Skip to search results Skip to filters Skip to sort Skip to selected filters

Men's Leather Sperry Shoes

55 items found

Sort By

Your Selections

Search Results

Sperry - Davenport 1-Eye. Color Tan Debossed. $109.95. 4.5 out of 5 stars

Brown Sperry Davenport 1-Eye

Brown Sperry Davenport 1-Eye

Brand Name: Sperry
Product Name: Davenport 1-Eye
Gender: Men's
Color: Tan Debossed
Price: $109.95
Rating: 4Rated 4 stars out of 5(28)

Sperry - Davenport Venetian. Color Brown Nubuck. $109.95. 3.8 out of 5 stars

Brown Sperry Davenport Venetian

Brown Sperry Davenport Venetian

+3

Brand Name: Sperry
Product Name: Davenport Venetian
Gender: Men's
Color: Brown Nubuck
Price: $109.95
Rating: 4Rated 4 stars out of 5(55)

Sperry - Racquet Oxford. Color Black. $89.95.

Black Sperry Racquet Oxford

Black Sperry Racquet Oxford

+2

Brand Name: Sperry
Product Name: Racquet Oxford
Gender: Men's
Color: Black
Price: $89.95
Rating

Sperry - Soletide Seacycled. Color White Multi 1. $79.95. 3.6 out of 5 stars

Beige Sperry Soletide Seacycled

Beige Sperry Soletide Seacycled

+6

Brand Name: Sperry
Product Name: Soletide Seacycled
Gender: Men's
Color: White Multi 1
Price: $79.95
Rating: 4Rated 4 stars out of 5(36)

Sperry - Santa Cruz II. Color Brown. $74.95.

Brown Sperry Santa Cruz II

Brown Sperry Santa Cruz II

+2

Brand Name: Sperry
Product Name: Santa Cruz II
Gender: Men's
Color: Brown
Price: $74.95
Rating

Sperry - Authentic Original Venetian Double Sole. Color Navy Nubuck. $109.95. 4.0 out of 5 stars

Blue Sperry Authentic Original Venetian Double Sole

Blue Sperry Authentic Original Venetian Double Sole

+3

Brand Name: Sperry
Product Name: Authentic Original Venetian Double Sole
Gender: Men's
Color: Navy Nubuck
Price: $109.95
Rating: 4Rated 4 stars out of 5(2)

Sperry - Authentic Original 2-Eye Double Sole. Color Birch Nubuck. Low Stock. $119.95. 2.3 out of 5 stars

8 left in stock

Brown Sperry Authentic Original 2-Eye Double Sole

Brown Sperry Authentic Original 2-Eye Double Sole

+2

Brand Name: Sperry
Product Name: Authentic Original 2-Eye Double Sole
Gender: Men's
Color: Birch Nubuck
Price: $119.95
Rating: 2Rated 2 stars out of 5(3)

Sperry - Baitfish Thong. Color Taupe. $54.95. 4.5 out of 5 stars

Taupe Sperry Baitfish Thong

Taupe Sperry Baitfish Thong

+2

Brand Name: Sperry
Product Name: Baitfish Thong
Gender: Men's
Color: Taupe
Price: $54.95
Rating: 4Rated 4 stars out of 5(228)

Sperry - Striper II CVO Seasonal. Color Grey Linen. $69.95. 5.0 out of 5 stars

Black Sperry Striper II CVO Seasonal

Black Sperry Striper II CVO Seasonal

+3

Brand Name: Sperry
Product Name: Striper II CVO Seasonal
Gender: Men's
Color: Grey Linen
Price: $69.95
Rating: 5Rated 5 stars out of 5(1)

Sperry - Gold Authentic Original 2-Eye Seasonal. Color Tan Leather. $174.95. 1.0 out of 5 stars

Tan Sperry Gold Authentic Original 2-Eye Seasonal

Tan Sperry Gold Authentic Original 2-Eye Seasonal

+3 colors/patterns

Brand Name: Sperry
Product Name: Gold Authentic Original 2-Eye Seasonal
Gender: Men's
Color: Tan Leather
Price: $174.95
Rating: 1Rated 1 star out of 5(1)

Sperry - A/O Lug 3-Eye. Color Brown 3. $129.95. 4.2 out of 5 stars

Brown Sperry A/O Lug 3-Eye

Brown Sperry A/O Lug 3-Eye

+4

Brand Name: Sperry
Product Name: A/O Lug 3-Eye
Gender: Men's
Color: Brown 3
Price: $129.95
Rating: 4Rated 4 stars out of 5(13)

