction with full membrane protection to keep out the wet elements. Genuine hand-sewn with true moc
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Sperry Top-Sider - A/O Relaxed Leather Boat Chukka (Dark Grey) Men's Lace-up Boots

On sale - now $74.99 - was $105

Kick back with the casual style of the A/O Relaxed Leather Boat Chukka from Sperry Top-Sider. Leather upper. Traditional lacing for a preferred fit. Lightly cushioned footbed for added comfort. EVA heel cup for added cushioning and shock absorption. Nonma
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Sperry Top-Sider - Bahama Zipper Boot (Chino) Men's Lace up casual Shoes

On sale - now $44.99 - was $90

The Bahama Zipper Boot by Sperry Top-Sider is great for casual wear with its relaxed and comfortable style. Canvas upper. Hand-sewn construction ensures durability and long-lasting wear. Comfortable textile lining. 360 deg lacing system delivers comfortab
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Sperry Top-Sider - Bahama Zipper Boot (Navy) Men's Lace up casual Shoes

On sale - now $62.99 - was $90

The Bahama Zipper Boot by Sperry Top-Sider is great for casual wear with its relaxed and comfortable style. Canvas upper. Hand-sewn construction ensures durability and long-lasting wear. Comfortable textile lining. 360 deg lacing system delivers comfortab
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Sperry Top-Sider - Cold Bay Boot (Black/Amaretto) Men's Boots

$150

Whether you're facing the frigid sea air or the icy cold urban streets, the Cold Bay Boot from Sperry Top-SiderR will keep you warm and protected against the cold elements. Stain and water-resistant leather upper offers durability and lasting wear. Waterp
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Sperry Top-Sider - Dockyard Oxford Chukka (Black) Men's Lace-up Boots

$125

The Dockyard Oxford Chukka from Sperry Top-Sider has a modern nautical look that works both in the city and by the sea. Premium leather upper. Genuine hand-sewn tru-moc construction for durable comfort and long-lasting style. Two metal eyelet design with
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Sperry Top-Sider - Dockyard Oxford Chukka (Tan) Men's Lace-up Boots

$125

The Dockyard Oxford Chukka from Sperry Top-Sider has a modern nautical look that works both in the city and by the sea. Premium leather upper. Genuine hand-sewn tru-moc construction for durable comfort and long-lasting style. Two metal eyelet design with
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Sperry Top-Sider - Dockyard Sport Chukka (Black) Men's Lace-up Boots

On sale - now $64.99 - was $130

The Dockyard Sport Chukka from Sperry Top-Sider works both on and off land. Premium suede and leather upper. Genuine hand-sewn tru-moc construction for durable comfort and long-lasting style. Five metal eyelet design with rawhide laces for a secure fit. P
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Sperry Top-Sider - Dockyard Sport Chukka (Dark Brown) Men's Lace-up Boots

$130

The Dockyard Sport Chukka from Sperry Top-Sider works both on and off land. Premium suede and leather upper. Genuine hand-sewn tru-moc construction for durable comfort and long-lasting style. Five metal eyelet design with rawhide laces for a secure fit. P
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Sperry Top-Sider - Drifter Chukka (Navy SP14) Men's Lace-up Boots

On sale - now $39.99 - was $65

Head out to your next adventure in total comfort and style with the Drifter Chukka boot from Sperry Top-Sider. Cotton canvas upper for better breathability and comfort. Unique stitching detail featured along the midsole. Back pull tab for easy on and off.
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Sperry Top-Sider - Drifter Chukka (Tan Stripe) Men's Lace-up Boots

On sale - now $39.99 - was $65

Head out to your next adventure in total comfort and style with the Drifter Chukka boot from Sperry Top-Sider. Cotton canvas upper for better breathability and comfort. Unique stitching detail featured along the midsole. Back pull tab for easy on and off.
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Sperry Top-Sider - Gold Bay Boot (Dark Brown/Black) Men's Lace-up Boots

On sale - now $149.99 - was $250

The cold and wet weather won't slow your day down when you are wearing the protective and comfortable Gold Bay Boot from Sperry Top-Sider. Stain and water-resistant leather upper offers durability and lasting wear. Waterproof seam-sealed construction keep
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Sperry Top-Sider - Gold Cup ASV Boothbay Venetian Loafer (Black) Men's Slip on Shoes

$170

Stroll the decks of your latest ocean cruise or wander amongst the ruins of your favorite ancient city in total comfort and style with the Gold Cup ASV Boothbay Venetian Loafer from Sperry Top-Sider. Leather upper. Updated Venetian loafer. Patent-pending,
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Sperry Top-Sider - Gold Cup ASV Boothbay Venetian Loafer (Tan) Men's Slip on Shoes

$170

Stroll the decks of your latest ocean cruise or wander amongst the ruins of your favorite ancient city in total comfort and style with the Gold Cup ASV Boothbay Venetian Loafer from Sperry Top-Sider. Leather upper. Updated Venetian loafer. Patent-pending,
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Sperry Top-Sider - Harbor Chukka Boot (Brown) Men's Lace-up Boots

On sale - now $54.99 - was $120

With a balance of comfort and handsome, laid-back style, the Sperry Top-Sider Harbor Chukka Boot is truly a doozy! Premium leather upper in a classic chukka silhouette. Lace-up closure for a secure fit. Full length cushioned footbed offers supportive comf
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Sperry Top-Sider - Harbor Chukka Boot (Dark Grey) Men's Lace-up Boots

On sale - now $59.99 - was $120

With a balance of comfort and handsome, laid-back style, the Sperry Top-Sider Harbor Chukka Boot is truly a doozy! Premium leather upper in a classic chukka silhouette. Lace-up closure for a secure fit. Full length cushioned footbed offers supportive comf
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Sperry Top-Sider - Sedona (Navy Suede) Men's Lace-up Boots

On sale - now $51.99 - was $160

The Sperry Top-Sider Sedona will be an oasis in the desert that is your shoe wardrobe. Soft suede leather upper. Lace-up front closure features leather laces. Closed toe with moc stitching. Smooth leather lining and insole. Textured rubber outsole for wet
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Sperry Top-Sider - Winterized Heavy Canvas Bahama Boot (Black) Men's Lace-up Boots

On sale - now $36.99 - was $100

Staying comfy this winter will be a breeze with the Winterized Heavy Canvas Bahama Boot from Sperry Top-Sider. Heavy canvas and rich full grain leather upper. Hand-sewn construction ensures longevity of the boot. 360 deg lacing system delivers a comfortab
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