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

Size 8.5 Leather Boat Shoes

43 items found

Sort By

Your Selections

Search Results

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

2 left in stock

White Sperry Authentic Original

White Sperry Authentic Original

+8

Brand Name: Sperry
Product Name: Authentic Original
Gender: Men's
Color: Ice
Price: $74.90
Rating: 4Rated 4 stars out of 5(5494)

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 - 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 - Gold Mako. Color Amaretto. $174.90. 4.0 out of 5 stars

Brown Sperry Gold Mako

Brown Sperry Gold Mako

+4

Brand Name: Sperry
Product Name: Gold Mako
Gender: Men's
Color: Amaretto
Price: $174.90
Rating: 4Rated 4 stars out of 5(20)

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(1550)

Sperry - Authentic Original Double Sole Cross Lace. Color Navy. $119.95. 4.0 out of 5 stars

Navy Sperry Authentic Original Double Sole Cross Lace

Navy Sperry Authentic Original Double Sole Cross Lace

+4

Brand Name: Sperry
Product Name: Authentic Original Double Sole Cross Lace
Gender: Men's
Color: Navy
Price: $119.95
Rating: 4Rated 4 stars out of 5(43)

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

+3

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

3 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(480)

Columbia - Bahama™ Vent Loco Relax III. Color Graphite/Blue Chill. $74.95. 4.4 out of 5 stars

Blue Columbia Bahama™ Vent Loco Relax III

Blue Columbia Bahama™ Vent Loco Relax III

+3

Brand Name: Columbia
Product Name: Bahama™ Vent Loco Relax III
Gender: Men's
Color: Graphite/Blue Chill
Price: $74.95
Rating: 4Rated 4 stars out of 5(101)

Columbia - Bahama™ Vent Relaxed PFG. Color Oxford Tan/Tropic Water. $74.95. 4.6 out of 5 stars

Tan Columbia Bahama™ Vent Relaxed PFG

Tan Columbia Bahama™ Vent Relaxed PFG

+3

Brand Name: Columbia
Product Name: Bahama™ Vent Relaxed PFG
Gender: Men's
Color: Oxford Tan/Tropic Water
Price: $74.95
Rating: 5Rated 5 stars out of 5(397)

Columbia - Bahama™ Vent PFG Lace Relaxed. Color City Grey/Gypsy. $74.95. 4.6 out of 5 stars

Gray Columbia Bahama™ Vent PFG Lace Relaxed

Gray Columbia Bahama™ Vent PFG Lace Relaxed

Brand Name: Columbia
Product Name: Bahama™ Vent PFG Lace Relaxed
Gender: Men's
Color: City Grey/Gypsy
Price: $74.95
Rating: 5Rated 5 stars out of 5(418)

Sebago - Portland Rough Out. Color Indigo. Low Stock. On sale for $144.30. MSRP $195.00.. 5.0 out of 5 stars

7 left in stock

Blue Sebago Portland Rough Out

Blue Sebago Portland Rough Out

+3

Brand Name: Sebago
Product Name: Portland Rough Out
Gender: Men's
Color: Indigo
Price: $144.30MSRP: $195.00
Rating: 5Rated 5 stars out of 5(1)

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

Brown Sperry Gold A/O 2-Eye Tumbled

Brown Sperry Gold A/O 2-Eye Tumbled

+3

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

. Dockers - Vargas Boat Shoe. Color Rust Crazyhorse. On sale for $59.95. MSRP $85.00.. 4.2 out of 5 stars

Brown Dockers Vargas Boat Shoe

Brown Dockers Vargas Boat Shoe

+2

Brand Name: Dockers
Product Name: Vargas Boat Shoe
Gender: Men's
Color: Rust Crazyhorse
Price: $59.95MSRP: $85.00
Rating: 4Rated 4 stars out of 5(212)

Dunham - Captain. Color Tan Leather. $139.95. 4.5 out of 5 stars

Tan Dunham Captain

Tan Dunham Captain

+4

Brand Name: Dunham
Product Name: Captain
Gender: Men's
Color: Tan Leather
Price: $139.95
Rating: 5Rated 5 stars out of 5(604)

Eastland 1955 Edition - Yarmouth. Color Oak. On sale for $74.95. MSRP $110.00.. 3.5 out of 5 stars

Brown Eastland 1955 Edition Yarmouth

Brown Eastland 1955 Edition Yarmouth

Brand Name: Eastland 1955 Edition
Product Name: Yarmouth
Gender: Men's
Color: Oak
Price: $74.95MSRP: $110.00
Rating: 4Rated 4 stars out of 5(2)

