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

Casual Round Toe Sperry Products

55 items found

Sort By

Your Selections

Search Results

. Sperry - Authentic Original A/O 2 Eye. Color Sahara. Low Stock. On sale for $69.98. MSRP $110.00.. 4.5 out of 5 stars

Low Stock

Orange Sperry Authentic Original A/O 2 Eye

+3

Brand Name: Sperry
Product Name: Authentic Original A/O 2 Eye
Gender: Women's
Color: Sahara
Price: $69.98MSRP: $110.00
Rating: 4Rated 4 stars out of 5(1603)

Sperry - Striper II CVO Canvas. Color SW White. On sale for $39.00. MSRP $70.00.. 4.3 out of 5 stars

White Sperry Striper II CVO Canvas

White Sperry Striper II CVO Canvas

+4

Brand Name: Sperry
Product Name: Striper II CVO Canvas
Gender: Men's
Color: SW White
Price: $39.00MSRP: $70.00
Rating: 4Rated 4 stars out of 5(364)

Sperry - Saltwater 2.0. Color Black Nylon. On sale for $69.98. MSRP $110.00.. 3.0 out of 5 stars

Black Sperry Saltwater 2.0

Black Sperry Saltwater 2.0

+4

Brand Name: Sperry
Product Name: Saltwater 2.0
Gender: Women's
Color: Black Nylon
Price: $69.98MSRP: $110.00
Rating: 3Rated 3 stars out of 5(1)

Sperry - Bahama II. Color SW Navy. On sale for $65.00. MSRP $70.00.. 4.5 out of 5 stars

Navy Sperry Bahama II

Navy Sperry Bahama II

+6

Brand Name: Sperry
Product Name: Bahama II
Gender: Men's
Color: SW Navy
Price: $65.00MSRP: $70.00
Rating: 4Rated 4 stars out of 5(171)

Sperry - Crest Vibe Washed Linen. Color Oat. On sale for $49.00. MSRP $70.00.. 4.4 out of 5 stars

Beige Sperry Crest Vibe Washed Linen

Beige Sperry Crest Vibe Washed Linen

+5

Brand Name: Sperry
Product Name: Crest Vibe Washed Linen
Gender: Women's
Color: Oat
Price: $49.00MSRP: $70.00
Rating: 4Rated 4 stars out of 5(1108)

Sperry - 7 Seas 3-Eye. Color Navy 1. On sale for $65.00. MSRP $100.00.. 3.8 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: $65.00MSRP: $100.00
Rating: 4Rated 4 stars out of 5(82)

Sperry - Torrent Chelsea. Color Black. On sale for $79.98. MSRP $90.00.. 4.2 out of 5 stars

Black Sperry Torrent Chelsea

Black Sperry Torrent Chelsea

+10

Brand Name: Sperry
Product Name: Torrent Chelsea
Gender: Women's
Color: Black
Price: $79.98MSRP: $90.00
Rating: 4Rated 4 stars out of 5(245)

Sperry - Sea Sailor Platform. Color Tan. On sale for $78.52. MSRP $90.00.. 4.8 out of 5 stars

Tan Sperry Sea Sailor Platform

Tan Sperry Sea Sailor Platform

+4

Brand Name: Sperry
Product Name: Sea Sailor Platform
Gender: Women's
Color: Tan
Price: $78.52MSRP: $90.00
Rating: 5Rated 5 stars out of 5(6)

Sperry - Augusta. Color Black. On sale for $79.95. MSRP $90.00.. 3.7 out of 5 stars

Black Sperry Augusta

Black Sperry Augusta

+1

Brand Name: Sperry
Product Name: Augusta
Gender: Women's
Color: Black
Price: $79.95MSRP: $90.00
Rating: 4Rated 4 stars out of 5(3)

Sperry - Crest Vibe Sport. Color Tan. On sale for $55.26. MSRP $70.00.. 5.0 out of 5 stars

Tan Sperry Crest Vibe Sport

Tan Sperry Crest Vibe Sport

Brand Name: Sperry
Product Name: Crest Vibe Sport
Gender: Women's
Color: Tan
Price: $55.26MSRP: $70.00
Rating: 5Rated 5 stars out of 5(1)

Sperry - A/O 2-Eye. Color Navy. On sale for $88.00. MSRP $110.00.. 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: $88.00MSRP: $110.00
Rating: 4Rated 4 stars out of 5(2824)

Sperry - A/O 2-Eye Cross Lace. Color Brown. On sale for $100.00. MSRP $110.00.. 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: $100.00MSRP: $110.00
Rating: 3Rated 3 stars out of 5(48)

Sperry - Cold Bay Chukka Realtree. Color Olive. On sale for $117.15. MSRP $120.00..

