Photo: AKM GSI / Backgrid1/14
Photo: (Clockwise from top left) Courtesy of heidiklein.com; Courtesy of net-a-porter.com; Courtesy of orlebarbrown.com2/14Orlebar Brown Dane Pine Va-Cay longest-length swim short, $345, orlebarbrown.com; Le Specs Liar Lair cat-eye tortoiseshell acetate sunglasses, $60, net-a-porter.com; Heidi Klein Long Island scallop padded triangle bikini, $237, heidiklein.com
Photo: AKM GSI / Backgrid3/14
Photo: (Clockwise from top left) Courtesy of katespade.com; Courtesy of saksfifthavenue.com; Courtesy of bergdorfgoodman.com; Courtesy of michaelkors.com4/14Kate Spade lantern poplin flounce dress, $398, katespade.com; Olympia Le-Tan Franny and Zooey book clutch bag, $1,995, bergdorfgoodman.com; Michael Michael Kors Lena leather sandals, $125, michaelkors.com; Illesteva Leonard Mask 47mm classic round mirrored sunglasses, $190, saksfifthavenue.com
Photo: Getty Images5/14
Photo: (Clockwise from top left) Courtesy of orlakiely.com; Courtesy of modaoperandi.com; Courtesy of matchesfashion.com; Courtesy of francesvalentine.com6/14Orla Kiely paisley cotton bell blouse, $107, orlakiely.com; Raey Press straight-leg jeans, $152, matchesfashion.com; Carolina Santo Domingo Corallina raffia tote, $575, modaoperandi.com; Frances Valentine Margot leather slingback flats, $195, francesvalentine.com
Photo: AKM GSI / Backgrid7/14
Photo: (Clockwise from top left) Courtesy of maje.com; Courtesy of matchesfashion.com; Courtesy of viscata.com8/14Sensi Studio toquilla-straw frayed tote, $305, matchesfashion.com; Maje poplin shirtdress, $495, maje.com; Viscata Barcelona Escala wedges, $80, viscata.com
Photo: Getty Images9/14
Photo: (Clockwise from top left) Courtesy of mytheresa.com; Courtesy of lappeleyewear.com; Courtesy of matchesfashion.com; Courtesy of sarahflint.com; Courtesy of aspinaloflondon.com10/14Aspinal of London the small Lottie bag, $745, aspinaloflondon.com; L’appel Varia sunglasses, $159, lappeleyewear.com; Goat Becky striped-organza dress, $516, matchesfashion.com; Sarah Flint Cleo wedges, $425, sarahflint.com; Oscar de la Renta cashmere and silk cardigan, $990, mytheresa.com
Photo: AKM GSI / Backgrid11/14
Photo: (Clockwise from top left) Courtesy of jcrew.com; Courtesy of valimare.com; Courtesy of macys.com; Courtesy of frescobolcarioca.com12/14J.Crew Franny sunglasses, $129, jcrew.com; Valimare Bora Bora scallop front bikini, $220, valimare.com; Thalia Sodi Joya toe-ring flat sandals, $60, macys.com; Frescobol Carioca Letras Sports swim shorts, $184, frescobolcarioca.com
Photo: Getty Images13/14
Photo: (Clockwise from top left) Courtesy of ralphlauren.com; Courtesy of bergdorfgoodman.com; Courtesy of macys.com; Courtesy of frenchsole.com14/14Lauren Ralph Lauren crepe fit-and-flare shirtdress, $80, ralphlauren.com; Anne Klein double metal keeper belt, $36, macys.com; French Sole by Jane Winkworth Glastonbury gladiator sandals, $111, frenchsole.com; Nannacay Cotio baby Maldives raffia tote bag, $155, bergdorfgoodman.com
