It's all the little details that really make this look sing. The quilting on the boots, the raw leather holding the binoculars, her oxford collar reinging in the sweater's casualness, the anchor and nautical rope bracelets, a pop of color on the pants, and lastly just a touch of a classic plaid peeking out.
Of course, it doesn't hurt that I love anchors either. ;)
(All images via Classy Girls Wear Pearls)