Size and fit

The low-top Sperry Captain’s CVO Drink is available in men’s sizes from 4-14 and in women's sizes from 5-12. These are in medium width and fits true to size. Its canvas upper is breathable and flexible while providing secure support at the same time. A lace-up closure helps keep the fit snug, while the low-cut collar lets the ankle move freely.

Sperry Captain's CVO Drink Style

With a timeless silhouette, the Sperry Captain’s CVO Drink can be worn with or without socks. Most outfits will go with these laidback kicks, from jeans and shorts to skirts and dresses. They are versatile and lightweight, suitable for spring and summer weather. These sneakers can also be dressed up or down for different occasions, from relaxed outings to gatherings and more.   

Notable Features

A classic heritage design is modernized in the Sperry Captain’s CVO Drink. On the upper are rust-proof eyelets paired with polyester laces that have a quick-dry function. A minimalist approach is maintained throughout the shoe's design. Sperry branding tags are on the tongue and heel tab. The translucent midsole is a striking detail in the sneaker's subtle style.   

Sperry Captain's CVO Drink History

Founded by Paul A. Sperry in 1935, Sperry first came into popularity with its boat shoes, the first of their kind introduced to the boating community and the footwear industry. These days, the brand is known for much more. Its line of casual shoes has become staples for men and women who want a preppy touch in their everyday looks.

The first model that the company produced was the Circular Vamp Oxford, which became known as the CVO. It was made up of canvas with a simple upper design and cotton lining, enabling a quick-drying feature. The rubber sole was also vulcanized. Overall, the sneaker provided stability and comfort, making it quickly popular. Eventually, the shoe found itself as a favorite in the tennis world and the rebel surfing youth culture in the 1960s.

Since then, the shoe has undergone different versions, such as the Captain’s CVO, which sought to modernize the 1930s original model. One of the latest editions of this sneaker is the Sperry Captain’s CVO Drink, which took inspiration from refreshing cocktails. It’s a modern upgrade for the original model, with a more lightweight and sleeker structure fit for everyday activities.    

Additional Info

  • The ultra-lightweight, flexible, and non-marking rubber outsole features Molded Wave-Siping technology. This system prevents scuffing on floors, giving the wearer stable footing, whether on the deck or walking on the shore.
  • Its full-length footbed contours to the foot to ensure a good fit. It’s also removable and dries quickly.
  • This model’s colorway options are named after popular cocktail drinks: Strawberry Daiquiri Red, Pina Colada White, Dark and Stormy Grey, and Blueberry Margarita Blue. 


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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.