Verdict from 23 user reviews

8 reasons to buy

  • A large number of people find this canvas sneaker lightweight and perfect for daily use.
  • The removable insoles are an excellent option for those with arch support problems as they can easily replace them with orthotic inserts, several reviewers said.
  • Some users of the Sperry Cloud CVO felt the comfortable at the inner soles because of the Wave Comfort Foot System that provides a soft underfoot feeling at the footbed.
  • The upper canvas material is breathable and felt comfy during hot days, some sneaker fans disclosed.
  • Style-wise the canvas sneakers are adaptable to individual tastes as it can go along with many fashion tastes and even moods to suit the needs of its wearers.
  • A significant number of commenters find the shoe durable with the fabric canvas material not torn or damaged after only a few months of use.
  • The heritage silhouette of the Sperry Cloud CVO appeals mainly to many sneaker fans.
  • A lot of customers bought these sneakers for its classic looks and minimalistic style.

3 reasons not to buy

  • Some people get blisters in their ankles due to the lack of better cushioning material.
  • Several people think the sneaker lacks arch support making it difficult for those with pronation issues.
  • The thin canvas material caused discomfort to some users as they claim the Sperry Cloud CVO could have used better padding in the right places like the collar and tongue.

Bottom line

Often overshadowed by the famous leather boat shoes also known as Authentic Originals, the Sperry Cloud CVO pioneered the preppy sailor look and had continued to do so over the years with its canvas material and slip-proof soles. Extremely breathable canvas material in the upper offers minimalist style taking us back to its glory days when almost every sailor in America has a pair of this affordable kick.

Tip: see the best sneakers.

Good to know

Canvas sneakers like the Sperry Cloud CVO come in unisex sizes starting from size 4 to 13. In medium width, the shoe is a tad narrow that one should consider a half or full size up to get a better fit. With it medium width, the legacy sneaker is kept secured by traditional flat lacing while the low-top profile allows freedom to move around.

The sheer simplicity in design of the Sperry Cloud CVO often makes this heritage classic sneaker underrated. But the reason it has endured such a long time in the public eye is because of this simplicity and minimalist treatment that makes them so wearable, original, and appealing even to the most discerning of shoe critics.

One can merely pair this sneaker with any plain shirt, jeans or shorts and the wearer is already given that preppy look that never ceases to get the admiration of many including sailors who first wore the shoes on the deck. The simple colorways and vulcanized rubber outsole also give this classic deck shoe that edges over flashy and vibrant designs flooding the market today as Sperry Cloud CVP transcends generations from fathers to their sons without literally showing the fashion gap between the two.

It is often hard to precisely point out the best features of this heritage sneaker only because it has been in the spotlight for so long. But setting aside the classic good looks that appeal to several generations, the Sperry Cloud CVO has a comfortable Wave Comfort Foot System with removable polyurethane footbed that cushions impact and gives a lasting comfort to the feet. Also worth noting in the design, is the non-slip, high traction soles that were the main reason why the shoe stood out among the rest in the late 1940s and became the perfect deck companion for many sailors.

Founded in 1935, Sperry was established by avid sailor and inventor Paul Sperry. Sperry invented the non-slip rubber soles that became the foundation of the famous boat shoe. The idea for the Sperrys or Top-siders as we popularly know them today came after an accident involving the company founder slipping on the deck of his boat that could have cost him his life.

After the incident, Sperry came up with several designs for added traction on the soles of sailor’s shoes. Using siping technology or the process of splitting the sole invented and patented by John Sipe in the 1920s. Several prototypes later, the first Sperry shoe design involved the canvas shoes Circular Vamp Oxford also known as the CVO. The CVO then was a favorite design that many in the sailing community patronized them.

With textured rubber outsoles, the CVO was eventually released into four other designs like the slip-on moccasin and the stitched-on leather iteration including the more popular top-sider model now popularly known as the Authentic Originals that was made out of tanned leather. The CVO design was produced in partnership with Commonwealth Shoe and Leather Co.

The CVO shoes was a favorite product among American sailors until 1939 the US Navy bought the rights to manufacture Sperrys at the United States Naval Academy.Paul Sperry eventually sold ownership of the company to the US Rubber Company in 1940. For several years the company ownership changed hands from various corporate owners like the Stride Rite Corporation, which bought the rights to manufacture the shoes along with another popular sneaker brand Keds.

In 2007, the company was bought by Payless ShoeSource but only after a few years, the company ownership again changed hands this time to Wolverine World Wide and Blum Capital Partners who purchased the company for over $1.2 billion. Wolverine World Wide currently owns other famous brands like Merrell and Hush Puppies. They also manufacture shoes for Caterpillar and Harley-Davidson. Also listed among its subsidiaries include Keds, Saucony, Stride Rite, and Sperry Top-sider.

Despite the change in ownership, the CVO line was among Sperry’s most famous and enduring releases. Since 1935, the Cloud CVO silhouette with its canvas upper and vulcanized high traction sole remains a top seller for the brand.

  • Celebrities spotted wearing the Sperry Cloud CVO include athlete Slater Trout.
  • Other popular and bestselling iterations of the Sperry Cloud CVO is the Death Star Wars model.
  • The sneaker features a vulcanized construction that results in a secure bonding between outsoles and the uppers.
  • Wave siping pattern used for superior traction in the outsole.


How Sperry Cloud CVO ranks compared to all other shoes
Bottom 4% sneakers
All sneakers
Bottom 1% Sperry sneakers
All Sperry sneakers
Bottom 4% low sneakers
All low sneakers


The current trend of Sperry Cloud CVO.
Compare to another shoe:
Danny McLoughlin
Danny McLoughlin

Danny McLoughlin is a researcher for RunRepeat covering football, sneakers and running. After graduating with a degree in computer science from The University of Strathclyde, Danny makes sure never to miss a game of his beloved Glasgow Rangers or the Scotland national football team. He has been featured in prestigious publications such as The Washington Post, The Irish Times, Footwear News and the like.