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

Size 8.5 Casual Sperry Products

56 items found

Sort By

Your Selections

Search Results

Sperry - Authentic Original. Color Sahara. On sale for $99.99. MSRP $110.00. 9% off. 4.5 out of 5 stars

Orange Sperry Authentic Original

Orange Sperry Authentic Original

+9

Brand Name: Sperry
Product Name: Authentic Original
Gender: Men's
Color: Sahara
Price: $99.99MSRP: $110.009% OFF
Rating: 4Rated 4 stars out of 5(5509)

. Sperry - Billfish 3-Eye Boat Shoe. Color Dark Tan. On sale for $73.99. MSRP $110.00. 33% off. 4.3 out of 5 stars

Brown Sperry Billfish 3-Eye Boat Shoe

Brown Sperry Billfish 3-Eye Boat Shoe

+3

Brand Name: Sperry
Product Name: Billfish 3-Eye Boat Shoe
Gender: Men's
Color: Dark Tan
Price: $73.99MSRP: $110.0033% OFF
Rating: 4Rated 4 stars out of 5(1566)

Sperry - Striper Ii Cvo Sw. Color Grey. $64.95.

Gray Sperry Striper Ii Cvo Sw

Gray Sperry Striper Ii Cvo Sw

+5

Brand Name: Sperry
Product Name: Striper Ii Cvo Sw
Gender: Men's
Color: Grey
Price: $64.95
Rating

Sperry - A/O 2-Eye Double Sole Nubuck. Color Brown. $109.95.

Brown Sperry A/O 2-Eye Double Sole Nubuck

Brown Sperry A/O 2-Eye Double Sole Nubuck

Brand Name: Sperry
Product Name: A/O 2-Eye Double Sole Nubuck
Gender: Men's
Color: Brown
Price: $109.95
Rating

Sperry - AO 2 Eye. Color Light Brown. $99.95.

Tan Sperry AO 2 Eye

Tan Sperry AO 2 Eye

+2

Brand Name: Sperry
Product Name: AO 2 Eye
Gender: Men's
Color: Light Brown
Price: $99.95
Rating

Sperry - Striper II CVO Canvas. Color SW Navy. Low Stock. On sale for $49.99. MSRP $70.00. 29% off. 4.3 out of 5 stars

Low Stock

Navy Sperry Striper II CVO Canvas

Navy Sperry Striper II CVO Canvas

+2

Brand Name: Sperry
Product Name: Striper II CVO Canvas
Gender: Men's
Color: SW Navy
Price: $49.99MSRP: $70.0029% OFF
Rating: 4Rated 4 stars out of 5(364)

Sperry - Davenport Venetian. Color Tan. $109.90. 3.8 out of 5 stars

Tan Sperry Davenport Venetian

Tan Sperry Davenport Venetian

+4

Brand Name: Sperry
Product Name: Davenport Venetian
Gender: Men's
Color: Tan
Price: $109.90
Rating: 4Rated 4 stars out of 5(55)

Sperry - Striper II Cvo Knit. Color Grey. $64.95.

Gray Sperry Striper II Cvo Knit

Gray Sperry Striper II Cvo Knit

Brand Name: Sperry
Product Name: Striper II Cvo Knit
Gender: Men's
Color: Grey
Price: $64.95
Rating

Sperry - Classic Ao 2 Eye. Color Royal Brown. On sale for $79.96. MSRP $100.00. 20% off. 5.0 out of 5 stars

Brown Sperry Classic Ao 2 Eye

Brown Sperry Classic Ao 2 Eye

+3

Brand Name: Sperry
Product Name: Classic Ao 2 Eye
Gender: Men's
Color: Royal Brown
Price: $79.96MSRP: $100.0020% OFF
Rating: 5Rated 5 stars out of 5(1)

Sperry - Bahama II. Color SW Oyster/Khaki. On sale for $65.00. MSRP $70.00. 7% off. 4.4 out of 5 stars

Olive Sperry Bahama II

Olive Sperry Bahama II

+5

Brand Name: Sperry
Product Name: Bahama II
Gender: Men's
Color: SW Oyster/Khaki
Price: $65.00MSRP: $70.007% OFF
Rating: 4Rated 4 stars out of 5(174)

Sperry - Authentic Original 2-Eye Double Sole. Color Navy Multi. $119.95. 3.2 out of 5 stars

Blue Sperry Authentic Original 2-Eye Double Sole

Blue Sperry Authentic Original 2-Eye Double Sole

+4

Brand Name: Sperry
Product Name: Authentic Original 2-Eye Double Sole
Gender: Men's
Color: Navy Multi
Price: $119.95
Rating: 3Rated 3 stars out of 5(6)

Sperry - Billfish 3-Eye. Color Cognac. $109.95. 3.2 out of 5 stars

Tan Sperry Billfish 3-Eye

Tan Sperry Billfish 3-Eye

+2

Brand Name: Sperry
Product Name: Billfish 3-Eye
Gender: Men's
Color: Cognac
Price: $109.95
Rating: 3Rated 3 stars out of 5(4)

Sperry - Classic Cvo. Color White/Multi. On sale for $51.71. MSRP $75.00. 31% off.

