Hanging by the pool for a few hours? Spending the day at the beach or on a boat? Make sure you're outfitted with breezy pieces that can transition from swimming to lounging and everything in between. Don't forget to bring along plenty of water-resistant sunblock (in the perfect retro packaging and scent). Also, we'd suggest packing a water bottle and hat to keep the rays out your face when you inevitably decide to take a nap.

And when you're wearing next to nothing, you want to flex ... your accessories. An eye-catching towel and some square-framed shades are the perfect addition to this kit. So are some rugged woven sandal-sneaker hybrids. Not to mention, an old school nylon tote that can stash everything you've got, no matter how wet it all gets.