In itemizing your wardrobe, there are many factors to consider. Write out you schedule, and take into account any activity you will be doing on your vacation. In general the following clothes are essential, and adaptable for any situation. Bermuda Shorts in khaki or beige, with a black or brown belt, preferably woven leather. Wear them with black, brown, or beige sandals.
Comfort is important, so make sure to have that in mind.
You can dress it up, or down with a cute sleeveless shirt, or a sweater set. A long tropical dress, is a nice piece to have. When picking one out, choose one made out of linen, or silk, with colors that compliment your complexion, and the print you instinctively are attracted to. I suggest one, that flows out on the bottom. You will find that you can wear it on most occasions.