In addition to your flip-flops or sandals, make sure to bring along a good pair of walking shoes. Although most people typically think of water-related activities when they think of Key West, the historical city also hosts an abundance of attractions on dry land. Walking through areas such as Old Town Key West and the Bahama Village neighborhood, visitors will discover vibrant and well-restored settings filled with some of the area's historical landmarks.
When choosing clothing for your trip, be sure to keep in mind the warm temperatures of Key West. The Florida Keys maintain temperatures of about 75 to 80 degrees year-round. Unless you're specifically traveling for work and will need to dress in business attire, select casual and light clothing to wear during your Key West stay. Doing so will make you better-suited for an array of outdoor activities and will help keep you more comfortable in the heat. You may also want to consider bringing along more than one swimsuit.
Make sure to pack plenty of sunscreen to help protect you from the sun's harmful UV rays. The close proximity of Key West to the equator creates an environment where, because of the sun's angle, UV rays are more direct and intense than elsewhere. This heightened magnitude of sun exposure is capable of causing significant damage to unprotected skin. Continuously applying sunscreen throughout the day, as well as wearing a hat and sunglasses, can greatly decrease your overall risk of harmful sun exposure.
Don't forget to pack some aspirin in the event of an unexpected headache or other pain. Also bring motion-sickness medication like Dramamine for any boat trips you might take. And of course, bring any prescription medications you're taking.