
The Sebago Docksides look EXACTLY like the Sperry Top-sider A/O shoes. Outsoles are rubber (in contrast with “manmade” soles which are made from cheap crappy plastic). Both brands in 9.5 fit me perfectly! Constructionīoth brands’ uppers as well as interior linings are made from heavy-duty leather, with metal eyelets for the rawhide laces. I am usually a 10.5 US in sneakers and a 9 or 9.5 in dress shoes. For casually beating around town, though, the less restrictive feel of the Docksides can’t be beat. This translates to the Docksides being lightweight and loose-fitting, but also having a harder “step” than the Top-siders, which can cause tired feet after a long day of heavy walking. I find the Sperry Top-siders heavier, stiffer, and more cushioned, while the Sebago Docksides are more flexible and closer to the ground. They also offer simplicity, comfort, and convenience – you can slip them on easily, with or without socks (preferably without), and they pair well with casual trousers, jeans, and even SHORTS! WHAT?! They can (and should) be beaten up – and many think they look better that way. What is the appeal of these strange shoes? Perhaps it is their rugged-yet-refined sense of fashion – tough and outdoorsy, yet not childish like sneakers. Sebago came on the scene just over 10 years later ( Wikipedia), also eventually gaining popularity for their fashionability rather than their functionality. Somewhere along the way, though, they caught on as an upscale casual form of footwear for the elite. No really, they were first originally meant to provide durability and traction on the slippery decks of sailboats. Thank goodness they go great with trousers and herringbone jackets! Sperry Top-siders are the “original” boat shoe (according to Wikipedia), created in 1935 with heavy-duty leather uppers and grooved rubber outsoles to stand up in the harsh, wet conditions of country club cigar rooms across the country.
SPERRYS BLUEFISH BOAT SHOE UPDATE
UPDATE (05/17/16): Just got some cool new Cooper boat shoes from Jack Erwin! Read the review here! Need help deciding which is best for you? Read our comparison here! The two most well-known examples of legitimate boat shoes are Sperry Top-siders and Sebago Docksides.

Remember those Ralph Lauren boat shoes I wrote about a while back? They are cool and all, but as I said back then, fashion denim doesn’t exactly cut it if you need footwear sturdy enough for, you know, an actual boat.