Multi Sperry Classic Cvo

Multi Sperry Classic Cvo

+3

Brand Name: Sperry
Product Name: Classic Cvo
Gender: Men's
Color: White/Multi
Price: $51.71MSRP: $75.0031% OFF
Rating

Sperry - Gold A/O 2-Eye. Color Brown. On sale for $139.96. MSRP $175.00. 20% off.

Brown Sperry Gold A/O 2-Eye

Brown Sperry Gold A/O 2-Eye

+3

Brand Name: Sperry
Product Name: Gold A/O 2-Eye
Gender: Men's
Color: Brown
Price: $139.96MSRP: $175.0020% OFF
Rating

Sperry - Authentic Original Venetian Double Sole. Color Tan Nubuck. $109.95. 3.2 out of 5 stars

Tan Sperry Authentic Original Venetian Double Sole

Tan Sperry Authentic Original Venetian Double Sole

+2

Brand Name: Sperry
Product Name: Authentic Original Venetian Double Sole
Gender: Men's
Color: Tan Nubuck
Price: $109.95
Rating: 3Rated 3 stars out of 5(4)

Sperry - Mako 2-Eye Canoe Moc. Color Amaretto. $109.95. 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: $109.95
Rating: 4Rated 4 stars out of 5(807)

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(472)

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

Taupe Sperry Striper II Lace to Toe Seasonal

Taupe Sperry Striper II Lace to Toe Seasonal

+2

Brand Name: Sperry
Product Name: Striper II Lace to Toe Seasonal
Gender: Men's
Color: Taupe Linen
Price: $69.95
Rating

Sperry - Gold Cup Harpswell. Color Tan. $174.95. 4.1 out of 5 stars

Tan Sperry Gold Cup Harpswell

Tan Sperry Gold Cup Harpswell

Brand Name: Sperry
Product Name: Gold Cup Harpswell
Gender: Men's
Color: Tan
Price: $174.95
Rating: 4Rated 4 stars out of 5(56)

Sperry - Authentic Original Double Sole Cross Lace. Color Dark Tan. $119.95. 4.1 out of 5 stars

Brown Sperry Authentic Original Double Sole Cross Lace

Brown Sperry Authentic Original Double Sole Cross Lace

+2

Brand Name: Sperry
Product Name: Authentic Original Double Sole Cross Lace
Gender: Men's
Color: Dark Tan
Price: $119.95
Rating: 4Rated 4 stars out of 5(45)

Sperry - Authentic Original 2-Eye Seasonal. Color Navy Leather. $109.95.

Blue Sperry Authentic Original 2-Eye Seasonal

Blue Sperry Authentic Original 2-Eye Seasonal

+5

Brand Name: Sperry
Product Name: Authentic Original 2-Eye Seasonal
Gender: Men's
Color: Navy Leather
Price: $109.95
Rating

Sperry - Halyard Cvo. Color Grey 1. Low Stock. On sale for $48.47. MSRP $60.00. 19% off. 4.5 out of 5 stars

Low Stock

Gray Sperry Halyard Cvo

Gray Sperry Halyard Cvo

Brand Name: Sperry
Product Name: Halyard Cvo
Gender: Men's
Color: Grey 1
Price: $48.47MSRP: $60.0019% OFF
Rating: 5Rated 5 stars out of 5(2)

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 - Striper II Ltt. Color Cream. $84.95. 4.2 out of 5 stars

Beige Sperry Striper II Ltt

Beige Sperry Striper II Ltt

+4

Brand Name: Sperry
Product Name: Striper II Ltt
Gender: Men's
Color: Cream
Price: $84.95
Rating: 4Rated 4 stars out of 5(25)

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(299)

Sperry - Gold Billfish Plushwave. Color Amaretto. $174.90. 3.9 out of 5 stars

Brown Sperry Gold Billfish Plushwave

Brown Sperry Gold Billfish Plushwave

+3

Brand Name: Sperry
Product Name: Gold Billfish Plushwave
Gender: Men's
Color: Amaretto
Price: $174.90
Rating: 4Rated 4 stars out of 5(38)

Sperry - Gold Mako. Color Amaretto. On sale for $108.70. MSRP $174.95. 38% off. 3.9 out of 5 stars

