When we went to NYC I was so happy to wear one of my favorite dresses, my Persifor Carter dress (the print is last year's collection, but this one is beautiful and on sale!). These dresses are perfect for summer. The prints are all bright and fun, the fabric doesn't wrinkle, and they are very cool and don't cling to the skin. Plus, don't they just look happy? I wore it to Drybar and the hairstylist told me the dress was "a great way to start the weekend."
To complement the dress I wore my Superga sneakers. These is my second pair, I wore the first pair out after walking hundreds of miles in them. The J.Crew no show socks are my favorite socks to wear with them. They have a little bit of gel at the back so they stick to your ankle and don't fall into your shoe. My only caveat with the sneakers is you will need bandaids on your heel the first time you wear them, but after that you should be good to go.
Do you have a favorite dress to travel in?