Dockers - Beacon. Color Dark Tan Leather. On sale for $59.95. MSRP $85.00.. 4.2 out of 5 stars

Brown Dockers Beacon

Brown Dockers Beacon

+4

Brand Name: Dockers
Product Name: Beacon
Gender: Men's
Color: Dark Tan Leather
Price: $59.95MSRP: $85.00
Rating: 4Rated 4 stars out of 5(102)

Dockers - Tiller. Color Dark Tan Crazy Horse. On sale for $59.95. MSRP $85.00.. 4.1 out of 5 stars

Tan Dockers Tiller

Tan Dockers Tiller

+2

Brand Name: Dockers
Product Name: Tiller
Gender: Men's
Color: Dark Tan Crazy Horse
Price: $59.95MSRP: $85.00
Rating: 4Rated 4 stars out of 5(21)

SAS - Decksider. Color New Briar. $214.95. 4.2 out of 5 stars

Brown SAS Decksider

Brown SAS Decksider

+2

Brand Name: SAS
Product Name: Decksider
Gender: Men's
Color: New Briar
Price: $214.95
Rating: 4Rated 4 stars out of 5(60)

Florsheim - Atlantic Boat Shoe. Color Chocolate. $119.95. 3.9 out of 5 stars

Brown Florsheim Atlantic Boat Shoe

Brown Florsheim Atlantic Boat Shoe

+2

Brand Name: Florsheim
Product Name: Atlantic Boat Shoe
Gender: Men's
Color: Chocolate
Price: $119.95
Rating: 4Rated 4 stars out of 5(64)

Eastland 1955 Edition - Oxfords. Color Bomber Brown. On sale for $79.95. MSRP $110.00.. 4.0 out of 5 stars

Brown Eastland 1955 Edition Oxfords

Brown Eastland 1955 Edition Oxfords

+2

Brand Name: Eastland 1955 Edition
Product Name: Oxfords
Gender: Men's
Color: Bomber Brown
Price: $79.95MSRP: $110.00
Rating: 4Rated 4 stars out of 5(18)

Eastland 1955 Edition - Yarmouth. Color Tan Waxee Leather. On sale for $87.99. MSRP $110.00.. 5.0 out of 5 stars

Brown Eastland 1955 Edition Yarmouth

Brown Eastland 1955 Edition Yarmouth

+2 colors/patterns

Brand Name: Eastland 1955 Edition
Product Name: Yarmouth
Gender: Men's
Color: Tan Waxee Leather
Price: $87.99MSRP: $110.00
Rating: 5Rated 5 stars out of 5(2)

Eastland 1955 Edition - Falmouth. Color Oak. On sale for $89.95. MSRP $110.00.. 4.1 out of 5 stars

Brown Eastland 1955 Edition Falmouth

Brown Eastland 1955 Edition Falmouth

Brand Name: Eastland 1955 Edition
Product Name: Falmouth
Gender: Men's
Color: Oak
Price: $89.95MSRP: $110.00
Rating: 4Rated 4 stars out of 5(17)

Florsheim - Lakeside Ox Boat Shoe. Color Stone Crazy Horse. On sale for $89.95. MSRP $120.00.. 4.6 out of 5 stars

Taupe Florsheim Lakeside Ox Boat Shoe

Taupe Florsheim Lakeside Ox Boat Shoe

Brand Name: Florsheim
Product Name: Lakeside Ox Boat Shoe
Gender: Men's
Color: Stone Crazy Horse
Price: $89.95MSRP: $120.00
Rating: 5Rated 5 stars out of 5(254)

COACH - Benson Boat Shoe. Color Black. On sale for $165.00. MSRP $275.00..

Black COACH Benson Boat Shoe

Black COACH Benson Boat Shoe

+2

Brand Name: COACH
Product Name: Benson Boat Shoe
Gender: Men's
Color: Black
Price: $165.00MSRP: $275.00
Rating

Rockport - Ports of Call Perth. Color Navy Blue Leather. $149.95. 4.2 out of 5 stars

Blue Rockport Ports of Call Perth

Blue Rockport Ports of Call Perth

+4

Brand Name: Rockport
Product Name: Ports of Call Perth
Gender: Men's
Color: Navy Blue Leather
Price: $149.95
Rating: 4Rated 4 stars out of 5(467)

COACH - Benson Micro Signature Boat Shoe. Color Burnished Amber. $275.00.

