I find I wear a lot of capri pants during the day and slacks at night. I usually wear short sleeve tops and bring along a long sleeve shirt to wear as a jacket. It can be warm during the day, but often stores and restaurants are quite cool. Also, the minute the sun goes down, it gets chilly and the wind can be cold. I realize, however, my definition of "cold" has changed since living here
Also, remember its FL so everyone dresses very casually.