Be advised that your fellow travelers will be fully cognizant of your financial condition and/or needs for comfort or the recognition of personal status. Either you're affluent or you or your husband has booked substantial FF miles traveling the world installing widgets or checking up on far flung staff in Djibouti, Rapid City or Tromso.
Frankly, they won't give a d*mn.
Winter? Well you may want to get away with shorts and flip-flops for a quick trip to the airport, but on your return you may be greeted by a land colder than it was when you left it.
Aside from comfortable shoes (with socks only required if your departure is from some icy locale), covering the naughty bits, and a few pockets to stow the little souvenirs from FC, there's no manual of uniform regulations. Big sunglasses will come in handy in the Islands and but are unlikely to cause others to believe that you're a movie/TV star traveling incognito. Don't wear a yellow hat. They are bug magnets on some/most beaches.