When I'm packing for a trip I start thinking about wardrobes way ahead of time and then usually have little piles of outfits on our bedroom floor for days... it helps me edit and make sure my three children and I have just the right thing for different activities without going overboard. I think it's also part of the lovely dreaming and planning stage of travel that I enjoy so much. (My husband does his own packing but I do usually have a little input.)
I am already thinking about our next vacation, even though it is months away, because our travel is going to be much more varied and extensive. Oahu was pretty easy: just pool, beach, eating and a little sightseeing.
I pack my jewelry inside a smaller purse and tuck it in my carry-on. I am loving the Louis Vuitton Eva for taking on trips... you can use it with the shorter chain in the evening and with the longer cross-body strap for travel/shopping during the day. It'll just hold my cards, keys, cash, camera, phone and a lipstick.
Travel outfits were hanging and ready to throw on for an early morning flight. Coordinating colors help me keep track of everyone at the airport. I joked about putting my husband in a polo the same color as our son's... next time I probably should.
My children each take a backpack as a carry-on and I always put in a ziplock baggie with an extra outfit and swimsuit... in the case of lost luggage, we can still head right to the pool! (I do this for myself too.)
I'll post some OOTDs and sightseeing pics soon :)