Boat shoes, also known as deck shoes or top siders, have been popular casual footwear for men for decades. The original design inspiration for modern boat shoes was probably the Indian moccasin, with its water-resistant hide, low profile and side lacing. Originally, boat shoes were worn while walking on the slippery deck of a boat. The leather uppers are treated with a water-repellent oil and special non-skid rubber soles add traction. The low profile, similar to that of a slipper or loafer, makes it easier to get in and out of boat shoes quickly.

Boat shoes have become fashionable footwear, falling somewhere between the formal dress shoe and the ultra-casual loafer. Boat shoes suggest a casual athleticism and an eye towards style. Boat shoes can be worn with or without socks, although traditionalists seem to prefer a sockless appearance. Manufacturers often include removable sock pads for additional cushioning.

Some men find it difficult to decide between boat shoes and loafers for casual wear. Style experts suggest that loafers should be worn with 'office casual' attire such as jeans and a button-down shirt, while boat shoes should be worn with sportier ensembles including golf shirts, khaki shorts and polo shirts. Boat shoes are considered to be a three season item, so they should not be worn in the winter.

Although boat shoes are designed to withstand the rough conditions aboard a boat, they still require maintenance between wearings. A quality oil for leather should be applied regularly to the uppers to maintain water resistance and suppleness. Insoles should be removed, sprayed with an approved shoe cleaner and allowed to air dry to prevent bacterial and fungal growth. Worn rubber soles should be repaired or replaced to prevent slips on a wet deck.

Quality boat shoes are not going to be cheap, but they should last for several seasons without deterioration. Look for brand names such as Rockport or Timberland for the most classic boat shoes available. Many shoe manufacturers and retailers use the terms 'boat shoes' and 'top siders' interchangeably, so look for either description while shopping.