Knowing that the majority of the time on our recent trip would be spent at the pool or on the beach (and with kids – back and forth and back and forth), I wanted to find a few great cover-ups and a quality tote. The bright stripes of this super casual dress caught my eye right away when shopping online, and I wore it pretty much every day. It was so easy to throw on, and paired well with any suit. I had a more difficult time finding a good tote – there were several rounds of purchasing and returning for that item. There were bags that I loved (like this Tory Burch one), but that just weren’t practical for the trip. No longer am I toting magazines, lip gloss and a bottle of water to the beach for the day. My bag has half eaten suckers, kids’ googles, and sticky sunscreen spray. I can’t spend $300 on a beach bag that will end up with a melted Rice Krispie treat stuck on the inside. I ended up grabbing this Old Navy one at the last minute and it was one of my favorite purchases for the trip.

Kerry’s outfit details and links: Ann Taylor cover-up dress (Cyber special today – 50% off and free shipping) | Old Navy tote (now only $25, plus an additional 40% off orders over $50, today!) | Tory Burch shoes | Kate Spade sunglasses
Taylor’s outfit details and links: Hanna Andersson swim trunks, rash guard and swim hat (20% off nearly site wide)
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I thought titling this post “Best Travel Dress Ever” may have seemed a little presumptuous but trust me, this is the best travel dress ever. I can’t remember the last time I ironed or steamed an item of clothing at home, and I certainly don’t want to have to deal with that while on the road – whether traveling for work or for pleasure. I purchased my first Jude Connally dress about a year ago, and now am tempted every time I see a new style or pattern. These dresses hold their shape, have great color, and never show a wrinkle. I grabbed this blue and aqua one before our trip and I wore it for afternoons out and about as well as for super casual times around the pool or on the beach.

Jude Connally dress (same print, different styles here and here) | Boden sunglasses (Tiffany & Co. sunglasses in pictures below) | J Crew shoes | Hobo clutch | Anthropologie cuff (sold out, similar here) | Michael Kors watch | Kate Spade earrings
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I wear so much black and gray during the long winter months in Minnesota, that when shopping for spring and summer (and in this case, vacation), I was drawn to lighter and brighter colors. I love the bold color and print of this dress, and that I can wear it to the office just as well as to the ocean.

Kerry’s outfit details and links: Boden Dress | Lilly Pulitzer shoes | Anthropolpgoe cuff (sold out, similar here) and earrings | Hobo clutch | Michael Kors watch | Banana Republic sunglasses
Taylor’s outfit details and links: Boden shirt and shorts | Keen shoes

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