I can pack a weeks worth of vacation clothes ( 2 destinations) in 4 carry on bags for DH and myself thats including casual, beach and dress up clothes for the evening. It takes me an entire day and careful shopping, but I do it! When travelling to 2 seperate destinations, your luggage has a much greater chance of getting lost, so when we split our trip, I always carry on luggage only. I shop for favortie travel sized products, and I put other products in small plastic bottles that you find in CVS. Whenever I see a pretty clothes that are wrinkle proof - I buy it. My husband is very tall and his clothes and shoes are a pain to pack. I also use spacesaver bags from samsonite for shirts and bathingsuits - it does save lots of room. and I swear by Downey Wrinkle releaser spray. It really really works without ironing. just spray the clothes while on a hanger and flatten with your hand and tug a little whne you come out of your shower the clothes look great!
I never tried rolling though, it really works??