Water Shoes
Visitors to Jamaica are often surprised at how unfriendly an environment the water proves. While the white sand beaches are beautiful and easily moved on, the land beneath the ocean is much less friendly, with sharp stones and coral. While you can buy protective footwear in Jamaica--and many unprepared visitors do--you would do better to plan ahead and purchase a good pair of water shoes or sandals before you travel. Selection in Jamaica may be over priced and inadequate. Go to a sports or outdoor supply store and buy footwear you can use in the water. Aqua Socks work very well, as they offer excellent traction and are self-draining. Many travelers, however, swear by all-terrain sandals such as Tevas, which are designed to be worn out and about as well as in the water.
A Light Jacket
The temperature in Jamaica is consistent enough that you will not typically need to pack anything warmer than a long-sleeved shirt. Being in the tropics, however, occasional rainfalls, squalls and storms are to be expected, no matter what the season. The solution is a light, shell-type waterproof jacket or windbreaker. These are light, easy to store and quick drying. They can be found in Jamaica, but it is cheaper to bring one with you.
A Hat
Many visitors to Jamaica underestimate the collective power of the constant sun. Sun block is commonly available and is advised for all travelers, but to really give your skin a break, bring a hat. The lightweight and collapsible Tilley T4 is designed for use in a tropical environment. The brim slopes away from the crown of the head to shed water, and the hat also has ventilation holes to keep your head cool. This hat can be worn to save packing weight, and it folds to a compact size. Other comparable hats are available at outdoor supply stores.
Clothing
Simple clothing, including shorts and T-shirts, have inflated prices in Jamaica, so it is best to come fully prepared. Your basic essentials are a swimsuit, lightweight hiking shorts and light cotton shirts. For dressier occasions or cooler evenings, however, it is also recommended that men bring one pair of light, comfortable slacks and a button-down shirt. Women should pack one dress for dressing up, as well as some pants for cooler evenings. Jeans, due to their weight and thickness, are not recommended for Jamaica.