10 Best sider sperries of 2026

Save up to 35% off

1

Sperry

Sperry Mens Leeward 2-Eye Boat Shoe, Sahara, 11
9.8

Exceptional

Our Rating
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Based on millions of stores and reviews

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Analyzing top stores
2

Sperry

Sperry Top-Sider Men's Mako 2-Eye Canoe Moc Amaretto Size 10
9.6

Exceptional

Our Rating
3

Sperry
Sperry mens Authentic Original 2-eye Boat Shoe, Sahara, 11.5 Wide US

10% Off
Main highlights

Durable Comfort
Genuine hand-sewn Tru-Moc construction ensures long-lasting comfort and durability.

Ideal for Nautical Adventures
Perfect for boating with non-marking outsole and wet/dry traction.

Praised for Comfort
Customers love the shock-absorbing EVA heel cup for added comfort.
Key specs
- Fit:Moccasin-stitched toe
- Closure:360 degree lacing system
- Breathability:Full-grain, unlined leather
- Outsole:Non-marking with wet/dry traction
- Upper Material:Leather
9.4

Excellent

Our Rating
4

Sperry
Sperry Men's Billfish 3-eye Boat Shoe Dark Tan 11 M

35% Off
Main highlights

Comfort and Breathability
Features air-mesh upper panels for cool, breathable comfort around the foot with shock absorbing EVA heel cup for added comfort. Full-length cushioning ensures all-day comfort.

Perfect for Boating and Fishing
Ideal for boating and fishing enthusiasts. Non-marking rubber outsole with molded Wave-Siping enhances traction on wet and dry surfaces, making it perfect for these activities.

High-Quality Leather
Most customers praise the durable, water-resistant leather and the classic 3-eye design. The 360-degree lacing system allows for a customized fit, enhancing overall comfort.
Key specs
- Fit:Customized fit
- Closure:360 Lacing System
- Breathability:Air-mesh upper panels
- Outsole:Non-marking rubber outsole
- Upper Material:Stain and water resistant leather
9.2

Excellent

Our Rating

9.9
Fashion

9.7
Comfort

9.3
lasts a long time
5

Sperry
Sperry Top-Sider Women's Bluefish 2-Eye Boat Shoe,Linen/Oat,7 M (US)

25% Off
Main highlights

Durable Leather Upper
Genuine all leather upper allows for years of wear; hand-sewn construction with padded tongue promotes comfort and lasting wear.

Perfect for Wet and Dry Conditions
Razor-cut Wave-Siping delivers ultimate wet/dry traction with non-marking rubber outsoles; ideal for boating, cruises, and outdoor activities.

Comfort and Fit
Memory foam footbed and EVA molded midsole provide exceptional comfort; adjustable 360 lacing system ensures a secure fit, praised for accommodating wide widths.
Key specs
- Design:Hand-sewn construction
- Closure:Adjustable 360 lacing
- Outsole:Non-marking rubber
- Material:Genuine all leather
- Weight:1.05 Pounds
9.0

Excellent

Our Rating

9.9
Comfort

9.7
lasts a long time

9.3
Fashion
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6

Sperry
Sperry mens Authentic Original boat Shoes , Sahara, 10.5 US

12% Off
Main highlights

Classic Nautical Style
The Sperry Authentic Original boat shoe embodies timeless nautical style with genuine leather tru-moc uppers.

Ultimate Wet and Dry Traction
Equipped with non-marking rubber outsole and Wave-Siping technology for superior traction on varied surfaces.

Comfortable All-Day Wear
Customers praise the cushioned Ortho-Lite insoles for providing exceptional comfort throughout the day.
8.8

Very Good

Our Rating
7

Sperry

Sperry Top-Sider Authentic Originals Mens Boat Shoes, 10 D(M) US; Brown Buc Brown

20% Off
8.7

Very Good

Our Rating
8

Sperry

Sperry Top-Sider Authentic Originals Mens Boat Shoes, 10 D(M) US; Brown Buc Brown
8.6

Very Good

Our Rating
9

Sperry
Sperry mens Bahama Ii Boat Shoe, Sw White, 10.5 US

18% Off
Main highlights

Key Features
Customized fit with 360 lacing system, non-marking rubber outsole with Wave-Siping for ultimate traction, and vulcanized construction for durability.

Ideal Use
Perfect for boating, casual outings, and any activity requiring steady footing on slippery surfaces.

Customer Praise
Most reviews highlight the shoe`s exceptional comfort and the reliable grip of the sole, especially on wet decks and docks.
Key specs
- Fit:Customized fit
- Closure:360 lacing system
- Breathability:Not Water Resistant
- Outsole:Rubber, non-marking
- Upper Material:Canvas
8.4

Good

Our Rating
10

Sperry

Sperry Surveyor 2-Eye Linen 11 M (D)

17% Off
8.3

Good

Our Rating

10 Best sider sperries of 2026

1

Sperry Mens Leeward 2-Eye Boat Shoe, Sahara, 11

How do we rank?

How do we rank?

Analyzing top stores

2

Sperry Top-Sider Men's Mako 2-Eye Canoe Moc Amaretto Size 10

3

Sperry mens Authentic Original 2-eye Boat Shoe, Sahara, 11.5 Wide US

4

Sperry Men's Billfish 3-eye Boat Shoe Dark Tan 11 M

9.9

9.7

9.3

5

Sperry Top-Sider Women's Bluefish 2-Eye Boat Shoe,Linen/Oat,7 M (US)

9.9

9.7

9.3

6

Sperry mens Authentic Original boat Shoes , Sahara, 10.5 US

7

Sperry Top-Sider Authentic Originals Mens Boat Shoes, 10 D(M) US; Brown Buc Brown

8

Sperry Top-Sider Authentic Originals Mens Boat Shoes, 10 D(M) US; Brown Buc Brown

9

Sperry mens Bahama Ii Boat Shoe, Sw White, 10.5 US

10

Sperry Surveyor 2-Eye Linen 11 M (D)

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