Size and fit

The classic-styled Sperry Captain’s CVO is fitted with a soft, abrasion-resistant lining that assists in shortened break-in time. Also, it has polyester laces that provide a customized fit.

Sperry Captain's CVO Style

Wear these comfortable low-top kicks with confidence in any outdoor activity during the spring and summer months. Be prepared to set sail in style with the Sperry Captain’s CVO by pairing these with a relaxed slim-fit short and a rolled-up long-sleeved Henley shirt for that authentic sailor look for men. For women, wear these ultra-lightweight kicks with skimpy shorts or a comfortable short skirt for that glammed summer chic fashion perfect for sunny days out in the sun.

The vast array of colors for the vintage Sperry Captain’s CVO sneakers with updated features and solid colorways will surely give your wardrobe a retro-styled component that is toned down and subtle enough not to overpower the usual “Outfit of the Day.” Match these sneakers with another shade of the same color for that monochromatic style that is as classic as this silhouette can get.

Notable Features

To achieve a flexible, comfortable, and lighter edition of the Sperry Captain’s CVO, designers had to improve a few components of the iconic silhouette. Among these improvements included a removable insole that contours to the shape of the foot. A lightweight outsole with signature Wave-Siping technology has been retained for enhanced traction, and a reinforced soft lining at the interior has been added for additional comfort and improved broken-in feel right out of the box.

Sperry Captain's CVO History

A familiar low-top footwear design that has appeared since 1935, the Sperry Captain’s CVO or Circular Vamp Oxford sneaker has been a fixture of that preppy sailing style of the brand. The design was created by the brand founder Paul Sperry who noticed superior traction on the paws of his dog named Prince.  Sperry developed wave siping technology on the soles of the low-top shoe and included a clean and streamlined upper to complete the look of the Captain’s CVO.

Some 80 years since the sneaker has been released, the Sperry Captain’s CVO has been a favorite among the brand’s legion of fans that have come to love the laidback design through the years. To modernize the heritage design, Sperry designers came up with a re-engineered sneaker to give superior comfort, lighter weight, and improved flexibility. As a result, designers had to include an extra heel padding and a removable insole or footbed to cushion the feet. A seamless upper was also introduced to eliminate abrasion while a loose lining enhances breathability for the vintage sneaker.

Additional Info

  • An ultra-lightweight and flexible outsole with molded Wave-Siping for enhanced grip and traction on wet and dry surfaces.
  • The removable insole may be removed and replaced by Orthotic inserts.
  • The Sperry Captain’s CVO sneaker jas durable polyester and rust-proof eye with extra laces provided upon purchase.


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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.