Dee Ocleppo launched her eponymous line three years ago to much fanfare. Her ability to create beautiful versatile pieces in the luxury market is underestimated. Our favorite summer bag comes in nine colors, including a beautiful black and white combo. It's an all American bag for a woman who's well traveled. Dee would know best, of all people, what it means to be just that. Before marrying Tommy Hilfiger in 2009, she was a successful model signed with Ford and living in Paris.
Dee Ocleppo, $1000