In a little over a month, Shauna, Kat and I leave for the turquoise seas and whitewashed buildings of the Greek Islands. I can’t wait.

But I am faced with that age-old problem: what to wear? My normal New York attire — motorcycle boots et al — simply will not do. No, when you go somewhere fabulous, you want your wardrobe to reflect it. You want to fit into your surroundings… But not too much.

I am not a boho kinda babe. As much as I appreciate Free People catalogues, soft, flowing and shapeless doesn’t work on me. I think in a past life I was the Marchesa Louisa Casati or Diana Vreeland. You’re probably not going to find me in a string bikini with braids in my hair… More likely, I’ll be the one in a turban and a psychedelic kaftan.

I’ve been gathering inspiration from everywhere, thinking about the kind of style I want to channel when I’m surveying the Cyclades. Enormous, wide-brimmed hats… Scarves twisted up, turban-style… Maxi-dresses and lots of bangles…

I keep wondering, ‘If Rachel Zoe and Stacey Bendet went to the Greek Islands together, what would they wear?’ Seems like as good a place as any to start…

I worked out a while ago that my Style Statement is Eccentric Pop. Eccentric for the weirdness and the drama, pop for the modern kick. (As much as I admire it in others, dressing for a specific historical timeframe doesn’t thrill me. I’m a thoroughly modern misfit.)

So while I may bring in elements of the past — like the lazy luxury of the 70’s, or the glamourous chill of art deco — it all gets tied together in a contemporary manner. (Irridescent snakeskin sandals, anyone?)

I plan on punctuating graphic black and white resortwear with hallucinatory bikinis and mind-bending vintage kaftans. I’ll be donning stripes and covering up my beach hair with a turban or two. There will, of course, be sequins aplenty. I’m turning 30, bitch!

…Which, of course, brings us to the next pressing question. Do they sell sparklers in Santorini?!

Daydreamin’,

Images: Roy Macam; Missoni; Raymond Meier; Chanel; Heather Evans Smith; Anja Poulsen; Graham Shearer; Jean Daniel Lorieux; The Glamourai; Urban Outfitters; Jantzen; Camilla Akrans; Max Doyle.