All of my family is in another state so I find myself driving back and forth quite a bit. My road trip outfit usually consists of a jacket, sweater or tee, and a pair of destroyed jeans. I always get funny comments when I wear these jeans — usually people offer me money so that I can buy a pair of “real” jeans. For me, destroyed denim is completely comfortable and très chic. Sorry to all the naysayers out there!

Another travel essential, besides a comfortable outfit, is a great bag. This GiGi New York bag has already been to the beach and back, and yet it continues to be the perfect tote. My favorite size is their Taylor bag because it’s big enough for my laptop and some magazines but not too large that I feel weird carrying it as a purse. Click the photos above to see the other sizes/styles that are available.

For outfit details, click the photos below for product info — bag c/o GiGi New York.