Skip to content

Sitewide Free Shipping

  • Accessories
      Accessories
    • Go to Accessories
    • Shoe Care & Laces
  • Kids
      Kids
    • Go to Kids
    • Boys
    • Girls
    • Shoes
        Kids
      • Go to Shoes
      • Boat Shoes
      • Boots
      • Sandals
      • Sneakers
  • Men
      Men
    • Go to Men
    • Accessories
        Men
      • Go to Accessories
      • Shoe Care & Laces
    • Shoes
        Men
      • Go to Shoes
      • Boat Shoes
      • Boots
      • Loafers & Oxfords
      • Sandals
      • Sneakers
    • Socks
  • Unisex
      Unisex
    • Go to Unisex
    • Clothing
    • Shoes
        Unisex
      • Go to Shoes
      • Boat Shoes
      • Loafers
      • Mules
      • Oxfords
      • Sandals
      • Sneakers
    • Socks
  • Women
      Women
    • Go to Women
    • Accessories
        Women
      • Go to Accessories
      • Shoe Care & Laces
    • Shoes
        Women
      • Go to Shoes
      • Boat Shoes
      • Boots
      • Loafers & Oxfords
      • Mules
      • Sandals
      • Sneakers
Log in
Cart
0 0 items
Log in
Cart
0 0 items
Home Men
Sidebar

Categories

  • Accessories
    • Shoe Care & Laces
  • Kids
    • Boys
    • Girls
    • Shoes
      • Boat Shoes
      • Boots
      • Sandals
      • Sneakers
  • Men
    • Accessories
      • Shoe Care & Laces
    • Shoes
      • Boat Shoes
      • Boots
      • Loafers & Oxfords
      • Sandals
      • Sneakers
    • Socks
  • Unisex
    • Clothing
    • Shoes
      • Boat Shoes
      • Loafers
      • Mules
      • Oxfords
      • Sandals
      • Sneakers
    • Socks
  • Women
    • Accessories
      • Shoe Care & Laces
    • Shoes
      • Boat Shoes
      • Boots
      • Loafers & Oxfords
      • Mules
      • Sandals
      • Sneakers

Refined by Clear all

260 results
Clear all

    Men

    Filter
    260 results
    30
    • 10
    • 15
    • 20
    • 25
    • 30
    • 50
    Most relevant
    • Featured
    • Most relevant
    • Best selling
    • Alphabetically, A-Z
    • Alphabetically, Z-A
    • Price, low to high
    • Price, high to low
    • Date, old to new
    • Date, new to old
    Sort

    Sort by:

    • Featured
    • Most relevant
    • Best selling
    • Alphabetically, A-Z
    • Alphabetically, Z-A
    • Price, low to high
    • Price, high to low
    • Date, old to new
    • Date, new to old
    • Sale
      77

      Authentic Original™ 1-Eye Boat Shoe – Official Site | Classic Style

      Our iconic Authentic Original™ Boat Shoe has defined coastal style for generations. Here, the legendary silhouette is crafted from premium leather in smart shades, with traditional moccasin construction, an adjustable 360° Lacing System™ and our signature razor-cut Wave-Siping™ outsole for superior traction. With their...
      $48.00
      $88.16
      $48.00
      Unit price
      / per 
    • Sale
      77

      Gold Cup™ Cambridge Penny Loafer – Classic Ivy Style Leather Slip-On Shoes

      Meticulously crafted to the Gold Cup standard, the men’s Cambridge Penny Loafer features moccasin hand-stitching, premium leather uppers and a lambskin lining and insole for a refined touch, durability and ultimate comfort. Dressed up or down, this luxurious shoe will effortlessly elevate your look...
      $68.25
      $137.73
      $68.25
      Unit price
      / per 
    • Sale
      77

      Gold Cup™ Harpswell 2-Eye Driver

      Designed using the supplest leather and the finest moccasin stitching, the Gold Cup™ Harpswell 2-Eye Driver Loafer sets you on the road in elevated style. Built to last, this testament to craftsmanship gets even better over time. Wave-Siping™ and 360° Lacing™ ensure ultimate comfort...
      $68.25
      $140.38
      $68.25
      Unit price
      / per 
    • Sale
      77

