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

Men's Casual Sperry Shoes

62 items found

Sort By

Your Selections

Search Results

. Sperry - Striper II Slip-On Seasonal. Color Navy. $69.95.

Navy Sperry Striper II Slip-On Seasonal

Navy Sperry Striper II Slip-On Seasonal

Brand Name: Sperry
Product Name: Striper II Slip-On Seasonal
Color: Navy
Price: $69.95
Rating

. Sperry - Bahama II Seasonal. Color Navy. $69.95. 5.0 out of 5 stars

Navy Sperry Bahama II Seasonal

Navy Sperry Bahama II Seasonal

+3

Brand Name: Sperry
Product Name: Bahama II Seasonal
Color: Navy
Price: $69.95
Rating: 5Rated 5 stars out of 5(1)

Sperry - Authentic Original. Color Ice. Low Stock. $74.90. 4.5 out of 5 stars

10 left in stock

White Sperry Authentic Original

White Sperry Authentic Original

+8

Brand Name: Sperry
Product Name: Authentic Original
Color: Ice
Price: $74.90
Rating: 4Rated 4 stars out of 5(5471)

Sperry - Authentic Original 2-Eye. Color Java. Low Stock. On sale for $86.78. MSRP $110.00.. 3.3 out of 5 stars

6 left in stock

Brown Sperry Authentic Original 2-Eye

Brown Sperry Authentic Original 2-Eye

+3

Brand Name: Sperry
Product Name: Authentic Original 2-Eye
Color: Java
Price: $86.78MSRP: $110.00
Rating: 3Rated 3 stars out of 5(20)

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

10 left in stock

Black Sperry Cold Bay 3-Eye

Black Sperry Cold Bay 3-Eye

Brand Name: Sperry
Product Name: Cold Bay 3-Eye
Color: Black
Price: $99.95
Rating: 4Rated 4 stars out of 5(20)

Sperry - Striper II Hiker. Color Taupe. $84.95. 4.7 out of 5 stars

Taupe Sperry Striper II Hiker

Taupe Sperry Striper II Hiker

+1

Brand Name: Sperry
Product Name: Striper II Hiker
Color: Taupe
Price: $84.95
Rating: 5Rated 5 stars out of 5(3)

Sperry - Striper II LTT Leather. Color White. $84.95. 3.9 out of 5 stars

White Sperry Striper II LTT Leather

White Sperry Striper II LTT Leather

+3

Brand Name: Sperry
Product Name: Striper II LTT Leather
Color: White
Price: $84.95
Rating: 4Rated 4 stars out of 5(24)

Sperry - Sperry X Jaws Authentic Original Float. Color Red Multi. On sale for $45.00. MSRP $49.95.. 3.7 out of 5 stars

Red Sperry Sperry X Jaws Authentic Original Float

Red Sperry Sperry X Jaws Authentic Original Float

Brand Name: Sperry
Product Name: Sperry X Jaws Authentic Original Float
Color: Red Multi
Price: $45.00MSRP: $49.95
Rating: 4Rated 4 stars out of 5(20)

Sperry - Sperry X Jaws Striper II CVO. Color White. $59.95. 4.6 out of 5 stars

White Sperry Sperry X Jaws Striper II CVO

White Sperry Sperry X Jaws Striper II CVO

Brand Name: Sperry
Product Name: Sperry X Jaws Striper II CVO
Color: White
Price: $59.95
Rating: 5Rated 5 stars out of 5(8)

Sperry - Striper II Ltt. Color Navy. $69.95. 4.5 out of 5 stars

Navy Sperry Striper II Ltt

Navy Sperry Striper II Ltt

+4

Brand Name: Sperry
Product Name: Striper II Ltt
Color: Navy
Price: $69.95
Rating: 4Rated 4 stars out of 5(21)

Sperry - Striper II Seacycled. Color Navy Twill. On sale for $51.76. MSRP $70.00.. 3.8 out of 5 stars

Blue Sperry Striper II Seacycled

Blue Sperry Striper II Seacycled

+3

Brand Name: Sperry
Product Name: Striper II Seacycled
Color: Navy Twill
Price: $51.76MSRP: $70.00
Rating: 4Rated 4 stars out of 5(36)

Sperry - Duck Float Lace-Up Seacycled. Color Taupe. $100.00.

