6 Best Sperry Sneakers For Men, 20+ Shoes Tested in 2023

Sheena
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Spruce up your style with these highly recommended men’s Sperry sneakers. Since 1935, the brand has been known for its seafaring casual kicks and boat shoes that are designed for adventures. Since then Sperry has offered an assortment of dapper-looking sneakers that captivate the hearts of sneakerheads.

Whether you’re exploring a city for the first time or hitting the seaside for your next adventure, wearing a pair of Sperry kicks will make the experience more comfortable. It’s a reliable fit if you prefer a stylish all-rounder, casual-smart looks. Start your search with the much-touted Sperry Striper collection.

We tested 20+ of the best men’s Sperry sneakers currently available. Read a primer for each model based on our research data and wear-tests. Get a closer look at our top recommendations below.

How we test sneakers

To select the finest models for this guide, we perform a series of tests inside the lab and on the streets. We write an in-depth review for each sneaker design and give it an overall rating based on the aggregated data. To give you a clear picture of the process, this is our approach:

  • We spend our own savings to buy the sneakers from the Sperry brand. This ensures complete freedom and honesty when making our reviews and recommendations.
  • We test the sneakers to both indoor and outdoor environments. We pay attention of the shoe’s overall quality, actual fit, craftsmanship, arch support, breathability, durability, flexibility, mobility, and many more.
  • We summarize the cons and pros for all models and categorize their styles and price range.
  • We also consider hundreds of opinions and reviews from knowledgeable sneakerheads and regular buyers alike.

In the end, all the men’s Sperry sneakers in the database are given their overall ratings. We highlight all key features and information for each model on the CoreScore for easier browsing.

Best men's Sperry sneakers overall

Sperry Striper II CVO Nautical
Sperry Striper II CVO Nautical

CoreScore

92
Great!
4.6 / 5 from 20,703 users

Pros

  • Well-made a
  • Durable
  • Versatile
  • Budget-friendly,
  • Stylish
  • High-level comfort
  • Great for summer
  • Great arch support

Cons

  • Runs wide

Verdict

With its summer-ready design, the Sperry Striper II CVO Nautical offers much in the way of style. It's perfect for different kinds of adventures in the city, featuring a versatile appeal that can be paired with a lot of choices. This kick from the Sperry sneaker line is also made to be comfortable. It has excellent arch support and has a budget-friendly price, making it an all-around desirable model to have in one's closet.
Sperry Striper II CVO Nautical full review

Best Sperry retro sneakers for men

Sperry Soletide
Sperry Soletide

CoreScore

88
Good!
4.4 / 5 from 3,170 users

Pros

  • Fits true to size
  • Excellent quality
  • Durable
  • Well-ventilated
  • Good traction
  • Orthotic-friendly
  • Easy to dress up and down
  • Ideal for short and long walks
  • Great bang for the buck

Cons

  • Minimal support
  • Stiff at first

Verdict

Sperry’s 90s fashion trends are making a huge comeback as it introduced its retro-inspired sneaker Sperry Soletide. With its stylish, warm-weather type silhouette and airy build, this sneaker spices up any casual or summer outfit. An excellent combination of style, comfort, and quality, this kick is absolutely a must-have.
Sperry Soletide full review

Best Sperry high top sneakers for men

Sperry Striper Storm Boot
Sperry Striper Storm Boot

CoreScore

91
Great!
4.6 / 5 from 2,099 users

Pros

  • King of comfort
  • Excellent durability
  • Exquisite construction
  • Solid grip
  • Easy to put on and off
  • Waterproof
  • Stays warm in the cold weather
  • Light on foot
  • Looks great either dressed up or down

Cons

  • Wide
  • Requires break-in
  • Lacks arch support

Verdict

Striper Storm Boot exudes elegance from the get-go. The waterproof upper is made from A-grade suede and leather materials that makes you stand out. But more than being stylish, it offers warmth and sublime comfort that lets you brave the rain and cold weather. This sneaker from Sperry also has excellent traction that ensures added confidence when treading through wet surfaces.
Sperry Striper Storm Boot full review

Best Sperry low top sneakers for men

Sperry Sea Kite Sport Moc
Sperry Sea Kite Sport Moc

CoreScore

92
Great!
4.6 / 5 from 2,059 users

Pros

  • Extremely comfy
  • No break-in needed
  • Durable
  • Supportive
  • Excellent traction
  • True to size
  • Great for the summer and everyday activities
  • Lightweight
  • Dries easily
  • Casual and classy style

Cons

  • Recent releases scuff easily
  • Protrusions on the insole can be irritating without socks

Verdict

Bring out the best of your summer vacay with the help of Sea Kite Sport Moc. This leather sneaker from Sperry will treat your feet to its superbly comfy upper and supportive footbed. The grippy molded rubber outsole will take care of your every step, be it on wet or dry surfaces. They also have a classic-casual vibe to help you stay in style for the whole trip.
Sperry Sea Kite Sport Moc full review

Best value

Sperry Cutter CVO
Sperry Cutter CVO

CoreScore

92
Great!
4.6 / 5 from 543 users

Pros

  • Great arch support
  • All-day comfort
  • Fantastic for long walks
  • Comfortable from day one
  • Lightweight
  • Good airflow
  • Grippy on wet surfaces
  • Versatile style
  • Worth the price

Cons

  • Narrow-fitting
  • Emits squeaky noise

Verdict

When this sneaker is on board, safe journeys are expected! Sperry Cutter CVO might appear slim and flimsy, but in reality, it grips extra hard even on water-splashed floors. Even outside boat decks, this sneaker performs well on daily excursions and extended hours of wear. Walking is never a chore with its memory foam, ready to support the feet all day.
Sperry Cutter CVO full review
Author
Sheena
Sheena

Sheena is a wordsmith turned sneaker addict. Her sneaker fixation intensified as her passion for writing grew. A hands-on mom of two sweet yet spunky kids (plus three dogs and two cats), she finds solitude in leafing through shoe catalogs to find the next "it" sneaker. Scrutinizing hugely popular and underrated kicks is her favorite pastime.