Brown Sperry Gold Mako

Brown Sperry Gold Mako

+3

Brand Name: Sperry
Product Name: Gold Mako
Gender: Men's
Color: Amaretto
Price: $108.70MSRP: $174.9538% OFF
Rating: 4Rated 4 stars out of 5(22)

Sperry - CVO Canvas. Color White. $80.00. 3.4 out of 5 stars

White Sperry CVO Canvas

White Sperry CVO Canvas

+3

Brand Name: Sperry
Product Name: CVO Canvas
Gender: Men's
Color: White
Price: $80.00
Rating: 3Rated 3 stars out of 5(8)

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

Black Sperry A/O 2-Eye Cross Lace

Black Sperry A/O 2-Eye Cross Lace

+3

Brand Name: Sperry
Product Name: A/O 2-Eye Cross Lace
Gender: Men's
Color: Black
Price: $109.95
Rating: 3Rated 3 stars out of 5(48)

Sperry - Gold Cup A/O 2-Eye. Color Brown. $174.95. 4.3 out of 5 stars

Brown Sperry Gold Cup A/O 2-Eye

Brown Sperry Gold Cup A/O 2-Eye

+2

Brand Name: Sperry
Product Name: Gold Cup A/O 2-Eye
Gender: Men's
Color: Brown
Price: $174.95
Rating: 4Rated 4 stars out of 5(482)

Sperry - Authentic Original 2-Eye Summer. Color Ivory. $94.95.

White Sperry Authentic Original 2-Eye Summer

White Sperry Authentic Original 2-Eye Summer

+2

Brand Name: Sperry
Product Name: Authentic Original 2-Eye Summer
Gender: Men's
Color: Ivory
Price: $94.95
Rating

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(47)

Sperry - Sea Kite Sport Moc. Color Light Brown. $109.95. 4.6 out of 5 stars

Tan Sperry Sea Kite Sport Moc

Tan Sperry Sea Kite Sport Moc

+3

Brand Name: Sperry
Product Name: Sea Kite Sport Moc
Gender: Men's
Color: Light Brown
Price: $109.95
Rating: 5Rated 5 stars out of 5(248)

Sperry - Cloud Cvo. Color Washed Red. On sale for $55.49. MSRP $80.00. 31% off.

Red Sperry Cloud Cvo

Red Sperry Cloud Cvo

+4

Brand Name: Sperry
Product Name: Cloud Cvo
Gender: Men's
Color: Washed Red
Price: $55.49MSRP: $80.0031% OFF
Rating

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 - 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
Gender: Men's
Color: Taupe Linen
Price: $69.95
Rating

Sperry - Surveyor 2-Eye. Color Grey. $84.95.

Gray Sperry Surveyor 2-Eye

Gray Sperry Surveyor 2-Eye

Brand Name: Sperry
Product Name: Surveyor 2-Eye
Gender: Men's
Color: Grey
Price: $84.95
Rating

Sperry - A/O 2-Eye. Color Navy. On sale for $100.00. MSRP $110.00. 9% off. 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: $100.00MSRP: $110.009% OFF
Rating: 4Rated 4 stars out of 5(2825)

Sperry - Striper II. Color Black. On sale for $52.46. MSRP $70.00. 25% off. 5.0 out of 5 stars

Black Sperry Striper II

Black Sperry Striper II

Brand Name: Sperry
Product Name: Striper II
Gender: Men's
Color: Black
Price: $52.46MSRP: $70.0025% OFF
Rating: 5Rated 5 stars out of 5(1)

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
Gender: Men's
Color: Navy
Price: $69.95
Rating: 5Rated 5 stars out of 5(1)

Sperry - Billfish 3-Eye. Color Black. $109.90. 3.7 out of 5 stars

Black Sperry Billfish 3-Eye

Black Sperry Billfish 3-Eye

Brand Name: Sperry
Product Name: Billfish 3-Eye
Gender: Men's
Color: Black
Price: $109.90
Rating: 4Rated 4 stars out of 5(16)

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

Low Stock

Brown Sperry A/O 2-Eye Seacycled Shearling

Brown Sperry A/O 2-Eye Seacycled Shearling

+2

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

Sperry - 7 Seas 3-Eye. Color Navy 1. On sale for $81.00. MSRP $100.00. 19% off. 3.7 out of 5 stars

Navy Sperry 7 Seas 3-Eye

Navy Sperry 7 Seas 3-Eye

+2

Brand Name: Sperry
Product Name: 7 Seas 3-Eye
Gender: Men's
Color: Navy 1
Price: $81.00MSRP: $100.0019% OFF
Rating: 4Rated 4 stars out of 5(83)

Sperry - Mountain-Sider Utility. Color Brown. $149.95.

