Just outside of the official port complex, behind a chainlink fence, is a rather ramshackle shopping area called the Montego Freeport Shopping Center. It's little more than a collection of beachwear and souvenir shops and empty offices. There is one homey-looking restaurant, Swizzle's, which sells inexpensive jerk specialties; the crowds, however, seem to be mostly due to the fact that there's free wireless Internet with your food or beverage purchase. Though you'll find a few restaurants within about 10 minutes' walking distance of the port (including a juice bar and seafood restaurant), you're better off heading into town for the most options and atmosphere.
Don't MissDuty-free Shopping: Montego Bay's duty-free shopping in the City Centre shopping area stretches along one block downtown; there, you'll find gold, timepieces, perfumes, crystal, leather goods, souvenirs and boutique clothing.
MoBay's most upscale shopping center is located at Half Moon Shopping Village in the Rose Hall area, featuring fine duty-free shops, souvenir shops, clothing, restaurants and a post office in case you want to send some stuff home. You can buy everything from designer lingerie to Cuban cigars there. (Just smoke them before you head back to the U.S.) Nearby, a new upscale shopping center is in the works at Whitter Village Centre.
Arts and Crafts: For sourcing everything from hand-carved wooden statues of eagles and sea turtles to rasta-themed baby clothes and those ubiquitous coconut-shell purses, set your sights on MoBay's two bustling craft markets. The Harbour Street Craft Market has the largest selection, and it's a good place to buy straw hats and bags and to meet the Montegonians who carve the wood sculptures onsite. The Old Fort Craft Park, next to the old fort, is a collection of wooden stalls with some good local wares, too. Just bring your bargaining skills to the table!