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: $117.15MSRP: $120.00
Rating

Sperry - CVO Canvas. Color White. On sale for $57.59. MSRP $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: $57.59MSRP: $80.00
Rating: 3Rated 3 stars out of 5(8)

Sperry - Mountain-Sider Chelsea. Color Brown. On sale for $60.00. MSRP $130.00..

Brown Sperry Mountain-Sider Chelsea

Brown Sperry Mountain-Sider Chelsea

Brand Name: Sperry
Product Name: Mountain-Sider Chelsea
Gender: Men's
Color: Brown
Price: $60.00MSRP: $130.00
Rating

Sperry - Bahama 2.0. Color White. Low Stock. On sale for $59.99. MSRP $70.00.. 3.7 out of 5 stars

Low Stock

White Sperry Bahama 2.0

White Sperry Bahama 2.0

Brand Name: Sperry
Product Name: Bahama 2.0
Gender: Women's
Color: White
Price: $59.99MSRP: $70.00
Rating: 4Rated 4 stars out of 5(22)

Sperry - Gold Cup A/O 2-Eye Rivington. Color Tan. Low Stock. On sale for $140.00. MSRP $175.00.. 4.6 out of 5 stars

Low Stock

Tan Sperry Gold Cup A/O 2-Eye Rivington

Tan Sperry Gold Cup A/O 2-Eye Rivington

+1

Brand Name: Sperry
Product Name: Gold Cup A/O 2-Eye Rivington
Gender: Men's
Color: Tan
Price: $140.00MSRP: $175.00
Rating: 5Rated 5 stars out of 5(129)

Sperry - Avenue Duck Boot. Color Black/Amaretto. On sale for $110.00. MSRP $120.00.. 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: $120.00
Rating: 4Rated 4 stars out of 5(216)

Sperry - Gold Cup Boat. Color Cymbal. On sale for $186.59. MSRP $190.00.. 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: $186.59MSRP: $190.00
Rating: 4Rated 4 stars out of 5(471)

Sperry - Striper II Slip-On Sneaker. Color SW White. On sale for $49.99. MSRP $70.00.. 3.8 out of 5 stars

White Sperry Striper II Slip-On Sneaker

White Sperry Striper II Slip-On Sneaker

+2

Brand Name: Sperry
Product Name: Striper II Slip-On Sneaker
Gender: Men's
Color: SW White
Price: $49.99MSRP: $70.00
Rating: 4Rated 4 stars out of 5(143)

Sperry - Striper II CVO Seasonal. Color Black Linen. On sale for $42.00. MSRP $70.00.. 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: Black Linen
Price: $42.00MSRP: $70.00
Rating: 5Rated 5 stars out of 5(1)

Sperry - Racquet Oxford Ltt. Color White. On sale for $37.49. MSRP $75.00..

White Sperry Racquet Oxford Ltt

White Sperry Racquet Oxford Ltt

+2

Brand Name: Sperry
Product Name: Racquet Oxford Ltt
Gender: Men's
Color: White
Price: $37.49MSRP: $75.00
Rating

Sperry - Gold Billfish Plushwave. Color Tan. On sale for $106.68. MSRP $174.95.. 3.9 out of 5 stars

Tan Sperry Gold Billfish Plushwave

Tan Sperry Gold Billfish Plushwave

+4

Brand Name: Sperry
Product Name: Gold Billfish Plushwave
Gender: Men's
Color: Tan
Price: $106.68MSRP: $174.95
Rating: 4Rated 4 stars out of 5(38)

Sperry - Chunky Penny. Color Tan. On sale for $87.83. MSRP $110.00.. 3.8 out of 5 stars

Tan Sperry Chunky Penny

Tan Sperry Chunky Penny

+3

Brand Name: Sperry
Product Name: Chunky Penny
Gender: Women's
Color: Tan
Price: $87.83MSRP: $110.00
Rating: 4Rated 4 stars out of 5(30)

Sperry - Crest Vibe Seasonal. Color Off-White Stripe. On sale for $55.38. MSRP $70.00.. 3.0 out of 5 stars

Gray Sperry Crest Vibe Seasonal

Gray Sperry Crest Vibe Seasonal

+6

Brand Name: Sperry
Product Name: Crest Vibe Seasonal
Gender: Women's
Color: Off-White Stripe
Price: $55.38MSRP: $70.00
Rating: 3Rated 3 stars out of 5(2)

Sperry - Cloud Cvo. Color Washed Red. On sale for $60.00. MSRP $80.00..

