Madsen Sailing Shoe by Rancourt & Co.

These boat shoes are hand sewn in Maine.

Whether crafting boats or boat shoes, the folks in Maine know how to build things that stand up to the elements. The Madsen sailing shoe ($325) made by Rancourt & Co. in Lewiston, Maine, is no exception. Hand sewn using waterproof and stain-resistant suede with a leather midsole and rubber sole, these shoes are made for the water and yet are fancy enough to wear to a cocktail party.