Sometimes dressing up is a chore when all you want to do is lay out on the sand, but why not do both in day two's look from Orlebar Brown's new resort collection with the Bobby V T-shirt ($85), Dexter shirt-jacket ($350), and the Dane trunks ($240). Smooth sailing for meeting the parents over a Mimosa-fueled brunch (trust us, you'll need them), but also versatile enough to exhaust your buzz at the beach after. Go on over to our new NYC Facebook page to enter for a chance to grab the goods—all $675 worth of them!