Red Sperry Cloud Cvo

Red Sperry Cloud Cvo

+4

Brand Name: Sperry
Product Name: Cloud Cvo
Gender: Men's
Color: Washed Red
Price: $60.00MSRP: $80.00
Rating

Sperry - Racquet Oxford. Color Green. On sale for $54.00. MSRP $75.00..

Green Sperry Racquet Oxford

Green Sperry Racquet Oxford

+2

Brand Name: Sperry
Product Name: Racquet Oxford
Gender: Men's
Color: Green
Price: $54.00MSRP: $75.00
Rating

Sperry - Saltwater Tall Buckle Nylon Quilt. Color Black. On sale for $139.20. MSRP $160.00.. 4.2 out of 5 stars

Black Sperry Saltwater Tall Buckle Nylon Quilt

Black Sperry Saltwater Tall Buckle Nylon Quilt

+2

Brand Name: Sperry
Product Name: Saltwater Tall Buckle Nylon Quilt
Gender: Women's
Color: Black
Price: $139.20MSRP: $160.00
Rating: 4Rated 4 stars out of 5(95)

Sperry - Saltwater Alpine. Color Tan. On sale for $90.26. MSRP $110.00.. 4.2 out of 5 stars

Tan Sperry Saltwater Alpine

Tan Sperry Saltwater Alpine

Brand Name: Sperry
Product Name: Saltwater Alpine
Gender: Women's
Color: Tan
Price: $90.26MSRP: $110.00
Rating: 4Rated 4 stars out of 5(122)

Sperry - Striper Storm Hiker. Color Brown/Camo. Low Stock. On sale for $87.96. MSRP $110.00.. 4.7 out of 5 stars

Low 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: $87.96MSRP: $110.00
Rating: 5Rated 5 stars out of 5(116)

Sperry - Crest Vibe Washable. Color Grey. Low Stock. On sale for $70.00. MSRP $85.00.. 4.3 out of 5 stars

Low Stock

Gray Sperry Crest Vibe Washable

Gray Sperry Crest Vibe Washable

+3

Brand Name: Sperry
Product Name: Crest Vibe Washable
Gender: Women's
Color: Grey
Price: $70.00MSRP: $85.00
Rating: 4Rated 4 stars out of 5(14)

Sperry - Gold A/O 2-Eye Tumbled. Color Brown. On sale for $104.97. MSRP $175.00.. 3.5 out of 5 stars

Brown Sperry Gold A/O 2-Eye Tumbled

Brown Sperry Gold A/O 2-Eye Tumbled

+2

Brand Name: Sperry
Product Name: Gold A/O 2-Eye Tumbled
Gender: Men's
Color: Brown
Price: $104.97MSRP: $175.00
Rating: 3Rated 3 stars out of 5(21)

Sperry - Duck Float Zip. Color Black. Low Stock. On sale for $85.38. MSRP $94.95.. 3.5 out of 5 stars

Low Stock

Black Sperry Duck Float Zip

Black Sperry Duck Float Zip

+3

Brand Name: Sperry
Product Name: Duck Float Zip
Gender: Men's
Color: Black
Price: $85.38MSRP: $94.95
Rating: 4Rated 4 stars out of 5(11)

Sperry - Seaport Heel. Color Olive. On sale for $128.35. MSRP $140.00.. 3.8 out of 5 stars

Olive Sperry Seaport Heel

Olive Sperry Seaport Heel

+5

Brand Name: Sperry
Product Name: Seaport Heel
Gender: Women's
Color: Olive
Price: $128.35MSRP: $140.00
Rating: 4Rated 4 stars out of 5(19)

Sperry - Torrent Winter Boot Suede. Color Rose Dust. On sale for $109.90. MSRP $170.00.. 4.4 out of 5 stars

