floral vacation dresses PRETTYGARDEN Women's Summer Midi Dress Cap Sleeve V Neck Ruffle creating an elegant and airy feel PQ Swim Women's Floral Midi

I'm also a little concerned that the side lacing may not hold up--it seems a little lightweight/flimsy

Rolex Day-Date While the Rolex Day-Date might not be a dress watch in the eyes of some purists, it definitely does belong on this list

For the sake of feeling fancy, I popped on black heels, pearl earrings, and my favorite gold chain bag

Olive Green Shirt Understated Cool Works Best With: Blue Pants An olive green or sage shirt creates a grounded, earthy look that contrasts perfectly with navy or sky-blue pants

As the previous assistant shopping editor at Who What Wear, Grace loves finding the best buys out there for the WWW readers.