Taupe Sperry Duck Float Lace-Up Seacycled

Taupe Sperry Duck Float Lace-Up Seacycled

+2

Brand Name: Sperry
Product Name: Duck Float Lace-Up Seacycled
Color: Taupe
Price: $100.00
Rating

Sperry - Duck Float Zip. Color Olive. $94.90. 3.7 out of 5 stars

Olive Sperry Duck Float Zip

Olive Sperry Duck Float Zip

+3

Brand Name: Sperry
Product Name: Duck Float Zip
Color: Olive
Price: $94.90
Rating: 4Rated 4 stars out of 5(10)

Sperry - Authentic Original Double Sole Cross Lace. Color Olive. On sale for $76.77. 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
Color: Olive
Price: $76.77MSRP: $120.00
Rating: 4Rated 4 stars out of 5(37)

Sperry - Striper II Slip-On Perf. Color Black Suede. Low Stock. On sale for $70.12. MSRP $79.95.. 4.0 out of 5 stars

8 left in stock

Black Sperry Striper II Slip-On Perf

Black Sperry Striper II Slip-On Perf

Brand Name: Sperry
Product Name: Striper II Slip-On Perf
Color: Black Suede
Price: $70.12MSRP: $79.95
Rating: 4Rated 4 stars out of 5(9)

Sperry - Striper Plushwave CVO. Color Khaki. Low Stock. $94.90. 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
Color: Khaki
Price: $94.90
Rating: 4Rated 4 stars out of 5(95)

Sperry - Authentic Original Float. Color Grey. $54.95. 3.9 out of 5 stars

Gray Sperry Authentic Original Float

Gray Sperry Authentic Original Float

+2

Brand Name: Sperry
Product Name: Authentic Original Float
Color: Grey
Price: $54.95
Rating: 4Rated 4 stars out of 5(326)

Sperry - Striper II Twin Gore Perf Suede. Color Taupe. $79.95. 2.8 out of 5 stars

Taupe Sperry Striper II Twin Gore Perf Suede

Taupe Sperry Striper II Twin Gore Perf Suede

Brand Name: Sperry
Product Name: Striper II Twin Gore Perf Suede
Color: Taupe
Price: $79.95
Rating: 3Rated 3 stars out of 5(18)

Sperry - Striper II Slip On Seasonal. Color Taupe Linen. $69.95.

Taupe Sperry Striper II Slip On Seasonal

Taupe Sperry Striper II Slip On Seasonal

Brand Name: Sperry
Product Name: Striper II Slip On Seasonal
Color: Taupe Linen
Price: $69.95
Rating

Sperry - Striper II CVO Seasonal. Color White Linen. $69.95.

White Sperry Striper II CVO Seasonal

White Sperry Striper II CVO Seasonal

+3

Brand Name: Sperry
Product Name: Striper II CVO Seasonal
Color: White Linen
Price: $69.95
Rating

Sperry - Striper II Lace to Toe Seasonal. Color Blue Linen. $69.95.

Multi Sperry Striper II Lace to Toe Seasonal

Multi Sperry Striper II Lace to Toe Seasonal

+2

Brand Name: Sperry
Product Name: Striper II Lace to Toe Seasonal
Color: Blue Linen
Price: $69.95
Rating

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
Color: Brown
Price: $74.95
Rating

Sperry - Authentic Original 2-Eye Pride. Color Blue Multi. $99.90. 5.0 out of 5 stars

Blue Sperry Authentic Original 2-Eye Pride

Blue Sperry Authentic Original 2-Eye Pride

Brand Name: Sperry
Product Name: Authentic Original 2-Eye Pride
Color: Blue Multi
Price: $99.90
Rating: 5Rated 5 stars out of 5(7)

Sperry - Float Slide Pride. Color Ivory Multi. $44.90. 5.0 out of 5 stars

Bone Sperry Float Slide Pride

Bone Sperry Float Slide Pride

Brand Name: Sperry
Product Name: Float Slide Pride
Color: Ivory Multi
Price: $44.90
Rating: 5Rated 5 stars out of 5(3)

Sperry - Authentic Original Sirocco. Color Tan Suede. Low Stock. $99.95. 4.0 out of 5 stars

8 left in stock

Tan Sperry Authentic Original Sirocco

Tan Sperry Authentic Original Sirocco

Brand Name: Sperry
Product Name: Authentic Original Sirocco
Color: Tan Suede
Price: $99.95
Rating: 4Rated 4 stars out of 5(1)

Sperry - Striper II CVO. Color Grey 1. $69.95. 4.4 out of 5 stars

Gray Sperry Striper II CVO

Gray Sperry Striper II CVO

Brand Name: Sperry
Product Name: Striper II CVO
Color: Grey 1
Price: $69.95
Rating: 4Rated 4 stars out of 5(81)

Sperry - Racquet Oxford. Color White. $89.95.

