What To Look For
Sailing shoes tend to divide themselves into two basic categories: the deck shoe and the technical sailing shoe. The deck shoe has a more traditional look that has become synonymous with casual, but elegant, footwear. More technical shoes are made of synthetic materials and are all about performance. Regardless of which type of shoe you want, you'll want it to be water resistant, drain when wet and always non-slip. Soles on sailing shoes typically have a siping pattern, which is the name for horizontal lines cut into the sole of the shoe. This classic design has been proven to grip decks and docks alike.
Common Pitfalls
As technical sailing shoes have emerged and deck shoes have increasingly become associated with stylish loafers, you may have a little more trouble finding performance-focused deck shoes. Look for siping and a fit that doesn't slide off easily. Leather tops increasingly come in less water-resistant options that you'll want to avoid.
Where To Buy
Buying sailing shoes is best left to retailers with knowledgeable staff focused on sailing. While general shoe stores are likely to sell deck shoes, you will likely want an employee who can point out the shoes that are suitable for sailing, rather than just casual looks. As for more technical designs, with bright colors and synthetic breathability, you will likely find these shoes only at dedicated marine stores.
Cost
Deck shoes and other sailing shoes can vary widely in price. The best measure for deck shoes is likely Sperry's original boat shoe, one of the pioneering models. Depending on material, the Sperry's original costs between $70 and $120, as of 2009. Other sailing shoes, such as the Mephisto Hurrikan, can cost upward of $300.
Comparison Shopping
Fit is extremely important when it comes to sailing shoes. You'll want something that will stay on your feet, even in nasty conditions. As such, you should first size shoes at a professional marine store or sailing specialist. It's possible that they will be the only store that will carry the specific shoe you decide upon. However, there's no harm in checking bigger shoe retailers for lower prices. Just anticipate a much more limited selection.
Accessories
Leather in traditional boat shoes should be treated frequently to maintain water resistance. You will likely want a waterproofing wax and a shoe brush.