Tan COACH Benson Micro Signature Boat Shoe

Tan COACH Benson Micro Signature Boat Shoe

Brand Name: COACH
Product Name: Benson Micro Signature Boat Shoe
Gender: Men's
Color: Burnished Amber
Price: $275.00
Rating

Mephisto - Trevis. Color Navy Nomad. $278.95. 4.4 out of 5 stars

Navy Mephisto Trevis

Navy Mephisto Trevis

+4

Brand Name: Mephisto
Product Name: Trevis
Gender: Men's
Color: Navy Nomad
Price: $278.95
Rating: 4Rated 4 stars out of 5(8)

Sperry - Mako 2-Eye Canoe Moc. Color Amaretto. $109.99. 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: $109.99
Rating: 4Rated 4 stars out of 5(804)

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

Brown Sperry Authentic Original 2-Eye Double Sole

Brown Sperry Authentic Original 2-Eye Double Sole

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 - 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(470)

Sperry - Sea Kite Sport Moc. Color Gray. $109.99. 4.6 out of 5 stars

Gray Sperry Sea Kite Sport Moc

Gray Sperry Sea Kite Sport Moc

+3

Brand Name: Sperry
Product Name: Sea Kite Sport Moc
Gender: Men's
Color: Gray
Price: $109.99
Rating: 5Rated 5 stars out of 5(245)

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

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 - Gold Authentic Original 2-Eye Woven. Color Black. Low Stock. $184.90. 4.1 out of 5 stars

7 left in stock

Black Sperry Gold Authentic Original 2-Eye Woven

Black Sperry Gold Authentic Original 2-Eye Woven

+3

Brand Name: Sperry
Product Name: Gold Authentic Original 2-Eye Woven
Gender: Men's
Color: Black
Price: $184.90
Rating: 4Rated 4 stars out of 5(25)

Polo Ralph Lauren - Bienne Boat Shoe. Color Tan Oiled Tumbled Leather. $110.00. 4.5 out of 5 stars

Brown Polo Ralph Lauren Bienne Boat Shoe

Brown Polo Ralph Lauren Bienne Boat Shoe

Brand Name: Polo Ralph Lauren
Product Name: Bienne Boat Shoe
Gender: Men's
Color: Tan Oiled Tumbled Leather
Price: $110.00
Rating: 5Rated 5 stars out of 5(41)

Peter Millar - Excursionist Boat Shoes. Color Navy. Low Stock. $225.00.

6 left in stock

Navy Peter Millar Excursionist Boat Shoes

Navy Peter Millar Excursionist Boat Shoes

+2

Brand Name: Peter Millar
Product Name: Excursionist Boat Shoes
Gender: Men's
Color: Navy
Price: $225.00
Rating

Reef - Swellsole Pier Le. Color Brown. Low Stock. $79.95.

4 left in stock

Brown Reef Swellsole Pier Le

Brown Reef Swellsole Pier Le

Brand Name: Reef
Product Name: Swellsole Pier Le
Gender: Men's
Color: Brown
Price: $79.95
Rating

Marc Joseph New York - Bay Ave. Color Brown Saddle. On sale for $79.95. MSRP $165.00.. 2.5 out of 5 stars

Brown Marc Joseph New York Bay Ave

Brown Marc Joseph New York Bay Ave

+4

Brand Name: Marc Joseph New York
Product Name: Bay Ave
Gender: Men's
Color: Brown Saddle
Price: $79.95MSRP: $165.00
Rating: 3Rated 3 stars out of 5(2)

Timberland - Authentics 3 Eye Classic Lug. Color Dark Green Nubuck 1. $150.00. 4.5 out of 5 stars

Olive Timberland Authentics 3 Eye Classic Lug

Olive Timberland Authentics 3 Eye Classic Lug

Brand Name: Timberland
Product Name: Authentics 3 Eye Classic Lug
Gender: Men's
Color: Dark Green Nubuck 1
Price: $150.00
Rating: 5Rated 5 stars out of 5(127)

Lacoste - Caspian 123 1. Color Navy/Off-White. On sale for $100.64. MSRP $125.00..

Black Lacoste Caspian 123 1

Black Lacoste Caspian 123 1

Brand Name: Lacoste
Product Name: Caspian 123 1
Gender: Men's
Color: Navy/Off-White
Price: $100.64MSRP: $125.00
Rating

Sebago - Clovehitch II FGL Waxed. Color Brown Cinnamon. $175.00. 4.2 out of 5 stars

Brown Sebago Clovehitch II FGL Waxed

Brown Sebago Clovehitch II FGL Waxed

+2

Brand Name: Sebago
Product Name: Clovehitch II FGL Waxed
Gender: Men's
Color: Brown Cinnamon
Price: $175.00
Rating: 4Rated 4 stars out of 5(13)

Get on the List

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