White Sperry Racquet Oxford

White Sperry Racquet Oxford

+2

Brand Name: Sperry
Product Name: Racquet Oxford
Color: White
Price: $89.95
Rating

Sperry - Bahama II Seacycled. Color Grey Chambray. $69.95. 3.9 out of 5 stars

Gray Sperry Bahama II Seacycled

Gray Sperry Bahama II Seacycled

Brand Name: Sperry
Product Name: Bahama II Seacycled
Color: Grey Chambray
Price: $69.95
Rating: 4Rated 4 stars out of 5(32)

Sperry - Striper II CVO Seacycled. Color Navy Chambray. $69.95. 4.3 out of 5 stars

Gray Sperry Striper II CVO Seacycled

Gray Sperry Striper II CVO Seacycled

+5

Brand Name: Sperry
Product Name: Striper II CVO Seacycled
Color: Navy Chambray
Price: $69.95
Rating: 4Rated 4 stars out of 5(71)

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
Color: Black
Price: $59.91MSRP: $69.95
Rating: 5Rated 5 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
Color: Taupe
Price: $54.95
Rating: 4Rated 4 stars out of 5(228)

Sperry - Cabo II Oxford. Color Tan. On sale for $69.97. MSRP $109.95.. 4.6 out of 5 stars

Tan Sperry Cabo II Oxford

Tan Sperry Cabo II Oxford

+4

Brand Name: Sperry
Product Name: Cabo II Oxford
Color: Tan
Price: $69.97MSRP: $109.95
Rating: 5Rated 5 stars out of 5(5)

Sperry - 7 Seas 3-Eye. Color Blue 3. Low Stock. $94.90. 3.7 out of 5 stars

4 left in stock

Blue Sperry 7 Seas 3-Eye

Blue Sperry 7 Seas 3-Eye

+3

Brand Name: Sperry
Product Name: 7 Seas 3-Eye
Color: Blue 3
Price: $94.90
Rating: 4Rated 4 stars out of 5(81)

Sperry - Fairlead. Color Taupe. $69.95. 4.6 out of 5 stars

Taupe Sperry Fairlead

Taupe Sperry Fairlead

+2

Brand Name: Sperry
Product Name: Fairlead
Color: Taupe
Price: $69.95
Rating: 5Rated 5 stars out of 5(7)

Sperry - Cutwater Deck Boot. Color Olive Multi. $94.95. 4.2 out of 5 stars

Bone Sperry Cutwater Deck Boot

Bone Sperry Cutwater Deck Boot

+2

Brand Name: Sperry
Product Name: Cutwater Deck Boot
Color: Olive Multi
Price: $94.95
Rating: 4Rated 4 stars out of 5(38)

Sperry - Soletide Seacycled. Color Grey 1. On sale for $57.63. MSRP $80.00.. 3.6 out of 5 stars

Gray Sperry Soletide Seacycled

Gray Sperry Soletide Seacycled

+6

Brand Name: Sperry
Product Name: Soletide Seacycled
Color: Grey 1
Price: $57.63MSRP: $80.00
Rating: 4Rated 4 stars out of 5(29)

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
Color: Tan
Price: $69.95
Rating: 4Rated 4 stars out of 5(3)

Sperry - Striper II Slip-On. Color Off-White. Low Stock. $69.95. 4.0 out of 5 stars

10 left in stock

White Sperry Striper II Slip-On

White Sperry Striper II Slip-On

Brand Name: Sperry
Product Name: Striper II Slip-On
Color: Off-White
Price: $69.95
Rating: 4Rated 4 stars out of 5(1)

Sperry - Cold Bay Rubber Chelsea. Color Grey. Low Stock. $99.95. 3.4 out of 5 stars

8 left in stock

Gray Sperry Cold Bay Rubber Chelsea

Gray Sperry Cold Bay Rubber Chelsea

+3

Brand Name: Sperry
Product Name: Cold Bay Rubber Chelsea
Color: Grey
Price: $99.95
Rating: 3Rated 3 stars out of 5(66)

Sperry - Cloud Cvo. Color Granite Green. $79.95.

