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

Size 5.5 Round Toe Sperry Shoes

50 items found

Sort By

Your Selections

Search Results

Sperry - Authentic Original A/O 2 Eye. Color Brown. $109.95. 4.5 out of 5 stars

Brown Sperry Authentic Original A/O 2 Eye

Brown Sperry Authentic Original A/O 2 Eye

+3

Brand Name: Sperry
Product Name: Authentic Original A/O 2 Eye
Color: Brown
Price: $109.95
Rating: 4Rated 4 stars out of 5(1602)

Sperry - Seaport Storm. Color Tan. $129.95. 3.7 out of 5 stars

Tan Sperry Seaport Storm

Tan Sperry Seaport Storm

+2

Brand Name: Sperry
Product Name: Seaport Storm
Color: Tan
Price: $129.95
Rating: 4Rated 4 stars out of 5(21)

Sperry - Kittery Boot Wool. Color Ivory. $199.95. 3.5 out of 5 stars

White Sperry Kittery Boot Wool

White Sperry Kittery Boot Wool

+3

Brand Name: Sperry
Product Name: Kittery Boot Wool
Color: Ivory
Price: $199.95
Rating: 4Rated 4 stars out of 5(13)

Sperry - Moc-Sider Bootie Nylon. Color Black. $79.95. 4.6 out of 5 stars

Black Sperry Moc-Sider Bootie Nylon

Black Sperry Moc-Sider Bootie Nylon

+2

Brand Name: Sperry
Product Name: Moc-Sider Bootie Nylon
Color: Black
Price: $79.95
Rating: 5Rated 5 stars out of 5(25)

Sperry - Torrent Winter Boot Suede. Color Dark Brown. On sale for $67.98. MSRP $170.00.. 4.4 out of 5 stars

Brown Sperry Torrent Winter Boot Suede

Brown Sperry Torrent Winter Boot Suede

+2

Brand Name: Sperry
Product Name: Torrent Winter Boot Suede
Color: Dark Brown
Price: $67.98MSRP: $170.00
Rating: 4Rated 4 stars out of 5(35)

Sperry - Saltwater Sherpa. Color Grey 1. Low Stock. On sale for $71.43. MSRP $109.95.. 4.4 out of 5 stars

8 left in stock

Gray Sperry Saltwater Sherpa

Gray Sperry Saltwater Sherpa

+2

Brand Name: Sperry
Product Name: Saltwater Sherpa
Color: Grey 1
Price: $71.43MSRP: $109.95
Rating: 4Rated 4 stars out of 5(42)

Sperry - Maritime Repel Teddy Trim. Color Black. $139.95. 4.1 out of 5 stars

Black Sperry Maritime Repel Teddy Trim

Black Sperry Maritime Repel Teddy Trim

Brand Name: Sperry
Product Name: Maritime Repel Teddy Trim
Color: Black
Price: $139.95
Rating: 4Rated 4 stars out of 5(7)

Sperry - Seaport Penny. Color New Black. $105.00. 4.5 out of 5 stars

Black Sperry Seaport Penny

Black Sperry Seaport Penny

+5

Brand Name: Sperry
Product Name: Seaport Penny
Color: New Black
Price: $105.00
Rating: 5Rated 5 stars out of 5(1126)

Sperry - Saltwater Seacycled Nylon. Color Ivory. $109.95. 3.5 out of 5 stars

White Sperry Saltwater Seacycled Nylon

White Sperry Saltwater Seacycled Nylon

+2

Brand Name: Sperry
Product Name: Saltwater Seacycled Nylon
Color: Ivory
Price: $109.95
Rating: 4Rated 4 stars out of 5(68)

Sperry - Moc-Sider. Color Black Nylon. On sale for $41.85. MSRP $70.00.. 4.1 out of 5 stars

Black Sperry Moc-Sider

Black Sperry Moc-Sider

+4

Brand Name: Sperry
Product Name: Moc-Sider
Color: Black Nylon
Price: $41.85MSRP: $70.00
Rating: 4Rated 4 stars out of 5(103)

Sperry - Crest Twin Gore. Color White 1. Low Stock. $69.95. 3.9 out of 5 stars

9 left in stock

White Sperry Crest Twin Gore

White Sperry Crest Twin Gore

+3

Brand Name: Sperry
Product Name: Crest Twin Gore
Color: White 1
Price: $69.95
Rating: 4Rated 4 stars out of 5(71)

Sperry - Saltwater Core Leather. Color Cream. On sale for $86.65. MSRP $110.00.. 3.5 out of 5 stars

Beige Sperry Saltwater Core Leather

Beige Sperry Saltwater Core Leather

+2

Brand Name: Sperry
Product Name: Saltwater Core Leather
Color: Cream
Price: $86.65MSRP: $110.00
Rating: 4Rated 4 stars out of 5(25)

