Le Pliage Travel Duffel Tote $255
Let's be real, you definitely already have a Longchamp tote somewhere in your closet. So whether you wear it everyday or haven't worn it in a year doesn't matter because the fact remains that it still makes for a great travel tote. Even better is that you'll already own a matching accessory if you decide to go ahead and pick up the Longchamp Le Pliage travel duffel tote. This is the ultimate weekender bag, not only is it affordable and sleek, but with the unzipping of a zipper you have a full on expandable duffel that is sure to fit everything you need for a getaway and more. While you're at it throw in a few magazines and a ginormous smart water for the car ride in your matching tote, you have the room.
J. Crew The Downtown Field Jacket $148
It's going to be breezy if you're on the water, and you want something that you can wear on both a cool day or a warmer one as well. This jacket blurs the lines between downtown and country and makes for a great everyday wear. It's classic lines and silhouette are perfect for the urbanista visiting a seaside town.
J. Crew Factory Color-block Striped Boatneck Tee $39.50 & Hudson Nico Mid-rise Super Skinny $148
Nothing says Cape Cod quite like stripes. Wear this cozy tee with a pair of white ankle cut skinnies and you'll look like a Kennedy on the compound in a flash.
Panama Hat $58 & Ray Ban Wayfarers $150
Whether you get this piece from a mall or a specialized hat store, this is an investment piece that is key and will be sure to carry you through the spring and summer seasons. Never fret about a bad hair day again, throw it on for a casual beach stroll, and trust me it looks great with a pair of black Ray Ban Wayfarers.