Categories Hide
COLORS
to

Enter Valid Price (i.e. 22.00)

$ to $ Max
.
Free Shipping

Sperry Top-Sider Men's (13,219 RESULTS)

Free Shipping On Every Order Through Mother's Day!This is the jacket to see you through fall. Featuring a special fill that provides maximum warmth (without the bulk) and a contrast lining... Sperry Top-Sider Harbor Puffer Jacket Olive, Size M Men's

Sperry Top-Sider Harbor Puffer Jacket...

Sperry Top-Sider
Sperry Top-Sider
$175.00
Free Shipping

Added to Favorites

Tumbled, relaxed leather uppers in an elevated chukka style will keep your feet going through casual Friday and all weekend long. Sperry Top-Sider Cloud Logo Authentic Original Boat Chukka Boot Tan/DarkBrownLeather, Size 11M Men's

Sperry Top-Sider Cloud Logo Authentic...

Sperry Top-Sider
Sperry Top-Sider
$105.00 $57.95

45%

Off

Added to Favorites

Free Shipping Both Ways! Fall weather can call for a drizzle, so be stylishly prepared for the weather in the Sperry Top-Sider Avenue Duck 3-Eye shoe. Upper made of leather and rubber....
  •  
Sperry Top-Sider Avenue Duck 3-Eye Men's Lace up casual Shoes

Sperry Top-Sider Avenue Duck 3-Eye...

Zappos.com
Sperry Top-Sider
$95.00
Free Shipping

Added to Favorites

Sperry Top-Sider Men's Sperry Cup 2-Eye Dark Brown Shoes - 0219238
  •  
Sperry Top-Sider Men's Sperry Cup 2-Eye Dark Brown Shoes, Size 10 M - 0219238

Sperry Top-Sider Men's Sperry Cup...

TheShoeMart
Sperry Top-Sider
$89.95
Free Shipping

Added to Favorites

Free Shipping Both Ways! 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... Sperry Top-Sider Dockyard Sport Chukka Men's Lace-up Boots

Sperry Top-Sider Dockyard Sport...

Zappos.com
Sperry Top-Sider
$130.00
Free Shipping

Added to Favorites

Free Shipping on all orders! This Sperry Top-Sider chukka is perfect for both the office and even more casual events with friends. Leather upper. Traditional lacing for a preferred fit....
  •  
Sperry Top-Sider Gold Bellingham Chukka w/ASV Men's Lace-up Boots

Sperry Top-Sider Gold Bellingham...

6pm.com
Sperry Top-Sider
$195.00 $107.99
Free Shipping

45%

Off

Added to Favorites

Added to Favorites

Free Shipping on all orders! 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...
  •  
Sperry Top-Sider Gold Bay Boot Men's Lace-up Boots

Sperry Top-Sider Gold Bay Boot Men's...

6pm.com
Sperry Top-Sider
$250.00 $199.99
Free Shipping

Added to Favorites

Ankle Boots: Sperry Top-Sider Dockyard Sport Chukka - Male Adult - Dark Brown - Sizes 7 - Widths: Medium - Taking elements of the chukka, hiking boot, and iconic elements of the boat shoe,...
  •  
Sperry Top-Sider Dockyard Sport Chukka: Men's Ankle Boot

Sperry Top-Sider Dockyard Sport...

OnlineShoes.com
Sperry Top-Sider
$129.95
Free Shipping

Added to Favorites

Coated canvas provides a rugged update to a classic two-eyelet boat shoe featuring genuine hand-sewn construction and a durable leather collar. Color(s): black. Brand: Sperry Top-Sider....
  •  
Men's Sperry Top-Sider 'Bahama' Boat Shoe

Men's Sperry Top-Sider 'Bahama' Boat...

Nordstrom
Sperry Top-Sider
$64.95 $32.47
Free Shipping

50%

Off

Added to Favorites

Durable boat shoe features nylon mesh quarter panels and a padded tongue for comfort and breathability. Superior foot support and stability features enhance the fit. Color(s): tan/beige....
  •  
Men's Sperry Top-Sider 'Billfish' Boat Shoe

Men's Sperry Top-Sider 'Billfish'...