      Drake Boot

      Weather-ready and effortlessly timeless, the Drake duck boot draws from classic Northeastern, sea-inspired design. Blending modern ease with heritage style, This waterproof lace-up features a removable insole for comfort and a molded Wave-Siping™ outsole for confident traction. Versatile enough for everyday wear and adventurous...
      $52.50
      $105.23
      $52.50
      Unit price
      / per 
    • Sale
      SS

      Men's 3-Pack Crew Socks

      Built to keep you comfortable from morning to night, these socks pair moisture-wicking fabric with cushioned support for all-day wear. Whether you're breaking in new boat shoes or layering up for cooler days, they add just the right touch of warmth and style. A...
      $4.54
      $6.78
      $4.54
      Unit price
      / per 
    • Sale
      7Blue

      Harpoon Crush Venetian Sport Loafer – Official Site

      Step out in modern, sporty style with the men’s Harpoon Crush Slip-On. Built for comfort, it features a breathable mesh upper with 360° Lacing™, and a lightweight OrthoLite® insole that delivers long-term cushioning, fit and performance. This casual shoe easily completes all your laid-back...
      $40.50
      $75.19
      $40.50
      Unit price
      / per 
    • Sale
      SS

      Men's 3-Pack Arch Support Socks

      Built to keep you comfortable from morning to night, these socks pair moisture-wicking fabric with cushioned support for all-day wear. Whether you're breaking in new boat shoes or layering up for cooler days, they add just the right touch of warmth and style. A...
      $4.54
      $6.69
      $4.54
      Unit price
      / per 
    • Sale
      77

      Authentic Original™ 2-Eye Boat Shoe – Official Site | Classic Style & Premium Comfort

      Our most iconic silhouette, the Authentic Original™ 2-Eye Boat Shoe stands out for its superior craftsmanship and attention to detail. It features traditional moccasin construction, 360° Lacing™ for a snug fit, EVA cushioning for ultimate comfort and our famous razor-cut Wave-Siping™ outsole for stability...
      $29.99
      $52.91
      $29.99
      Unit price
      / per 
    • Sale
      3.53.5

      Authentic Original™ 2-Eye Boat Shoe – Official Site | Classic Style & Premium Comfort

      Our most iconic silhouette, the Authentic Original™ 2-Eye Boat Shoe stands out for its superior craftsmanship and attention to detail. It features traditional moccasin construction, 360° Lacing™ for a snug fit, EVA cushioning for ultimate comfort and our famous razor-cut Wave-Siping™ outsole for stability...
      $46.20
      $88.00
      $46.20
      Unit price
      / per 
    • Sale
      3.53.5

      Authentic Original™ Made in Maine 2-Eye Boat Shoe

      Handcrafted by masters of their craft using the highest attention to detail, the Made in Maine Authentic Original™ 2-Eye Boat Shoe represents the pinnacle of luxury. Wave-Siping™ technnology provides grip on wet and dry surfaces and 360° Lacing™ ensures a custom fit. Crafted with...
      $110.60
      $321.14
      $110.60
      Unit price
      / per 
    • Sale
      77

      CVO Sneaker Reissue

      Some shoes follow trends. This one started them. The CVO Reissue Lace-Up is a faithful recreation of Paul Sperry's iconic Circular Vamp Oxford — originally designed in the 1935s and still turning heads today. Built on a canvas upper with a memory foam lining,...
      $40.50
      $73.86
      $40.50
      Unit price
      / per 
    • Sale
      77

      Smythe Duck Chukka Slip-On

      An everyday slip-on with a duck boot aesthetic, the Smythe Chukka by Sperry seamlessly blends casual style with reliable performance. Built with an Adaptive Wave-Siping™ outsole for a slip-free grip on wet or dry surfaces and an EVA cushioning insole for elevated comfort, this...
      $32.48
      $57.45
      $32.48
      Unit price
      / per 
    • Sale
      One SizeOne Size