Sperry - Topsfield Penny Loafer. Color Black 1. $129.95. 4.3 out of 5 stars

Black Sperry Topsfield Penny Loafer

Black Sperry Topsfield Penny Loafer

+2

Brand Name: Sperry
Product Name: Topsfield Penny Loafer
Gender: Men's
Color: Black 1
Price: $129.95
Rating: 4Rated 4 stars out of 5(27)

Sperry - Gold A/O 2-Eye Tumbled. Color Tan. $174.95. 3.4 out of 5 stars

Tan Sperry Gold A/O 2-Eye Tumbled

Tan Sperry Gold A/O 2-Eye Tumbled

+3

Brand Name: Sperry
Product Name: Gold A/O 2-Eye Tumbled
Gender: Men's
Color: Tan
Price: $174.95
Rating: 3Rated 3 stars out of 5(19)

Sperry - Authentic Original 3-Eye Lug. Color Brown. $129.90. 4.1 out of 5 stars

Brown Sperry Authentic Original 3-Eye Lug

Brown Sperry Authentic Original 3-Eye Lug

+3

Brand Name: Sperry
Product Name: Authentic Original 3-Eye Lug
Gender: Men's
Color: Brown
Price: $129.90
Rating: 4Rated 4 stars out of 5(33)

Sperry - Gold Mako. Color Grey. On sale for $117.25. MSRP $175.00.. 4.0 out of 5 stars

Gray Sperry Gold Mako

Gray Sperry Gold Mako

+4

Brand Name: Sperry
Product Name: Gold Mako
Gender: Men's
Color: Grey
Price: $117.25MSRP: $175.00
Rating: 4Rated 4 stars out of 5(20)

Sperry - A/O Penny Double Sole. Color Brown. $109.95. 3.4 out of 5 stars

Brown Sperry A/O Penny Double Sole

Brown Sperry A/O Penny Double Sole

Brand Name: Sperry
Product Name: A/O Penny Double Sole
Gender: Men's
Color: Brown
Price: $109.95
Rating: 3Rated 3 stars out of 5(8)

Sperry - Cold Bay Chukka. Color Olive. Low Stock. $119.95. 4.5 out of 5 stars

1 left in stock

Olive Sperry Cold Bay Chukka

Olive Sperry Cold Bay Chukka

+2

Brand Name: Sperry
Product Name: Cold Bay Chukka
Gender: Men's
Color: Olive
Price: $119.95
Rating: 5Rated 5 stars out of 5(259)

Sperry - A/O Plushwave Lug Chukka. Color Black 2. $139.95. 4.2 out of 5 stars

Black Sperry A/O Plushwave Lug Chukka

Black Sperry A/O Plushwave Lug Chukka

+3

Brand Name: Sperry
Product Name: A/O Plushwave Lug Chukka
Gender: Men's
Color: Black 2
Price: $139.95
Rating: 4Rated 4 stars out of 5(33)

Sperry - Authentic Original. Color Tan. $110.00. 4.5 out of 5 stars

Tan Sperry Authentic Original

Tan Sperry Authentic Original

+9

Brand Name: Sperry
Product Name: Authentic Original
Gender: Men's
Color: Tan
Price: $110.00
Rating: 4Rated 4 stars out of 5(5492)

Sperry - Seacycled Striper II Cvo Twill. Color Tan. $69.95. 3.7 out of 5 stars

Tan Sperry Seacycled Striper II Cvo Twill

Tan Sperry Seacycled Striper II Cvo Twill

+2

Brand Name: Sperry
Product Name: Seacycled Striper II Cvo Twill
Gender: Men's
Color: Tan
Price: $69.95
Rating: 4Rated 4 stars out of 5(3)

Sperry - Authentic Original Double Sole Cross Lace. Color Olive. On sale for $52.77. MSRP $120.00.. 4.1 out of 5 stars

Olive Sperry Authentic Original Double Sole Cross Lace

Olive Sperry Authentic Original Double Sole Cross Lace

+4

Brand Name: Sperry
Product Name: Authentic Original Double Sole Cross Lace
Gender: Men's
Color: Olive
Price: $52.77MSRP: $120.00
Rating: 4Rated 4 stars out of 5(39)

Sperry - Striper II LTT Leather. Color Black. $84.95. 4.0 out of 5 stars

Black Sperry Striper II LTT Leather

Black Sperry Striper II LTT Leather

+3

Brand Name: Sperry
Product Name: Striper II LTT Leather
Gender: Men's
Color: Black
Price: $84.95
Rating: 4Rated 4 stars out of 5(28)

