Vintage 90s floral maxi dress from Gypsy Vintage (you can shop Gypsy Vintage at the SoWa Vintage Market), Jeffrey Campbell ‘Bastia’ slide sandals, vintage choker.

Piece Apparel ‘Wild at Heart’ tank, Carmar denim cutoffs, Sandro booties. Piece Apparel makes amazingly cute and comfortable basics, and all you Fashion Saucers can use the promo code ANNIE20 for 20% off your next order at www.pieceapparel.com. Rad clothes and free, international shipping: that’s the sauce. (Photos by Matt McKenna)

REISS London sweater, Helmut Lang tank, Maje shorts, Nasty Gal ‘Lone Rider’ wool hat, Jeffrey Campbell sandals (Photos by Amanda Rosen)

The long weekend has come to and end, but MDW is the official kickoff for summer, and so it’s time to start thinking about your off-duty summer style. When it comes to dressing for summer weekends, it’s all about creating outfits that look both relaxed and refined. I give my flowing, vintage floral maxi dress a stylish kick with my sleek, silver choker and structured Alexander Wang ‘Marion’ bag. You can spice up casual summer staples, like graphic tanks and cutoffs, with a bold lip color and dressier boots. Look for comfortable classics with a sophisticated twist, like the mesh overlay on my oversized, pastel sweater, or minimalist sandals in luxe patent-leather. And try fun, wide-brimmed hats for extra flair (and sun protection).