Green Sperry Cloud Cvo

Green Sperry Cloud Cvo

Brand Name: Sperry
Product Name: Cloud Cvo
Color: Granite Green
Price: $79.95
Rating

Sperry - Bahama II. Color Blue Multi. $69.95. 4.4 out of 5 stars

Blue Sperry Bahama II

Blue Sperry Bahama II

+6

Brand Name: Sperry
Product Name: Bahama II
Color: Blue Multi
Price: $69.95
Rating: 4Rated 4 stars out of 5(167)

Sperry - Soletide 2-Eye Seacycled. Color White Multi. $79.95. 4.3 out of 5 stars

White Sperry Soletide 2-Eye Seacycled

White Sperry Soletide 2-Eye Seacycled

+4

Brand Name: Sperry
Product Name: Soletide 2-Eye Seacycled
Color: White Multi
Price: $79.95
Rating: 4Rated 4 stars out of 5(81)

Sperry - Moc-Sider Leather. Color Brown. Low Stock. On sale for $49.98. 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
Color: Brown
Price: $49.98MSRP: $79.95
Rating: 3Rated 3 stars out of 5(3)

Sperry - Moc-Sider Chelsea Premium. Color Black. On sale for $86.01. MSRP $139.95.. 5.0 out of 5 stars

Black Sperry Moc-Sider Chelsea Premium

Black Sperry Moc-Sider Chelsea Premium

+2

Brand Name: Sperry
Product Name: Moc-Sider Chelsea Premium
Color: Black
Price: $86.01MSRP: $139.95
Rating: 5Rated 5 stars out of 5(3)

Sperry - Striper II CVO Seacycled Baja. Color Taupe. On sale for $55.26. MSRP $70.00.. 3.4 out of 5 stars

Taupe Sperry Striper II CVO Seacycled Baja

Taupe Sperry Striper II CVO Seacycled Baja

Brand Name: Sperry
Product Name: Striper II CVO Seacycled Baja
Color: Taupe
Price: $55.26MSRP: $70.00
Rating: 3Rated 3 stars out of 5(29)

Sperry - Captain's Moc. Color Khaki. Low Stock. On sale for $53.91. MSRP $59.95.. 4.0 out of 5 stars

1 left in stock

Khaki Sperry Captain's Moc

Khaki Sperry Captain's Moc

+2

Brand Name: Sperry
Product Name: Captain's Moc
Color: Khaki
Price: $53.91MSRP: $59.95
Rating: 4Rated 4 stars out of 5(28)

Sperry - Water Strider. Color Grey. Low Stock. $54.95. 4.0 out of 5 stars

1 left in stock

Gray Sperry Water Strider

Gray Sperry Water Strider

+2

Brand Name: Sperry
Product Name: Water Strider
Color: Grey
Price: $54.95
Rating: 4Rated 4 stars out of 5(94)

Sperry - Headsail. Color Taupe. $99.95. 3.6 out of 5 stars

Taupe Sperry Headsail

Taupe Sperry Headsail

+5

Brand Name: Sperry
Product Name: Headsail
Color: Taupe
Price: $99.95
Rating: 4Rated 4 stars out of 5(13)

Sperry - Striper II Slip-On Pride. Color Blue. $69.90. 5.0 out of 5 stars

Blue Sperry Striper II Slip-On Pride

Blue Sperry Striper II Slip-On Pride

Brand Name: Sperry
Product Name: Striper II Slip-On Pride
Color: Blue
Price: $69.90
Rating: 5Rated 5 stars out of 5(1)

Sperry - Striper II CVO Pride. Color Blue. $69.90. 4.6 out of 5 stars

Blue Sperry Striper II CVO Pride

Blue Sperry Striper II CVO Pride

Brand Name: Sperry
Product Name: Striper II CVO Pride
Color: Blue
Price: $69.90
Rating: 5Rated 5 stars out of 5(11)

Sperry - A/O 2-Eye Seacycled Shearling. Color Tan. On sale for $79.98. MSRP $125.00.. 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
Color: Tan
Price: $79.98MSRP: $125.00
Rating: 4Rated 4 stars out of 5(8)

