Resort Wear 2017 Beachy To Boho

Dear Fashionistas,

It’s that time of year when we are thinking of being an escape artist from Chicago and head to a wanderlust land of warm sun and glistening waters. So, we put together our resort-wear travel necessities so you can start to relax before you even land in paradise. Our resort wear picks will take you from beachy to boho for a trip of a lifetime.

Bali: Flowy and Fabulous 

With the zen spirit of this magical and spiritual place, there is no other way to dress than in that “free spirit” vibe. This maxi will look beautiful and be super comfortable when you are looking out at the rolling rice fields.  Slip on these comfy sandals so you can do a little exploring in comfort as well as in style.


Maxi Dress by Free People- Shop

Gold Sandals by Sperry-Shop

Sunglasses by Ray Ban-Shop


Santorini: Angelic Blue and White 

When you visit the island of Santorini AKA- heaven on earth! You will think you are in a dream due to the stunning bright sites and century old architecture. The architecture around the island is filled with blue and white stucco walls and doors which, of course,  are very famous on this popular Greek island.  We love this romper option to hop around the island in so we can look fashionable and comfy.  Be careful in these rockin’ heels though, there a lot of stairs!


Romper at Make Me Chic-Shop

Hat at Banggood-Shop

Heels at Journeys-Shop


Montauk: American Seaside Stripes 

Ok- It may not be warm here yet but on the East Coast, the Hamptons is the hot to-be place during the summer time!   (so we’re dreaming lofty here) We are daydreaming about a little R & R in a beachy town with a bottle of rosé alongside our best gal pals. Stripes scream east coast style with a little patriotism which is why we adore this shirt tucked into this khaki skirt and a pop of color in our heels.


Top at

Skirt at

Shoes at


Capri: Printed and Colorful 

When in Capri, rock this beautifully printed frock! Feel as gorgeous and the beautiful water and cliffs in this bold yet feminine dress. Grab this super cute basket weave tote to throw all your tourist supplies in (and still look like a local) and you are set to enjoy paradise in Italy like a true fashionista.


Dress at Dresslily-Shop

Bag at Dresslily-Shop

Shoes at Sperry-Shop

Mackinac Island: Comfy Casual

Again- Not warm yet but this is our sister city we hold near and dear to our heart.  Take a long weekend getaway to Michigan and be casual chic in Mackinac Island. Throw on these super comfy and stretchy boyfriend jeans, cuff them up and slip on our favorite flip flops for the season to complete the look.


Blue Top from Nicole Miller-Shop

Jeans from Mugsy-Shop

Flip Flops from Sperry –Shop

Many of these items are super affordable and wrinkle-free so you don’t feel bad about spending an extra euro or two or three while shopping the trend-setting boutiques.


Fashionista Chicago Contributor,
Katie Schuppler

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