      Rain & Stain Shoe Care – Official Site | Shoe Protection & Water Repellent

      Specially, formulated to provide the ultimate level of breathable protection. It protects against water, dirt and stains by keeping these elements on the surface where they can be easily wiped away. DIRECTIONS: Shake well before use. Check color fastness before applying. Footwear must have...
      $7.80
      $11.59
      $7.80
      Unit price
      / per 
    • Sale
      77

      Gold Cup™ CVO Sneaker – Official Brand Name & Product Keywords

      A classic style icon is raised to the gold standard in this Gold Cup™ CVO Lace-Up. Made from the supplest leather using masterful craftsmanship, and featuring Wave-Siping™ for a solid grip and a removable insole for ultimate comfort, Sperry’s beloved sneaker silhouette is poised...
      $57.75
      $118.58
      $57.75
      Unit price
      / per 
    • Sale
      RedRed

      CVO Sneaker Reissue

      Some shoes follow trends. This one started them. The CVO Reissue Lace-Up is a faithful recreation of Paul Sperry's iconic Circular Vamp Oxford — originally designed in the 1935s and still turning heads today. Built on a canvas upper with a memory foam lining,...
      $40.50
      $74.36
      $40.50
      Unit price
      / per 
    • Sale
      SS

      Men's 3-Pack Arch Support Socks

      Built to keep you comfortable from morning to night, these socks pair moisture-wicking fabric with cushioned support for all-day wear. Whether you're breaking in new boat shoes or layering up for cooler days, they add just the right touch of warmth and style. A...
      $4.54
      $6.73
      $4.54
      Unit price
      / per 
    • Sale
      77

      CVO Helm Sneaker – Official Brand

      $21.99
      $36.60
      $21.99
      Unit price
      / per 
    • Sale
      77

      Ventura Sandal

      Destined to become your favorite warm weather shoe, make sure the Ventura Sandal is part of your wardrobe. Its cushioned footbed ensures ultimate comfort while its quick on and off design delivers ease of wear. Plus, with its molded Wave-Siping™ sole, you can be...
      $12.99
      $19.39
      $12.99
      Unit price
      / per 
    • Sale
      77

      Newman Chukka Boot II – Official Site | Brand Name

      $35.98
      $64.96
      $35.98
      Unit price
      / per 
    • Sale
      SS

      Men's 3-Pack Crew Socks

      Built to keep you comfortable from morning to night, these socks pair moisture-wicking fabric with cushioned support for all-day wear. Whether you're breaking in new boat shoes or layering up for cooler days, they add just the right touch of warmth and style. A...
      $4.54
      $6.68
      $4.54
      Unit price
      / per 
    • Sale
      3.53.5

      Wave Venetian Driver

      Perfect for days at sea or behind the wheel, the Wave Driver Venetian Loafer is part boat shoe, part driving shoe. A handsewn leather upper and molded Wave-Siping™ outsole give it a refined look with a practical touch. Dress it down with chinos and...
      $46.20
      $87.91
      $46.20
      Unit price
      / per 
    • Sale
      77

      Sperry x Mifland 3-Eye Mini Lug – Official Sperry Collaboration

      The 3-Eye Mini Lug is made to be lived in — and to show it. Starting with natural full-grain vegetable-tanned Vachetta leather, each pair is then hand-painted by our makers, meaning the paint splatter you see is never planned, never duplicated, and never the...
      $52.00
      $97.22
      $52.00
      Unit price
      / per 
    • Sale
      77

      Fenway Pull-on Chelsea Boots – Official Site | Shop Now

      A must-have for any modern man’s wardrobe, the Fenway Pull-On ankle boot delivers classic Chelsea appeal. Pull tabs and elasticized paneling make it quick and convenient to slip on and off while water-resistance and Sperry’s signature Wave-Siping™ outsole help you face the wet or...
      $33.59
      $60.73
      $33.59
      Unit price
      / per 
    • Sale
      44

