Do you want to become someone who - casually saunters on the plane avec purse and stylish carry-on - walks off the plane and by-passes the luggage area - heads right to the cab/car area - is sipping a mojito poolside within 1-hour of landing
Although travelling solely with a carry-on is can be challenging given the space challenges, adapting is possible! With a little forward thinking, carry-on travel can be learned!
Case in Point Although this is an extreme example, my husband travelled to China for one month with a carry-on sized suitcase and a small backpack. The size of his bags did not limit him--it seemed he wore different outfits all the time. He might be mad if he knew I said he wore outfits... A less extreme example is when we only took carry-ons with us to sip wines in Napa. I was pleasantly surprised when we were able to stylishly and efficiently pack for 6 full days. Bonus of staying at a nice hotel, they gave us the items we weren't able to bring at the time: razors, tweezers, extra toothpaste, etc...
Packing light - documents (including passport) - book/mags - ipod - phone - pashmina - attire geared at your destination's weather (check the weather report before you leave) - minimal shoes - mini toiletries (toothpaste/brush, deodorant, comb, hair stuff, face wash, meds, make-up) * your hotel should be able to provide: shampoos, soaps, hair dryer, cotton balls, q-tips, toothpaste, razors, slippers, etc...
Strategies Pashmina/big scarf - wear it as a blanket on the on the plane, as a scarf and as a Grecian-style bathing suit cover-up.
Go monochromatic - choose a colour-theme for your outfits, then only bring pants/tops/skirts/jackets that match each other. Same goes for shoes.
Semi-packed and ready to go - keep the items that you like to travel with in your carry-on at all times, that way, when you leave for your next trip, you'll have most items ready to go.
Get organized - make lists for the items you'd need for a weekend trip, tropical getaway etc... half the time we spend packing is just DECIDING what to wear. This will also help if you decide to take a spontaneous trip!
Choose clothes that will 'double in the program' - if space is at a minimum (and I assume it is) bring clothing that will play double duty, like a top you can wear to the pool (as bathing suit cover-up)or with jeans, or shoes that can go from day to night.
Pack an extra bag - consider packing a flat, easily-foldable bag (like a longchamp handbag/le pliage) that can be used a) as a make-shift pool or beach bag, b) as a large purse, or c) as an overflow bag should the malls get the best of you.

[trip style = sun + beach]
Christmas is a time of giving. One easy and rewarding way to give is by donating your airmiles to those in need. What only takes a few seconds, allows a worthy individual to care for others or get the care they need.
Although the notion of travelling for free does seem sketchy, it is completely possible. All it takes is knowledge and forethought. Whether you travel once or ten times per year, there are ways to be strategic about your travel spending.