Sperry - Saltwater Tall Buckle Nylon Quilt. Color Ivory. On sale for $127.96. MSRP $160.00.. 4.2 out of 5 stars

White Sperry Saltwater Tall Buckle Nylon Quilt

White Sperry Saltwater Tall Buckle Nylon Quilt

Brand Name: Sperry
Product Name: Saltwater Tall Buckle Nylon Quilt
Color: Ivory
Price: $127.96MSRP: $160.00
Rating: 4Rated 4 stars out of 5(95)

Sperry - Torrent Chelsea Matte Rubber. Color White. $89.95. 4.4 out of 5 stars

White Sperry Torrent Chelsea Matte Rubber

White Sperry Torrent Chelsea Matte Rubber

Brand Name: Sperry
Product Name: Torrent Chelsea Matte Rubber
Color: White
Price: $89.95
Rating: 4Rated 4 stars out of 5(61)

Sperry - Bahama 2.0. Color Navy. On sale for $41.99. MSRP $70.00.. 3.8 out of 5 stars

Navy Sperry Bahama 2.0

Navy Sperry Bahama 2.0

+2

Brand Name: Sperry
Product Name: Bahama 2.0
Color: Navy
Price: $41.99MSRP: $70.00
Rating: 4Rated 4 stars out of 5(21)

Sperry - Bahama 2.0 Platform. Color White. $74.95. 4.7 out of 5 stars

White Sperry Bahama 2.0 Platform

White Sperry Bahama 2.0 Platform

+3

Brand Name: Sperry
Product Name: Bahama 2.0 Platform
Color: White
Price: $74.95
Rating: 5Rated 5 stars out of 5(18)

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
Color: Oat
Price: $49.00MSRP: $70.00
Rating: 4Rated 4 stars out of 5(1091)

Sperry - Crest Vibe. Color Grey 3. Low Stock. On sale for $39.91. MSRP $69.95.. 4.3 out of 5 stars

1 left in stock

Gray Sperry Crest Vibe

Gray Sperry Crest Vibe

+13

Brand Name: Sperry
Product Name: Crest Vibe
Color: Grey 3
Price: $39.91MSRP: $69.95
Rating: 4Rated 4 stars out of 5(223)

Sperry - Crest Vibe Washable. Color Blush. Low Stock. $84.95. 4.4 out of 5 stars

10 left in stock

Pink Sperry Crest Vibe Washable

Pink Sperry Crest Vibe Washable

+3

Brand Name: Sperry
Product Name: Crest Vibe Washable
Color: Blush
Price: $84.95
Rating: 4Rated 4 stars out of 5(13)

Sperry - Torrent Chelsea. Color Black 2. $89.95. 4.2 out of 5 stars

Black Sperry Torrent Chelsea

Black Sperry Torrent Chelsea

+4

Brand Name: Sperry
Product Name: Torrent Chelsea
Color: Black 2
Price: $89.95
Rating: 4Rated 4 stars out of 5(232)

Sperry - Crest Vibe Seasonal. Color White. Low Stock. On sale for $54.05. MSRP $70.00..

10 left in stock

White Sperry Crest Vibe Seasonal

White Sperry Crest Vibe Seasonal

+7

Brand Name: Sperry
Product Name: Crest Vibe Seasonal
Color: White
Price: $54.05MSRP: $70.00
Rating

Sperry - Saltwater Animal Print. Color Multi. $109.95. 4.5 out of 5 stars

Multi Sperry Saltwater Animal Print

Multi Sperry Saltwater Animal Print

Brand Name: Sperry
Product Name: Saltwater Animal Print
Color: Multi
Price: $109.95
Rating: 5Rated 5 stars out of 5(62)

Sperry - Seaport Storm Buckle Bootie Leather. Color Black. Low Stock. On sale for $60.20. MSRP $140.00.. 4.0 out of 5 stars

1 left in stock

Black Sperry Seaport Storm Buckle Bootie Leather

Black Sperry Seaport Storm Buckle Bootie Leather

Brand Name: Sperry
Product Name: Seaport Storm Buckle Bootie Leather
Color: Black
Price: $60.20MSRP: $140.00
Rating: 4Rated 4 stars out of 5(107)

Sperry - Crest Vibe Triple Leather. Color White. $89.95. 3.8 out of 5 stars

White Sperry Crest Vibe Triple Leather

White Sperry Crest Vibe Triple Leather

Brand Name: Sperry
Product Name: Crest Vibe Triple Leather
Color: White
Price: $89.95
Rating: 4Rated 4 stars out of 5(24)

Sperry - Astor. Color Black 1. $94.95. 3.0 out of 5 stars

Black Sperry Astor

Black Sperry Astor

+2

Brand Name: Sperry
Product Name: Astor
Color: Black 1
Price: $94.95
Rating: 3Rated 3 stars out of 5(1)