Pink Sperry Torrent Winter Boot Suede

Pink Sperry Torrent Winter Boot Suede

Brand Name: Sperry
Product Name: Torrent Winter Boot Suede
Gender: Women's
Color: Rose Dust
Price: $109.90MSRP: $170.00
Rating: 4Rated 4 stars out of 5(36)

Sperry - Sandy LTT. Color Black. On sale for $67.59. MSRP $75.00.. 4.0 out of 5 stars

Black Sperry Sandy LTT

Black Sperry Sandy LTT

+2

Brand Name: Sperry
Product Name: Sandy LTT
Gender: Women's
Color: Black
Price: $67.59MSRP: $75.00
Rating: 4Rated 4 stars out of 5(5)

Sperry - A/O Plushwave Lug Chukka. Color Black 2. On sale for $106.00. MSRP $140.00.. 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: $106.00MSRP: $140.00
Rating: 4Rated 4 stars out of 5(35)

Sperry - Soletide 2-Eye Seacycled. Color Black. Low Stock. On sale for $59.96. MSRP $80.00.. 4.3 out of 5 stars

Low Stock

Black Sperry Soletide 2-Eye Seacycled

Black Sperry Soletide 2-Eye Seacycled

Brand Name: Sperry
Product Name: Soletide 2-Eye Seacycled
Gender: Men's
Color: Black
Price: $59.96MSRP: $80.00
Rating: 4Rated 4 stars out of 5(86)

Sperry - Cutwater Deck Realtree. Color Olive. On sale for $75.46. MSRP $110.00..

Olive Sperry Cutwater Deck Realtree

Olive Sperry Cutwater Deck Realtree

Brand Name: Sperry
Product Name: Cutwater Deck Realtree
Gender: Men's
Color: Olive
Price: $75.46MSRP: $110.00
Rating

Sperry - Juneau Low Hiker Wool. Color Black. Low Stock. On sale for $56.40. MSRP $120.00..

Low Stock

Black Sperry Juneau Low Hiker Wool

Black Sperry Juneau Low Hiker Wool

Brand Name: Sperry
Product Name: Juneau Low Hiker Wool
Gender: Women's
Color: Black
Price: $56.40MSRP: $120.00
Rating

Sperry - Crest Slip-On. Color Multi Shimmer. On sale for $62.46. MSRP $69.95.. 4.2 out of 5 stars

Coral Sperry Crest Slip-On

Coral Sperry Crest Slip-On

+3

Brand Name: Sperry
Product Name: Crest Slip-On
Gender: Women's
Color: Multi Shimmer
Price: $62.46MSRP: $69.95
Rating: 4Rated 4 stars out of 5(91)

Sperry - Striper II Hiker. Color Navy. Low Stock. On sale for $39.95. MSRP $85.00.. 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: $39.95MSRP: $85.00
Rating: 4Rated 4 stars out of 5(9)

Sperry - Acadia. Color Tan. Low Stock. On sale for $77.97. MSRP $130.00.. 4.4 out of 5 stars

Low Stock

Tan Sperry Acadia

Tan Sperry Acadia

+2

Brand Name: Sperry
Product Name: Acadia
Gender: Women's
Color: Tan
Price: $77.97MSRP: $130.00
Rating: 4Rated 4 stars out of 5(20)

Sperry - Headsail. Color Grey. On sale for $100.00. MSRP $109.95.. 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: $109.95
Rating: 3Rated 3 stars out of 5(16)

Sperry - Kittery Boot Wool. Color Tan. On sale for $166.16. MSRP $200.00.. 3.5 out of 5 stars

Tan Sperry Kittery Boot Wool

Tan Sperry Kittery Boot Wool

+2

Brand Name: Sperry
Product Name: Kittery Boot Wool
Gender: Women's
Color: Tan
Price: $166.16MSRP: $200.00
Rating: 4Rated 4 stars out of 5(13)

Sperry - Striper II CVO Pride. Color Blue. Low Stock. On sale for $62.05. MSRP $69.95.. 4.6 out of 5 stars

Low Stock

Blue Sperry Striper II CVO Pride

Blue Sperry Striper II CVO Pride

Brand Name: Sperry
Product Name: Striper II CVO Pride
Gender: Men's
Color: Blue
Price: $62.05MSRP: $69.95
Rating: 5Rated 5 stars out of 5(11)