Brown Sperry Mountain-Sider Utility

Brown Sperry Mountain-Sider Utility

+2

Brand Name: Sperry
Product Name: Mountain-Sider Utility
Gender: Men's
Color: Brown
Price: $149.95
Rating

Sperry - A/O Lug 3-Eye. Color Navy 3. On sale for $121.64. MSRP $130.00. 6% off. 3.9 out of 5 stars

Blue Sperry A/O Lug 3-Eye

Blue Sperry A/O Lug 3-Eye

+1

Brand Name: Sperry
Product Name: A/O Lug 3-Eye
Gender: Men's
Color: Navy 3
Price: $121.64MSRP: $130.006% OFF
Rating: 4Rated 4 stars out of 5(15)

Sperry - Cold Bay 3-Eye. Color Brown/Tan. $110.00. 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: $110.00
Rating: 4Rated 4 stars out of 5(82)

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

Black Sperry Striper II CVO Seasonal

Black Sperry Striper II CVO Seasonal

+2

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

Sperry - Headsail. Color Grey. On sale for $100.00. MSRP $109.95. 9% off. 3.4 out of 5 stars

Gray Sperry Headsail

Gray Sperry Headsail

+4

Brand Name: Sperry
Product Name: Headsail
Gender: Men's
Color: Grey
Price: $100.00MSRP: $109.959% OFF
Rating: 3Rated 3 stars out of 5(16)

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

Black Sperry Gold Authentic Original 2-Eye Seasonal

Black Sperry Gold Authentic Original 2-Eye Seasonal

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

Sperry - Racquet Oxford. Color Blue. $74.95.

Blue Sperry Racquet Oxford

Blue Sperry Racquet Oxford

+2

Brand Name: Sperry
Product Name: Racquet Oxford
Gender: Men's
Color: Blue
Price: $74.95
Rating

Sperry - A/O Plushwave Lug Chukka. Color Black 2. On sale for $121.54. MSRP $140.00. 13% off. 4.1 out of 5 stars

Black Sperry A/O Plushwave Lug Chukka

Black Sperry A/O Plushwave Lug Chukka

+2

Brand Name: Sperry
Product Name: A/O Plushwave Lug Chukka
Gender: Men's
Color: Black 2
Price: $121.54MSRP: $140.0013% OFF
Rating: 4Rated 4 stars out of 5(35)

Sperry - Racquet Oxford Ltt. Color Black. On sale for $67.47. MSRP $75.00. 10% off.

Black Sperry Racquet Oxford Ltt

Black Sperry Racquet Oxford Ltt

+2

Brand Name: Sperry
Product Name: Racquet Oxford Ltt
Gender: Men's
Color: Black
Price: $67.47MSRP: $75.0010% OFF
Rating

Sperry - Avenue Duck Boot. Color Black/Amaretto. On sale for $110.00. MSRP $120.00. 8% off. 4.1 out of 5 stars

Black Sperry Avenue Duck Boot

Black Sperry Avenue Duck Boot

Brand Name: Sperry
Product Name: Avenue Duck Boot
Gender: Men's
Color: Black/Amaretto
Price: $110.00MSRP: $120.008% OFF
Rating: 4Rated 4 stars out of 5(217)

Sperry - Cold Bay Chukka Realtree. Color Olive. $119.95.

Olive Sperry Cold Bay Chukka Realtree

Olive Sperry Cold Bay Chukka Realtree

Brand Name: Sperry
Product Name: Cold Bay Chukka Realtree
Gender: Men's
Color: Olive
Price: $119.95
Rating

Sperry - Striper II Hiker. Color Navy. Low Stock. On sale for $53.51. MSRP $85.00. 37% off. 4.3 out of 5 stars

Low Stock

Navy Sperry Striper II Hiker

Navy Sperry Striper II Hiker

Brand Name: Sperry
Product Name: Striper II Hiker
Gender: Men's
Color: Navy
Price: $53.51MSRP: $85.0037% OFF
Rating: 4Rated 4 stars out of 5(9)

Sperry - Duck Float Zip. Color Khaki. Low Stock. On sale for $70.98. MSRP $94.95. 25% off. 3.5 out of 5 stars

Low Stock

Khaki Sperry Duck Float Zip

Khaki Sperry Duck Float Zip

+3

Brand Name: Sperry
Product Name: Duck Float Zip
Gender: Men's
Color: Khaki
Price: $70.98MSRP: $94.9525% OFF
Rating: 4Rated 4 stars out of 5(11)

Join Our List, Get 10% Off

Sign up for Zappos emails—new subscribers get 10% off a future order!* Plus, get early access to sales, coupons, and more. (One code per email address.)