No matter how many times you check the weather before you head out on a trip, you never really know what's going to happen. Keep warm at the beach, during outdoor cocktails, or on the plane in a cool denim jacket.
2. A Baseball Cap
In your glamorous fantasies, you'd pack bring a hat as large as Samantha's in Sex and the City: The Movie, but then you'd have to do just that—figure out how to pack it. Save yourself some strife by going with a sleek baseball cap in a matches-everything shade instead.
3. A Tote Bag At the airport, you buy a magazine and snacks. Then, on the road, you pick up some souvenirs. Suddenly you also want everything in the local town's shops. How will you get it all home? Trust us—you'll be glad you packed a reusable tote in your suitcase.
4. A Swimsuit
You may know for a fact that you're not going to be spending time on the beach, but it never hurts to have one on hand in case your hotel or rental house has a pool or hot tub. Lovers + Friends Stripe It Down cheap one piece swimsuits, $148, revolveclothing.com
5.A Light Scarf
Another multipurpose piece worth packing for a getaway, a lightweight scarf can function as a sarong, an outfit-upgrader, a shawl, or a pillow when crumpled up—or it can do exactly what it's meant to do: keep you warm.
6. Lounge Clothes
Sure, you're packing fancy dinner outfits and summery dresses for daytime adventures, but what will you wear when you get back to the house or hotel? Be certain to pack something you won't regret being seen in at bedtime.