      Classic CVO Sneaker

      Developed in the 1930s by Paul Sperry, the Classic CVO was the first non-slip deck shoe, thanks to our now iconic razor-cut Wave-Siping™ sole. Crafted with a durable canvas or woven upper, a vulcanized rubber midsole, and a cushioned insole, this easy-going, timeless lace-up...
      $27.49
      $45.81
      $27.49
      Unit price
      / per 
    • Sale
      77

      Strake 2 Eye

      Crafted from high-quality leather, the mens' Strake 2-Eye Cup Sole is a sporty take on the classic boat shoe. Its cup sole with razor-cut Wave-Siping™ technology delivers traction on wet and dry surfaces, while its memory foam insole and 360° Lacing™ provide ultimate comfort...
      $50.00
      $93.01
      $50.00
      Unit price
      / per 
    • Sale
      77

      Strake 2 Eye Boat Shoe Sneaker – Official Site

      Crafted from high-quality leather, the mens' Strake 2-Eye is a sporty take on the classic boat shoe. Its cup sole with razor-cut Wave-Siping™ technology delivers traction on wet and dry surfaces, while its memory foam insole and 360° Lacing™ provide ultimate comfort and a...
      $33.60
      $60.66
      $33.60
      Unit price
      / per 
    • Sale
      77

      Authentic Original™ 2-Eye Cross Lace Boat Shoe – Sperry

      The classic silhouette you know and love gets an update with convenience in mind in this men’s Authentic Original™ 2-Eye Cross Lace Boat Shoe. EVA cushioning delivers comfort, a Wave-Siping™ outsole ensures a secure foothold, and crossed laces and hidden gore construction provide easy...
      $32.48
      $57.35
      $32.48
      Unit price
      / per 
    • Sale
      77

      Strake 2 Eye

      Crafted from high-quality leather, the mens' Strake 2-Eye is a sporty take on the classic boat shoe. Its cup sole with razor-cut Wave-Siping™ technology delivers traction on wet and dry surfaces, while its memory foam insole and 360° Lacing™ provide ultimate comfort and a...
      $50.00
      $91.37
      $50.00
      Unit price
      / per 
    • Sale
      77

      Drake 6" Thinsulate™ Duck Boot

      Weather-ready and effortlessly timeless, the Drake duck boot draws from classic Northeastern, sea-inspired design. Blending modern ease with heritage style, This waterproof lace-up features a removable insole for comfort and a molded Wave-Siping™ outsole for confident traction. Versatile enough for everyday wear and adventurous...
      $56.00
      $102.34
      $56.00
      Unit price
      / per 
    • Sale
      77

      Flow Slide Sandal

      The perfect companion for stepping out on all your adventures, the Flow Slide will level up your flip flop game. Its EVA sole and flocked synthetic rubber upper make it easy to wear and incredibly comfortable. Slip into this sporty sandal to complete all...
      $12.99
      $19.40
      $12.99
      Unit price
      / per 
    Showing 121 -150 of 260 total
    Show more
    Sperry Online Store

    Shop

    • Accessories
    • Kids
    • Men
    • Unisex
    • Women

    About

    • About Us
    • Contact
    • Payment Methods
    • Shipping

    Customer Service

    • Terms of Service
    • Return & Refund Policy
    • Privacy Policy
    • Cookies Policy

    Follow Us

    Sign up to get the latest on sales, new releases and exclusive product releases!

    • Facebook
    • Instagram
    • Pinterest
    • TikTok
    • YouTube
    • Twitter

    Copyright © All rights reserved.

    Payment methods
    • Visa
    • Mastercard
    • Maestro
    • American Express
    • Discover
    • Home
    • Search
    • Account
    • Cart
      0 0 items
    • Choosing a selection results in a full page refresh.

    Thanks for subscribing!

    This email has been registered!

    Shop the look

    Choose options

    Edit option
    Back In Stock Notification

    Choose options

    this is just a warning
    Login
    Forgot your password? Create account
    Shopping cart
    0 items
    Close
    Search
    Menu
    Sign In Create an account
    My wish list