1 Best Shopping in Cayman Islands

Churchill's Cigars

A statue points the way into this tobacco emporium, which sells the island's largest selection of authentic Cubanos (and other imports), including such names as Upmann, Romeo y Julieta, and Cohiba, displayed in the dark, clubby surroundings. The enthusiastic staff will advise on drink pairings (bold older rum for a Montecristo No. 2, cognac for smaller Partagas Shorts, a single-malt scotch such as Glenmorangie for the Bolivar Belicoso Fino). There's a small airport branch as well.