Sperry - Gold Striper LTT. Color White. $149.95. 4.6 out of 5 stars

White Sperry Gold Striper LTT

White Sperry Gold Striper LTT

Brand Name: Sperry
Product Name: Gold Striper LTT
Gender: Men's
Color: White
Price: $149.95
Rating: 5Rated 5 stars out of 5(12)

Sperry - Authentic Original 2-Eye. Color Tan Multi. $109.90. 3.3 out of 5 stars

Brown Sperry Authentic Original 2-Eye

Brown Sperry Authentic Original 2-Eye

+3

Brand Name: Sperry
Product Name: Authentic Original 2-Eye
Gender: Men's
Color: Tan Multi
Price: $109.90
Rating: 3Rated 3 stars out of 5(20)

Sperry - Cabo II Penny. Color Brown. On sale for $47.98. MSRP $109.95.. 3.8 out of 5 stars

Brown Sperry Cabo II Penny

Brown Sperry Cabo II Penny

+3

Brand Name: Sperry
Product Name: Cabo II Penny
Gender: Men's
Color: Brown
Price: $47.98MSRP: $109.95
Rating: 4Rated 4 stars out of 5(20)

Sperry - Gold Authentic Original 2-Eye Woven. Color Amaretto. Low Stock. On sale for $64.73. MSRP $184.95.. 4.1 out of 5 stars

9 left in stock

Brown Sperry Gold Authentic Original 2-Eye Woven

Brown Sperry Gold Authentic Original 2-Eye Woven

+3

Brand Name: Sperry
Product Name: Gold Authentic Original 2-Eye Woven
Gender: Men's
Color: Amaretto
Price: $64.73MSRP: $184.95
Rating: 4Rated 4 stars out of 5(25)

Sperry - Authentic Original Penny. Color Brown. $109.90. 4.4 out of 5 stars

Brown Sperry Authentic Original Penny

Brown Sperry Authentic Original Penny

+3

Brand Name: Sperry
Product Name: Authentic Original Penny
Gender: Men's
Color: Brown
Price: $109.90
Rating: 4Rated 4 stars out of 5(30)

Sperry - A/O 2-Eye Cross Lace. Color Brown. $109.95. 3.4 out of 5 stars

Brown Sperry A/O 2-Eye Cross Lace

Brown Sperry A/O 2-Eye Cross Lace

+4

Brand Name: Sperry
Product Name: A/O 2-Eye Cross Lace
Gender: Men's
Color: Brown
Price: $109.95
Rating: 3Rated 3 stars out of 5(47)

Sperry - Sea Kite Sport Moc. Color Navy 1. $109.95. 4.6 out of 5 stars

Navy Sperry Sea Kite Sport Moc

Navy Sperry Sea Kite Sport Moc

+3

Brand Name: Sperry
Product Name: Sea Kite Sport Moc
Gender: Men's
Color: Navy 1
Price: $109.95
Rating: 5Rated 5 stars out of 5(245)

Sperry - Gold Authentic Original 2-Eye. Color Tan. Low Stock. $174.95. 4.0 out of 5 stars

2 left in stock

Tan Sperry Gold Authentic Original 2-Eye

Tan Sperry Gold Authentic Original 2-Eye

+2

Brand Name: Sperry
Product Name: Gold Authentic Original 2-Eye
Gender: Men's
Color: Tan
Price: $174.95
Rating: 4Rated 4 stars out of 5(23)

Sperry - Striper Plushwave CVO. Color Khaki. Low Stock. On sale for $66.47. MSRP $94.95.. 3.7 out of 5 stars

7 left in stock

Khaki Sperry Striper Plushwave CVO

Khaki Sperry Striper Plushwave CVO

Brand Name: Sperry
Product Name: Striper Plushwave CVO
Gender: Men's
Color: Khaki
Price: $66.47MSRP: $94.95
Rating: 4Rated 4 stars out of 5(95)

Sperry - A/O 2-Eye Seacycled Shearling. Color Tan. $124.95. 3.9 out of 5 stars

Tan Sperry A/O 2-Eye Seacycled Shearling

Tan Sperry A/O 2-Eye Seacycled Shearling

+2

Brand Name: Sperry
Product Name: A/O 2-Eye Seacycled Shearling
Gender: Men's
Color: Tan
Price: $124.95
Rating: 4Rated 4 stars out of 5(8)

Sperry - Moc-Sider Chelsea Premium. Color Tan. On sale for $108.86. MSRP $139.95.. 5.0 out of 5 stars

Tan Sperry Moc-Sider Chelsea Premium

Tan Sperry Moc-Sider Chelsea Premium

+2

Brand Name: Sperry
Product Name: Moc-Sider Chelsea Premium
Gender: Men's
Color: Tan
Price: $108.86MSRP: $139.95
Rating: 5Rated 5 stars out of 5(3)

