Size and fit

With its canvas upper, a firm yet flexible fit can be expected from the Sperry Striper II CVO Nautical. Men’s sizes are offered for the sneaker. It has a low-cut collar that keeps the ankle free of restrictions, while the laces keep the shoe snug.

Sperry Striper II CVO Nautical Style

The low-top Sperry Striper II CVO Nautical has a classic sneaker silhouette that makes it versatile. For a laidback look, its laces could be removed, and the shoes could be worn with shorts. On the other hand, one could also wear the kicks laced-up, paired with a crew-neck sweater and a pair of khaki pants for a preppy appeal. These sneakers are excellent for transitioning between a dressed up and dressed down look.

Notable Features

A relaxed appeal is incorporated on the breathable canvas upper of the Sperry Striper II CVO Nautical. The Sperry name is found on the heel tab and tongue for a classic branding. Flat laces, metal eyelets, and stitch details add a touch of timelessness to the sneaker. A striking finish is delivered by the stripe design on the midsole.  

Sperry Striper II CVO Nautical History

Since 1935, Sperry has managed to define an entire lifestyle through its nautical-inspired boat shoes. While they were a staple in the sailing community, the versatile style has since transitioned into the casual lifestyle, along with many of the brand’s other models. The company was founded by Paul A. Sperry, who came from a maritime family and thus developed a love for sailing.

One near-accident on the deck of his boat caused Sperry to begin looking for more effective non-slip footwear. He developed his own model by cutting a herringbone pattern on the soles, inspired by the skid-resistant paws of his cocker spaniel dog, Prince. The shoe had a canvas upper and became known as the boat shoe, as well as Sperrys or Top-Siders. It was the beginning of Sperry’s illustrious legacy in the footwear industry. 

When Sperry first began production, his first model was the Canvas Circular Vamp Oxford, also known as CVO. It provided stability and comfort, with a quick-drying cotton lining and a vulcanized sole. Today, the Sperry brand has introduced many editions of the CVO, including the Sperry Striper II CVO Nautical. It’s made to be lighter and more comfortable than the first Striper sneaker, updated with nautical details for a signature finish.

Additional Info

  • The shoe has a lightweight vulcanized construction that makes it more durable.
  • Day-long comfort is offered by the full-length molded PU footbed. It’s also removable for convenience.
  • This sneaker has a non-marking rubber outsole that was made with Molded Wave-Siping technology to deliver the ultimate traction for wet and dry surfaces.


How Sperry Striper II CVO Nautical ranks compared to all other shoes
Top 14% sneakers
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Top 20% Sperry sneakers
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Top 13% low sneakers
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Danny McLoughlin
Danny McLoughlin

Danny is a sports nut with a particular interest in football and running. He loves to watch sports as much as he loves to play. Danny was lead researcher on RunRepeat and The PFA’s report into Racial Bias in Football Commentary. His football and running research has been featured in The Guardian, BBC, New York Times and Washington Post.