Nordstrom
Sperry Top-Sider
$99.95
Free Shipping

Added to Favorites

Free Shipping On Every Order Through Mother's Day!This is the jacket to see you through fall. Featuring a special fill that provides maximum warmth (without the bulk) and a contrast lining...
  •  
Sperry Top-Sider Harbor Puffer Jacket Olive, Size S Men's

Sperry Top-Sider Harbor Puffer Jacket...

Sperry Top-Sider
Sperry Top-Sider
$175.00
Free Shipping

Added to Favorites

Free Shipping On Every Order Through Mother's Day!Slip on a dress casual style and be prepared to make a statement. Built from a heritage brand, Sperry designs emanate smartness while...
  •  
Sperry Top-Sider Tremont Kiltie Tassel Loafer Amaretto, Size 10M Men's Shoes

Sperry Top-Sider Tremont Kiltie...

Sperry Top-Sider
Sperry Top-Sider
$90.00 $69.99

Added to Favorites

Tumbled, relaxed leather uppers in an elevated chukka style will keep your feet going through casual Friday and all weekend long.
  •  
Sperry Top-Sider Cloud Logo Authentic Original Boat Chukka Boot Tan/DarkBrownLeather, Size 9M Men's

Sperry Top-Sider Cloud Logo Authentic...

Sperry Top-Sider
Sperry Top-Sider
$105.00 $57.95

45%

Off

Added to Favorites

Free Shipping On Every Order Through Mother's Day!This style is currently unavailable - Check back with us soon!
  •  
Sperry Top-Sider Avenue Duck Boot OxbloodLeather, Size 8M Men's Shoes

Sperry Top-Sider Avenue Duck Boot...

Sperry Top-Sider
Sperry Top-Sider
$100.00 $74.99

25%

Off

Added to Favorites

Classic Bahama 2-eye boat shoes now come in soft and durable washable suede nubuck. So if you drip, drop or dribble on your Bahamas, just wash them in the machine, let them air dry and...
  •  
Sperry Top-Sider Bahama Washable 2-Eye Boat Shoe TanWashableNubuck, Size 10.5M Men's Shoes

Sperry Top-Sider Bahama Washable...

Sperry Top-Sider
Sperry Top-Sider
$90.00 $64.99

28%

Off

Added to Favorites

Free Shipping On Every Order Through Mother's Day!Sturdy and rugged boat shoes feature 360 lacing for more stability. Their air mesh and perforated upper panels, along with enhanced...
  •  
Sperry Top-Sider Billfish 3-Eye Boat Shoe DarkTan, Size 8W Men's Shoes

Sperry Top-Sider Billfish 3-Eye Boat...

Sperry Top-Sider
Sperry Top-Sider
$100.00
Free Shipping

Added to Favorites

Free Shipping On Every Order Through Mother's Day!The search for comfortable shoes built for durable, lasting wear is over. If you're looking for classic comfort kicks that will propel you... Sperry Top-Sider Boat Lite 2-Eye Boat Shoe Black/DarkGray, Size 7M Men's Shoes

Sperry Top-Sider Boat Lite 2-Eye Boat...

Sperry Top-Sider
Sperry Top-Sider
$95.00 $64.99

32%

Off

Added to Favorites

Added to Favorites

Free Shipping On Every Order Through Mother's Day!Sperry Top-Sider introduces our revolutionary ASV Solution#153. The first performance boat shoe with innovative anti-shock/vibration...
  •  
Sperry Top-Sider Billfish ASV Boat Shoe DarkBrownLeather, Size 15M Men's Shoes

Sperry Top-Sider Billfish ASV Boat...

Sperry Top-Sider
Sperry Top-Sider
$120.00 $94.99

Added to Favorites

Free Shipping On Every Order Through Mother's Day!Slip on a pair of nautically inspired sandals and watch your troubles melt away. From lounging on the beach to a day in the backyard, these...
  •  
Sperry Top-Sider Santa Cruz 2-Strap Sandal Chocolate, Size 10M Men's Shoes

Sperry Top-Sider Santa Cruz 2-Strap...