Sperry - 7 Seas 3-Eye. Color Grey 1. Low Stock. On sale for $50.00. MSRP $95.00.. 4.2 out of 5 stars

Low Stock

Gray Sperry 7 Seas 3-Eye

Gray Sperry 7 Seas 3-Eye

Brand Name: Sperry
Product Name: 7 Seas 3-Eye
Gender: Women's
Color: Grey 1
Price: $50.00MSRP: $95.00
Rating: 4Rated 4 stars out of 5(39)

Sperry - Harbormaster 2.0. Color White. Low Stock. On sale for $59.46. MSRP $85.00.. 4.0 out of 5 stars

Low Stock

White Sperry Harbormaster 2.0

White Sperry Harbormaster 2.0

+2

Brand Name: Sperry
Product Name: Harbormaster 2.0
Gender: Men's
Color: White
Price: $59.46MSRP: $85.00
Rating: 4Rated 4 stars out of 5(31)

Sperry - Gold Authentic Original 2-Eye Woven. Color Amaretto. Low Stock. On sale for $138.67. MSRP $184.95.. 4.1 out of 5 stars

Low Stock

Brown Sperry Gold Authentic Original 2-Eye Woven

Brown Sperry Gold Authentic Original 2-Eye Woven

Brand Name: Sperry
Product Name: Gold Authentic Original 2-Eye Woven
Gender: Men's
Color: Amaretto
Price: $138.67MSRP: $184.95
Rating: 4Rated 4 stars out of 5(25)

Sperry - Crest Vibe Platform. Color White Mesh. Low Stock. On sale for $72.85. MSRP $75.00.. 3.8 out of 5 stars

Low Stock

White Sperry Crest Vibe Platform

White Sperry Crest Vibe Platform

+3

Brand Name: Sperry
Product Name: Crest Vibe Platform
Gender: Women's
Color: White Mesh
Price: $72.85MSRP: $75.00
Rating: 4Rated 4 stars out of 5(27)

Sperry - Saltwater Seacycled Nylon. Color Grey. Low Stock. On sale for $50.00. MSRP $110.00.. 3.5 out of 5 stars

Low Stock

Gray Sperry Saltwater Seacycled Nylon

Gray Sperry Saltwater Seacycled Nylon

+2

Brand Name: Sperry
Product Name: Saltwater Seacycled Nylon
Gender: Women's
Color: Grey
Price: $50.00MSRP: $110.00
Rating: 4Rated 4 stars out of 5(69)

Sperry - Cutwater Deck Boot. Color Cream. Low Stock. On sale for $88.68. MSRP $95.00.. 4.0 out of 5 stars

Low Stock

Beige Sperry Cutwater Deck Boot

Beige Sperry Cutwater Deck Boot

Brand Name: Sperry
Product Name: Cutwater Deck Boot
Gender: Women's
Color: Cream
Price: $88.68MSRP: $95.00
Rating: 4Rated 4 stars out of 5(37)

Sperry - Striper II Seacycled. Color Black Twill. Low Stock. On sale for $47.60. MSRP $70.00.. 3.9 out of 5 stars

Low Stock

Black Sperry Striper II Seacycled

Black Sperry Striper II Seacycled

+2

Brand Name: Sperry
Product Name: Striper II Seacycled
Gender: Men's
Color: Black Twill
Price: $47.60MSRP: $70.00
Rating: 4Rated 4 stars out of 5(40)

Sperry - Halyard Cvo. Color Grey 1. On sale for $49.66. MSRP $60.00.. 4.5 out of 5 stars

Gray Sperry Halyard Cvo

Gray Sperry Halyard Cvo

Brand Name: Sperry
Product Name: Halyard Cvo
Gender: Men's
Color: Grey 1
Price: $49.66MSRP: $60.00
Rating: 5Rated 5 stars out of 5(2)

Sperry - Gold Cabo Plushwave 4-Eye. Color Tan Suede. Low Stock. On sale for $150.12. MSRP $159.95.. 4.3 out of 5 stars

Low Stock

Tan Sperry Gold Cabo Plushwave 4-Eye

Tan Sperry Gold Cabo Plushwave 4-Eye

Brand Name: Sperry
Product Name: Gold Cabo Plushwave 4-Eye
Gender: Men's
Color: Tan Suede
Price: $150.12MSRP: $159.95
Rating: 4Rated 4 stars out of 5(7)

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.)