I hope you are one of the lucky ones planning an upcoming cruise. I have now been on 15 cruises (most recently the Mediterranean on Holland America Line) and have loved every one of them! If you are wondering how to plan for your first day, from embarkation to a candle lit dinner, plan for the essential items to make it a great day. For cruise vacations, I recommend boarding the ship wearing an outfit that is appropriate for the whole day. Resort wear or basic travel pieces that can be dressed up or down are the best since they can carry you through the entire day and through multiple activities. You will likely be without your baggage for a while after boarding, until it is delivered to the cabin, so make sure you are dressed appropriately for both sunning on the deck and casual dining in the restaurants. You may also want to bring a swimsuit and sunscreen in the bag full of the necessities you carry onboard yourself so that you (or the kids) can enjoy the pool or spa right away. 

For a selection of travel-friendly clothing that will take you from sun deck to dining room, check out http://www.travelsmith.com/.

For high fashion resort wear for all ages that will take you from day into evening, check out http://www.harpersbazaar.com/fashion/fabulous-fashion/fabulous-at-every-age-november-1111.
 
 
I never fly with anything more than a carry-on suitcase that fits in the overhead bin and a computer case that fits under the seat.  However, if I ever do err on the side of bringing too much on a trip, it is probably for comfort items. I am a girl who likes her comfort.  For plane flights: I generally pack an inflatable neck pillow and earphones for the plane. I also bring a home-made picnic for very long flights to avoid eating poorly while traveling. For hotel stays: I bring the books I bought cheaply at the local thrift store (so I can justify dumping them anywhere at any time). I also like to bring granola bars (good for a midnight snack or quick breakfast) and a small nightlight (for the hotel bathroom). For all trips: I pack any medicines that I would want to have quick access to when far from home (bringing a few chewable Pepto tablets can be a life saver when you don’t speak the language).  I also pack a few plastic zip-top baggies of various sizes (they are extremely versatile and take no room at all).

My general rule of thumb for packing:
1)            Make sure you really need an item before it goes in your suitcase,
2)            Reconsider again whether you really need an item before it goes in your suitcase,
3)            If it is worth packing at all, bring enough for the entire length of your trip. Don’t plan on “buying more when I get there” for anything of real importance.

As a result of these self-imposed packing rules, I may pack lighter on the clothes and shoes, but heavier on the creature comforts and nice-to-haves.  I would be far more likely to eliminate an entire outfit than travel to far-flung destinations without my favorite tea to drink each morning. This has worked for me over 25+ years of traveling. Try it--you might like that comfortable feeling, too.