Sperry - A/O Seacycled Shearling Wool. Color Black Multi. On sale for $48.95. MSRP $99.95.. 5.0 out of 5 stars

Black Sperry A/O Seacycled Shearling Wool

Black Sperry A/O Seacycled Shearling Wool

Brand Name: Sperry
Product Name: A/O Seacycled Shearling Wool
Color: Black Multi
Price: $48.95MSRP: $99.95
Rating: 5Rated 5 stars out of 5(2)

Sperry - Striper II Slip-On Sneaker. Color SW Navy. $69.95. 3.9 out of 5 stars

Navy Sperry Striper II Slip-On Sneaker

Navy Sperry Striper II Slip-On Sneaker

+3

Brand Name: Sperry
Product Name: Striper II Slip-On Sneaker
Color: SW Navy
Price: $69.95
Rating: 4Rated 4 stars out of 5(140)

Sperry - Cabo II Penny. Color Brown. On sale for $69.97. 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
Color: Brown
Price: $69.97MSRP: $109.95
Rating: 4Rated 4 stars out of 5(20)

Sperry - Cloud CVO Pride. Color Blue. Low Stock. On sale for $34.96. MSRP $79.50.. 4.7 out of 5 stars

5 left in stock

Blue Sperry Cloud CVO Pride

Blue Sperry Cloud CVO Pride

Brand Name: Sperry
Product Name: Cloud CVO Pride
Color: Blue
Price: $34.96MSRP: $79.50
Rating: 5Rated 5 stars out of 5(3)

Sperry - Striper II CVO Canvas. Color SW Black. $69.95. 4.3 out of 5 stars

Black Sperry Striper II CVO Canvas

Black Sperry Striper II CVO Canvas

+5

Brand Name: Sperry
Product Name: Striper II CVO Canvas
Color: SW Black
Price: $69.95
Rating: 4Rated 4 stars out of 5(356)

Sperry - Harbormaster 2.0. Color Navy. $84.95. 4.0 out of 5 stars

Navy Sperry Harbormaster 2.0

Navy Sperry Harbormaster 2.0

+2

Brand Name: Sperry
Product Name: Harbormaster 2.0
Color: Navy
Price: $84.95
Rating: 4Rated 4 stars out of 5(29)

Sperry - Captain'S Moc Boat Seacycled Baja. Color Blue. On sale for $52.50. MSRP $69.95.. 4.8 out of 5 stars

Blue Sperry Captain'S Moc Boat Seacycled Baja

Blue Sperry Captain'S Moc Boat Seacycled Baja

+2

Brand Name: Sperry
Product Name: Captain'S Moc Boat Seacycled Baja
Color: Blue
Price: $52.50MSRP: $69.95
Rating: 5Rated 5 stars out of 5(14)

Sperry - Striper Storm Hiker. Color Brown/Camo. Low Stock. On sale for $71.47. MSRP $110.00.. 4.7 out of 5 stars

9 left in stock

Brown Sperry Striper Storm Hiker

Brown Sperry Striper Storm Hiker

Brand Name: Sperry
Product Name: Striper Storm Hiker
Color: Brown/Camo
Price: $71.47MSRP: $110.00
Rating: 5Rated 5 stars out of 5(111)

Sperry - Float Slide. Color Pink Print. $39.95. 4.4 out of 5 stars

Pink Sperry Float Slide

Pink Sperry Float Slide

+6

Brand Name: Sperry
Product Name: Float Slide
Color: Pink Print
Price: $39.95
Rating: 4Rated 4 stars out of 5(19)

Sperry - A/O Lug 3-Eye. Color Tan 3. Low Stock. On sale for $84.16. MSRP $130.00.. 4.0 out of 5 stars

2 left in stock

Tan Sperry A/O Lug 3-Eye

Tan Sperry A/O Lug 3-Eye

+4

Brand Name: Sperry
Product Name: A/O Lug 3-Eye
Color: Tan 3
Price: $84.16MSRP: $130.00
Rating: 4Rated 4 stars out of 5(11)

Sperry - Captain's Moc Hemp. Color Black 1. Low Stock. $64.95. 3.9 out of 5 stars

3 left in stock

Black Sperry Captain's Moc Hemp

Black Sperry Captain's Moc Hemp

+2

Brand Name: Sperry
Product Name: Captain's Moc Hemp
Color: Black 1
Price: $64.95
Rating: 4Rated 4 stars out of 5(18)

Get on the List

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