I'm loving nautical-inspired dresses. This See by Chloe 'Ruffle Eyelet Dress' ($495) from shopbop.com is SO cute. Navy and white is such a classic color combination. Those neutral Loeffler Randall sandals are to die, too.
Another great option is from Anthropologie (I'm basically obsessed with that store). The 'High Seas Dress' by We Love Vera ($138) even features a wave print.
Nothing says nautical like a classic Bretton stripe. This Oasis (one of my favorite stores when I lived in London!) 'Bretton Stripe Shoulder Pad Dress' ($64.25) from asos.com is a wardrobe staple. To mix it up, it'd look great with a belt, a denim jacket or even a bold necklace.
A very affordable option is the 'Sailor Striped Woven Dress' ($24.80) from Heritage1981/Forever 21. It has teeny tiny anchors and ships wheels! All of these dresses look best paired with neutral shoes.