Sperry - Cape May Mule. Color Black. On sale for $59.91. MSRP $69.95.. 5.0 out of 5 stars

Black Sperry Cape May Mule

Black Sperry Cape May Mule

Brand Name: Sperry
Product Name: Cape May Mule
Gender: Men's
Color: Black
Price: $59.91MSRP: $69.95
Rating: 5Rated 5 stars out of 5(3)

Sperry - A/O Plushwave 2.0. Color Black. $119.95. 3.9 out of 5 stars

Black Sperry A/O Plushwave 2.0

Black Sperry A/O Plushwave 2.0

Brand Name: Sperry
Product Name: A/O Plushwave 2.0
Gender: Men's
Color: Black
Price: $119.95
Rating: 4Rated 4 stars out of 5(39)

Sperry - Duck Float Lace-Up Cozy. Color Black. $129.90. 3.8 out of 5 stars

Black Sperry Duck Float Lace-Up Cozy

Black Sperry Duck Float Lace-Up Cozy

Brand Name: Sperry
Product Name: Duck Float Lace-Up Cozy
Gender: Men's
Color: Black
Price: $129.90
Rating: 4Rated 4 stars out of 5(8)

Sperry - Moc-Sider Leather. Color Brown. Low Stock. On sale for $54.02. MSRP $79.95.. 2.7 out of 5 stars

6 left in stock

Brown Sperry Moc-Sider Leather

Brown Sperry Moc-Sider Leather

Brand Name: Sperry
Product Name: Moc-Sider Leather
Gender: Men's
Color: Brown
Price: $54.02MSRP: $79.95
Rating: 3Rated 3 stars out of 5(3)

Sperry - Striper II CVO Hemp. Color Grey 1. Low Stock. $64.90. 4.5 out of 5 stars

1 left in stock

Gray Sperry Striper II CVO Hemp

Gray Sperry Striper II CVO Hemp

Brand Name: Sperry
Product Name: Striper II CVO Hemp
Gender: Men's
Color: Grey 1
Price: $64.90
Rating: 5Rated 5 stars out of 5(35)

Sperry - Davenport Penny. Color Black 1. $109.95. 3.7 out of 5 stars

Black Sperry Davenport Penny

Black Sperry Davenport Penny

Brand Name: Sperry
Product Name: Davenport Penny
Gender: Men's
Color: Black 1
Price: $109.95
Rating: 4Rated 4 stars out of 5(46)

Sperry - Cold Bay. Color Black. On sale for $79.64. MSRP $130.00.. 4.5 out of 5 stars

Black Sperry Cold Bay

Black Sperry Cold Bay

Brand Name: Sperry
Product Name: Cold Bay
Gender: Men's
Color: Black
Price: $79.64MSRP: $130.00
Rating: 5Rated 5 stars out of 5(136)

Sperry - Cold Bay 3-Eye. Color Black. $99.95. 4.1 out of 5 stars

Black Sperry Cold Bay 3-Eye

Black Sperry Cold Bay 3-Eye

Brand Name: Sperry
Product Name: Cold Bay 3-Eye
Gender: Men's
Color: Black
Price: $99.95
Rating: 4Rated 4 stars out of 5(35)

Sperry - Striper Storm Hiker. Color Brown/Camo. Low Stock. $109.95. 4.7 out of 5 stars

10 left in stock

Brown Sperry Striper Storm Hiker

Brown Sperry Striper Storm Hiker

Brand Name: Sperry
Product Name: Striper Storm Hiker
Gender: Men's
Color: Brown/Camo
Price: $109.95
Rating: 5Rated 5 stars out of 5(116)

Sperry - Gold Striper Plushwave CVO. Color Soft Tan. Low Stock. $154.95. 4.5 out of 5 stars

1 left in stock

Tan Sperry Gold Striper Plushwave CVO

Tan Sperry Gold Striper Plushwave CVO

Brand Name: Sperry
Product Name: Gold Striper Plushwave CVO
Gender: Men's
Color: Soft Tan
Price: $154.95
Rating: 4Rated 4 stars out of 5(51)

Sperry - Saltwater Duck. Color Tan/Brown. Low Stock. On sale for $39.98. MSRP $99.95.. 4.4 out of 5 stars

1 left in stock

Tan Sperry Saltwater Duck

Tan Sperry Saltwater Duck

Brand Name: Sperry
Product Name: Saltwater Duck
Gender: Unisex
Color: Tan/Brown
Price: $39.98MSRP: $99.95
Rating: 4Rated 4 stars out of 5(53)