Sperry - Saltwater Winter Lux. Color Tan. $159.95. 4.3 out of 5 stars

Tan Sperry Saltwater Winter Lux

Tan Sperry Saltwater Winter Lux

Brand Name: Sperry
Product Name: Saltwater Winter Lux
Color: Tan
Price: $159.95
Rating: 4Rated 4 stars out of 5(158)

Sperry - Sandy LTT Leather w/ Wave. Color Black. $84.95. 4.3 out of 5 stars

Black Sperry Sandy LTT Leather w/ Wave

Black Sperry Sandy LTT Leather w/ Wave

+2

Brand Name: Sperry
Product Name: Sandy LTT Leather w/ Wave
Color: Black
Price: $84.95
Rating: 4Rated 4 stars out of 5(6)

Sperry - Chunky Penny. Color Tan. $109.95. 3.8 out of 5 stars

Tan Sperry Chunky Penny

Tan Sperry Chunky Penny

+3

Brand Name: Sperry
Product Name: Chunky Penny
Color: Tan
Price: $109.95
Rating: 4Rated 4 stars out of 5(28)

Sperry - Bahama 2.0 Platform Leather. Color White. Low Stock. $89.95. 4.0 out of 5 stars

6 left in stock

White Sperry Bahama 2.0 Platform Leather

White Sperry Bahama 2.0 Platform Leather

Brand Name: Sperry
Product Name: Bahama 2.0 Platform Leather
Color: White
Price: $89.95
Rating: 4Rated 4 stars out of 5(5)

Sperry - Saltwater 1-Eye Cozy. Color Black/Black. $104.95. 4.6 out of 5 stars

Black Sperry Saltwater 1-Eye Cozy

Black Sperry Saltwater 1-Eye Cozy

+2

Brand Name: Sperry
Product Name: Saltwater 1-Eye Cozy
Color: Black/Black
Price: $104.95
Rating: 5Rated 5 stars out of 5(191)

Sperry - Saltwater 1-Eye Duck Boot. Color Tan/Navy. $99.95. 4.4 out of 5 stars

Tan Sperry Saltwater 1-Eye Duck Boot

Tan Sperry Saltwater 1-Eye Duck Boot

Brand Name: Sperry
Product Name: Saltwater 1-Eye Duck Boot
Color: Tan/Navy
Price: $99.95
Rating: 4Rated 4 stars out of 5(189)

Sperry - Torrent. Color Black. Low Stock. $109.95. 4.1 out of 5 stars

4 left in stock

Black Sperry Torrent

Black Sperry Torrent

+3

Brand Name: Sperry
Product Name: Torrent
Color: Black
Price: $109.95
Rating: 4Rated 4 stars out of 5(118)

Sperry - Torrent Winter Lace-Up. Color Olive 1. $169.95. 4.5 out of 5 stars

Olive Sperry Torrent Winter Lace-Up

Olive Sperry Torrent Winter Lace-Up

+4

Brand Name: Sperry
Product Name: Torrent Winter Lace-Up
Color: Olive 1
Price: $169.95
Rating: 5Rated 5 stars out of 5(70)

Sperry - Seaport Penny Tortoise Leather. Color Brown. $99.95. 3.5 out of 5 stars

Brown Sperry Seaport Penny Tortoise Leather

Brown Sperry Seaport Penny Tortoise Leather

Brand Name: Sperry
Product Name: Seaport Penny Tortoise Leather
Color: Brown
Price: $99.95
Rating: 3Rated 3 stars out of 5(45)

Sperry - Plushwave 3D. Color Black. On sale for $48.00. MSRP $160.00.. 4.1 out of 5 stars

Black Sperry Plushwave 3D

Black Sperry Plushwave 3D

+3

Brand Name: Sperry
Product Name: Plushwave 3D
Color: Black
Price: $48.00MSRP: $160.00
Rating: 4Rated 4 stars out of 5(17)

Sperry - Saltwater Alpine Leather. Color Brown. Low Stock. $109.95. 4.3 out of 5 stars

10 left in stock

Brown Sperry Saltwater Alpine Leather

Brown Sperry Saltwater Alpine Leather

+2

Brand Name: Sperry
Product Name: Saltwater Alpine Leather
Color: Brown
Price: $109.95
Rating: 4Rated 4 stars out of 5(86)

Sperry - Bahama 3.0 Platform. Color White. $74.95. 4.7 out of 5 stars

White Sperry Bahama 3.0 Platform

White Sperry Bahama 3.0 Platform

Brand Name: Sperry
Product Name: Bahama 3.0 Platform
Color: White
Price: $74.95
Rating: 5Rated 5 stars out of 5(3)

Sperry - Headsail. Color Navy. $109.95.

