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Sperry invented the boat shoe in 1935, when Paul Sperry cut grooves into a rubber sole for better grip on wet decks. Today the brand is best known for the Authentic Original and Gold Cup, plus sneakers and winter boots. We carry 422 Sperry styles from $24.99 CAD, with free shipping and 30-day free returns in Canada and the USA.
Boat shoes since 1935The Sperry models our customers look for most, based on searches on wooki.com and Google over the past year.
Both start from the same 1935 boat shoe design. Gold Cup is Sperry's premium take on it.
| Feature | Authentic Original | Gold Cup Authentic Original |
|---|---|---|
| Design | The silhouette Sperry launched in 1935 | Same Authentic Original silhouette, premium line |
| Construction | Hand-sewn | Hand-sewn, heritage techniques |
| Upper | Genuine leather (also canvas, suede and other materials by style) | Full-grain leather |
| Lining | Varies by style | Lambskin lining |
| Made | Varies by style | Made by hand in Maine, per Sperry |
| Best for | Everyday summer wear, the classic look at a lower cost | Buyers who want the top-tier leather and finish |
Boat shoes are the core of the range. Our best sellers, though, are a Gold Cup and the Striper II sneaker.
The boat shoe that started it all in 1935, with a hand-sewn leather upper and a siped rubber sole. It comes in lots of colours and in men's, women's and kids' sizes, and the kids' pairs sell well for us. Pick this one if you want the classic.
Boat shoe · Hand-sewn · Siped sole · from $24.99 CAD
Shop Sperry Authentic Original →Sperry's premium line, built on the Authentic Original design, and the best-selling Sperry boat shoe in our shop. Sperry says Gold Cup shoes are made by hand in Maine, with full-grain leather and a lambskin lining on the Authentic Original version.
Premium boat shoe · Full-grain leather · from $125.99 CAD
Shop Sperry Gold Cup →A lace-up sneaker with a boat-shoe look and a hidden gore, so it slips on and off easily. It's light and casual for warm days, and the black and navy pairs are among our best sellers. There are SeaCycled versions too.
Casual sneaker · Boat-shoe look · from $53.99 CAD
Shop Sperry Striper II CVO →A women's sneaker line with a boat-shoe look and a long list of colours and finishes, from linen to shimmer to jacquard. Several styles are slip-ons.
Women's sneaker · Many finishes · from $38.99 CAD
Shop Sperry Crest Vibe →Sperry's men's winter boot line, and the one our customers buy most for winter. There are a few styles, including a tall version. Check each product page for insulation and waterproofing before you buy.
Men's winter boot · from $119.99 CAD
Shop Sperry Ice Bay →Duck boots for wet, cold days, for women, men and kids. Some are plain rubber and canvas, others are quilted, sherpa-lined or plaid wool.
Duck boot · Women, men, kids · from $53.99 CAD
Shop Sperry Saltwater duck boots →Right here. WOOKI is a Canadian online shoe store based in Gatineau, Québec. We carry 422 Sperry styles, from $24.99 CAD to $233.99 CAD, and ship free across Canada (except YT, NT and NU) and the USA. Orders placed before 4 PM Eastern on business days ship the same day.
Yes. We're a Canadian retailer in Gatineau, Québec, and we buy straight from the brand and its authorized distributors, so every pair is 100% authentic. Shipping is free across Canada (except Yukon, Northwest Territories and Nunavut) and the USA, with no minimum and 30-day free returns.
Yes. Sperry Top-Sider is the brand's full name, and the boat shoe is the style it started with. Paul A. Sperry introduced it in 1935, after slipping on his boat's deck. He cut grooves into a rubber sole, a process called siping, to improve grip on wet surfaces.
It depends on the style and on whether it's the men's, women's or kids' line. Each product page has a size chart, so compare it with a pair you already own. If it doesn't fit, returns are free for 30 days in Canada and the USA.
Both use the 1935 Authentic Original design. Gold Cup is the premium line, which Sperry says is made by hand in Maine, with full-grain leather and a lambskin lining on its Authentic Original model. Gold Cup is also the best-selling Sperry boat shoe in our shop.
We carry the Ice Bay for men, and Sperry describes it as fully waterproof for icy conditions. For women there are the Maritime Repel Thinsulate snow boots and some lace-up Torrent winter boots. Read the product page for insulation and waterproofing before you choose.
Sperry describes the Acadia as premium waterproof leather with water-tight construction. It has an easy zip closure with speed laces and a lug rubber outsole with Wave-Siping for traction. We carry it in bone and medium beige leather for women.
It depends on the version. The Torrent Chelsea styles are sold as rain boots, and the lace-up ones are listed as winter boots in our shop. We carry several colours. Check the title and description of the exact pair for its waterproofing and lining details.