Sperry - Cold Bay 3-Eye. Color Brown/Tan. $109.95. 4.2 out of 5 stars

Brown Sperry Cold Bay 3-Eye

Brown Sperry Cold Bay 3-Eye

Brand Name: Sperry
Product Name: Cold Bay 3-Eye
Gender: Men's
Color: Brown/Tan
Price: $109.95
Rating: 4Rated 4 stars out of 5(82)

Sperry - Gold Cup Boat. Color Cymbal. $189.95. 4.4 out of 5 stars

Brown Sperry Gold Cup Boat

Brown Sperry Gold Cup Boat

+2

Brand Name: Sperry
Product Name: Gold Cup Boat
Gender: Men's
Color: Cymbal
Price: $189.95
Rating: 4Rated 4 stars out of 5(469)

Sperry - Cold Bay Boot. Color Tan/Brown. $129.95. 4.5 out of 5 stars

Tan Sperry Cold Bay Boot

Tan Sperry Cold Bay Boot

Brand Name: Sperry
Product Name: Cold Bay Boot
Gender: Men's
Color: Tan/Brown
Price: $129.95
Rating: 5Rated 5 stars out of 5(182)

Sperry - Gold Cup A/O 2-Eye. Color Tan. $174.95. 4.2 out of 5 stars

Tan Sperry Gold Cup A/O 2-Eye

Tan Sperry Gold Cup A/O 2-Eye

Brand Name: Sperry
Product Name: Gold Cup A/O 2-Eye
Gender: Men's
Color: Tan
Price: $174.95
Rating: 4Rated 4 stars out of 5(293)

Sperry - Gold Cup Harpswell Driver. Color Brown Sugar. $174.95. 4.2 out of 5 stars

Brown Sperry Gold Cup Harpswell Driver

Brown Sperry Gold Cup Harpswell Driver

Brand Name: Sperry
Product Name: Gold Cup Harpswell Driver
Gender: Men's
Color: Brown Sugar
Price: $174.95
Rating: 4Rated 4 stars out of 5(122)

Sperry - Avenue Duck Boot. Color Black/Amaretto. $119.95. 4.1 out of 5 stars

Black Sperry Avenue Duck Boot

Black Sperry Avenue Duck Boot

+2

Brand Name: Sperry
Product Name: Avenue Duck Boot
Gender: Men's
Color: Black/Amaretto
Price: $119.95
Rating: 4Rated 4 stars out of 5(215)

Sperry - Gold Cup A/O 2-Eye. Color Navy 1. Low Stock. $174.95. 4.3 out of 5 stars

8 left in stock

Navy Sperry Gold Cup A/O 2-Eye

Navy Sperry Gold Cup A/O 2-Eye

+2

Brand Name: Sperry
Product Name: Gold Cup A/O 2-Eye
Gender: Men's
Color: Navy 1
Price: $174.95
Rating: 4Rated 4 stars out of 5(478)

Sperry - A/O 2-Eye. Color Navy. $109.95. 4.4 out of 5 stars

Navy Sperry A/O 2-Eye

Navy Sperry A/O 2-Eye

Brand Name: Sperry
Product Name: A/O 2-Eye
Gender: Men's
Color: Navy
Price: $109.95
Rating: 4Rated 4 stars out of 5(2822)

Sperry - Hampden Venetian. Color Amaretto. $109.95. 4.6 out of 5 stars

Brown Sperry Hampden Venetian

Brown Sperry Hampden Venetian

Brand Name: Sperry
Product Name: Hampden Venetian
Gender: Men's
Color: Amaretto
Price: $109.95
Rating: 5Rated 5 stars out of 5(140)

Sperry - Billfish 3-Eye Boat Shoe. Color Navy/Brown. $109.99. 4.3 out of 5 stars

Navy Sperry Billfish 3-Eye Boat Shoe

Navy Sperry Billfish 3-Eye Boat Shoe

+3

Brand Name: Sperry
Product Name: Billfish 3-Eye Boat Shoe
Gender: Men's
Color: Navy/Brown
Price: $109.99
Rating: 4Rated 4 stars out of 5(1548)

Sperry - Mako 2-Eye Canoe Moc. Color Amaretto. $110.00. 4.5 out of 5 stars

Brown Sperry Mako 2-Eye Canoe Moc

+2

Brand Name: Sperry
Product Name: Mako 2-Eye Canoe Moc
Gender: Men's
Color: Amaretto
Price: $110.00
Rating: 4Rated 4 stars out of 5(801)

Get on the List

Subscribe to Zappos emails for exclusive product launches, early notifications for sales, and a few extra-special surprises.