I recently got back from a trip to Florida and Bonaire and I realized that one reason I am able to enjoy my vacations so much is that 1) I don't bring too much stuff and 2) I stay organized, even when I am traveling and living in another location other than my home.
Taking only one suitcase on any trip is going to simplify your life and make your traveling so much easier. Making that one suitcase just a carry-on will simplify it even more. I know, I know...how do I fit all I need in one carry-on?
Enter the plastic zip close space saver bag. I am able to fit about two weeks worth of clothing in two of these bags. The rest of my items (shoes, underwear, toiletries) also go into their own Ziploc bags. Keeping each item, or group of items separate is the best way to stay organized and have more fun on your trip.
TSA will be proud!