4. Safe Travels Bag

Price: $249.99 at modcloth.com
There are oh so many things to admire about this bag. The soft dove grey leather, the tassel and fringe details, the delicate topstitching, the double straps (one leather, one chain-link). I’d wear this with a long tunic in black or pale pink, dark grey leggings (with or without a pattern) and tall peep-toe heels. Stunning!