Best Men’s Sperry Boat Shoes

Boat shoes aren’t just for preppies. They’re versatile, lightweight and an excellent leisure shoe that can be a wise footnote to your casual outfits.

For over 80 years, Sperry has been among the leading brands of the silhouette. Its founder, Paul Sperry, was a sailor who invented the shoe as an answer to traction on slippery boat decks. Sperry styles are machine washable and stains can be removed with a simple gentle cycle with cool water, then air dry.

Team them with jeans, khakis, shorts and more, and they look best without socks. Whether you’re on a boat or on a stroll, the silhouette is a classic option for many occasions. One of the most distinctive features of a boat shoe is an all-around lacing system set in eyelets.

Here, we’ve researched some of the most stylish and comfortable styles available for men on Amazon.

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1. Sperry Men's A/O 2-Eye Pullup Shoe

Sperry’s A/O 2-Eye shoes feature 100% leather, making it easy to clean and easy to keep water away from your feet. The model comes in several colorways, with sizes ranging from 7-16, including options for wide widths.

Pros: The lacing is designed so that you don’t have to re-tie them, just slip them on and off. The rubber sole enhances traction and stability and hand-sewn leather uppers have an attractive moccasin construction. Its molded EVA heel cup and the Ortholite underfoot cushioning enhances shock absorption.

Cons: Some users might find the style narrow, so size up even if you select a wide-width option.

Sperry Mens A/O 2-Eye Pullup Shoe, boat shoes

2. Sperry Men's Billfish 3-Eye Boat Shoe

Sperry’s Billfish model keeps your feet dry with a leather and air mesh construction. The Wave-Sipping outsole helps keep you sure-footed. This option is one of the more sporty looks from the brand and can serve as a sharp complement to nearly any look.

Pros: They’re designed in 100% stain and water resistant leather for easy cleaning and keeping water out, and an air mesh system provides breathability to keep feet dry and reduce chances of foul odors. A shock absorbing EVA heel cup adds support and comfort.

Cons: They tend to run narrow, so consider a wide option or size up.

sperry mens billfish boat shoe

3. Sperry Men's Authentic Original 2-Eye Boat Shoe

Sperry’s Authentic Original 2-Eye boat shoe is going to be your constant companion. Keep this one ready as your go-to for urban adventures or on the water.

Pros: This option has a 360-degree lacing system for a secure fit all around your feet, and razor-cut Wave-Siping outsoles for wet and dry traction. Eyelets are rust-resistant. The shoes also come with a shock-absorbing EVA heel cup.

Note that they aren’t waterproof, so dry them if they’re immersed in water.

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