These days I'm generally in a different city every month, meaning I have learned to pack well, even though it technically may not be considered "light." Over the past couple of weeks, I've been in one of my favorite towns, San Francisco. The city has pricey delicious food, impressive architecture, diverse people and some of the best wine selections you find in the country. The Bay Area generally feels like early spring/late fall all year long, therefore, jackets and boots are a wardrobe staple.