Sperry Top-Sider
Sperry Top-Sider
$65.00

Added to Favorites

Whether you're on board or on shore, Bluefish boat shoes really step up. Your feet will look great. They'll thank you too, for the comfy cushioning, especially on those days when sitting...
  •  
Sperry Top-Sider Bluefish Sequin 2-Eye Boat Shoe Greige/OrangeDotSequin, Size 5M Women's Shoes

Sperry Top-Sider Bluefish Sequin...

Sperry Top-Sider
Sperry Top-Sider
$90.00 $69.99

Added to Favorites

Free Shipping On Every Order Through Mother's Day!Sperry Top-Sider's premium Gold Cup line has established itself as the luxurious standard for ultimate comfort and high style. Crafted from...
  •  
Sperry Top-Sider Gold Cup Slide Sandal BrownLeather, Size 9M Men's Shoes

Sperry Top-Sider Gold Cup Slide...

Sperry Top-Sider
Sperry Top-Sider
$120.00
Free Shipping

Added to Favorites

Free Shipping On Every Order Through Mother's Day!Slip on a dress casual style and be prepared to make a statement. Built from a heritage brand, Sperry designs emanate smartness while...
  •  
Sperry Top-Sider Tremont Kiltie Tassel Loafer Amaretto, Size 10.5W Men's Shoes

Sperry Top-Sider Tremont Kiltie...

Sperry Top-Sider
Sperry Top-Sider
$90.00 $69.99

Added to Favorites

Tumbled, relaxed leather uppers in an elevated chukka style will keep your feet going through casual Friday and all weekend long.
  •  
Sperry Top-Sider Cloud Logo Authentic Original Boat Chukka Boot Tan/DarkBrownLeather, Size 10.5M Men's

Sperry Top-Sider Cloud Logo Authentic...

Sperry Top-Sider
Sperry Top-Sider
$105.00 $57.95

45%

Off

Added to Favorites

Free Shipping On Every Order Through Mother's Day!These aren't your father's boat shoes. The original Sperry silhouette adapted for a more urban feel, our Chukkas are made to appease the...
  •  
Sperry Top-Sider Dockyard Sport Chukka Boot DarkBrown, Size 8M Men's Shoes

Sperry Top-Sider Dockyard Sport...

Sperry Top-Sider
Sperry Top-Sider
$130.00
Free Shipping

Added to Favorites

Free Shipping On Every Order Through Mother's Day!As part of The Gold Cup Collection, these classic twin-gore slip-ons feature premium hand-sewn burnished leather uppers and luxurious...
  •  
Sperry Top-Sider Gold Cup Bellingham ASV Slip-On Oxford BrownLeather, Size 8.5M Men's Shoes

Sperry Top-Sider Gold Cup Bellingham...

Sperry Top-Sider
Sperry Top-Sider
$180.00
Free Shipping

Added to Favorites

Free Shipping On Every Order Through Mother's Day!This style is currently unavailable - Check back with us soon!
  •  
Sperry Top-Sider Avenue 3-Eye Duck Shoe Navy, Size 9M Men's Shoes

Sperry Top-Sider Avenue 3-Eye Duck...

Sperry Top-Sider
Sperry Top-Sider
$95.00

Added to Favorites

These aren't your father's boat shoes. The original Sperry silhouette adapted for a more urban feel, our Chukkas are made to appease the trendy and style savvy guy. For the ultimate in...
  •  
Sperry Top-Sider Bahama Chukka Boot ChinoCanvas, Size 10.5M Men's Shoes

Sperry Top-Sider Bahama Chukka Boot...

Sperry Top-Sider
Sperry Top-Sider
$75.00 $54.99

27%

Off

Added to Favorites

Free Shipping On Every Order Through Mother's Day!Luxe meets comfort in the Seaside Collection. Designed after Sperry Top-Sider's original boat shoe, the Seaside Collection is available in...
  •  
Sperry Top-Sider Seaside Penny Loafer Tan, Size 11M Men's Shoes

Sperry Top-Sider Seaside Penny Loafer...

Sperry Top-Sider
Sperry Top-Sider
$100.00
Free Shipping

Added to Favorites