Navy Sperry Headsail

Navy Sperry Headsail

Brand Name: Sperry
Product Name: Headsail
Color: Navy
Price: $109.95
Rating

Sperry - Piper Ballet Flat. Color Ivory. $79.95. 3.1 out of 5 stars

White Sperry Piper Ballet Flat

White Sperry Piper Ballet Flat

Brand Name: Sperry
Product Name: Piper Ballet Flat
Color: Ivory
Price: $79.95
Rating: 3Rated 3 stars out of 5(10)

Sperry - Sandy LTT. Color Green. $74.95. 4.3 out of 5 stars

Green Sperry Sandy LTT

Green Sperry Sandy LTT

+3

Brand Name: Sperry
Product Name: Sandy LTT
Color: Green
Price: $74.95
Rating: 4Rated 4 stars out of 5(3)

Sperry - Sea Sailor Platform. Color Tan. $89.95. 5.0 out of 5 stars

Tan Sperry Sea Sailor Platform

Tan Sperry Sea Sailor Platform

+4

Brand Name: Sperry
Product Name: Sea Sailor Platform
Color: Tan
Price: $89.95
Rating: 5Rated 5 stars out of 5(2)

Sperry - Mulefish. Color Black. $79.95. 4.2 out of 5 stars

Black Sperry Mulefish

Black Sperry Mulefish

+2

Brand Name: Sperry
Product Name: Mulefish
Color: Black
Price: $79.95
Rating: 4Rated 4 stars out of 5(6)

Sperry - 7 Seas 3-Eye. Color Off-White. $99.95. 4.0 out of 5 stars

White Sperry 7 Seas 3-Eye

White Sperry 7 Seas 3-Eye

Brand Name: Sperry
Product Name: 7 Seas 3-Eye
Color: Off-White
Price: $99.95
Rating: 4Rated 4 stars out of 5(33)

Sperry - Authentic Original 2-Eye. Color White Leather. $109.95. 2.3 out of 5 stars

White Sperry Authentic Original 2-Eye

White Sperry Authentic Original 2-Eye

+2

Brand Name: Sperry
Product Name: Authentic Original 2-Eye
Color: White Leather
Price: $109.95
Rating: 2Rated 2 stars out of 5(3)

Sperry - Saltwater Emboss Wool. Color Off-White. $109.95. 4.5 out of 5 stars

White Sperry Saltwater Emboss Wool

White Sperry Saltwater Emboss Wool

+2

Brand Name: Sperry
Product Name: Saltwater Emboss Wool
Color: Off-White
Price: $109.95
Rating: 4Rated 4 stars out of 5(975)

Sperry - Soletide Racy Seacycled Core. Color Navy. Low Stock. On sale for $49.47. MSRP $75.00.. 4.2 out of 5 stars

2 left in stock

Navy Sperry Soletide Racy Seacycled Core

Navy Sperry Soletide Racy Seacycled Core

+2

Brand Name: Sperry
Product Name: Soletide Racy Seacycled Core
Color: Navy
Price: $49.47MSRP: $75.00
Rating: 4Rated 4 stars out of 5(14)

Sperry - Authentic Original 2-Eye Beaded. Color Navy. $114.95. 4.0 out of 5 stars

Navy Sperry Authentic Original 2-Eye Beaded

Navy Sperry Authentic Original 2-Eye Beaded

+3

Brand Name: Sperry
Product Name: Authentic Original 2-Eye Beaded
Color: Navy
Price: $114.95
Rating: 4Rated 4 stars out of 5(17)

Sperry - Bahama 3.0 Platform. Color Green. $74.95. 3.3 out of 5 stars

Green Sperry Bahama 3.0 Platform

Green Sperry Bahama 3.0 Platform

+2

Brand Name: Sperry
Product Name: Bahama 3.0 Platform
Color: Green
Price: $74.95
Rating: 3Rated 3 stars out of 5(3)

Sperry - Saltwater Alpine. Color Tan. On sale for $59.98. MSRP $110.00.. 4.2 out of 5 stars

Tan Sperry Saltwater Alpine

Tan Sperry Saltwater Alpine

+3

Brand Name: Sperry
Product Name: Saltwater Alpine
Color: Tan
Price: $59.98MSRP: $110.00
Rating: 4Rated 4 stars out of 5(120)

Sperry - Captains Moc Hemp. Color Black. Low Stock. On sale for $43.50. MSRP $60.00.. 2.9 out of 5 stars

6 left in stock

Black Sperry Captains Moc Hemp

Black Sperry Captains Moc Hemp

+4

Brand Name: Sperry
Product Name: Captains Moc Hemp
Color: Black
Price: $43.50MSRP: $60.00
Rating: 3Rated 3 stars out of 5(27)

Get on the List

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