Dree long dress, $1,445, DRIES VAN NOTEN, Blake, 312-202-0047. Sunset bandeau, $100, and Malibu bottom, $100, MIKOH SWIMWEAR, barneys.com. Sunglasses, $60, POLAROID SPORT, dillards.com. Ferrule necklace, $175, HOLST + LEE, Saks Fifth Ave, 877-551-7257. Who Are You necklace, $1,118, Erickson Beamon, Beyond Seven, 646-619-6857. (Right arm) Inverse cuff, $6,800, LYNN BAN, barneys.com. Throwing Star cuff, $2,800, LYNN BAN, maxfieldla.com. (Left Arm) Throwing Star cuff, $2,800, LYNN BAN, maxfieldla.com. Cage bangles, $2,500, LYNN BAN, barneys.com.

Dress, $1,825; Short Fringe necklace, $2,650; Long Fringe necklace (worn as belt), $2,825; Fringe Hoop earrings, $625, VERSACE, 888-721-7219. Double Strap top, $120, A.T.G WOMEN, atgishere.com. Sunglasses, $60, POLAROID SPORT, dillards.com. Oracle cuff, $865, LANVIN, 312-765-7075. Bracelet, $145; Bracelet, $150, HOLST + LEE, Saks Fifth Ave, 877-551-7257. Oval ring in 18-karat yellow gold, $3,700; Ring in 18-karat rose gold, $4,300; Martellato Square ring in 18-karat yellow gold, $3,500, ROBERTO COIN, robertocoin.com. Pipeline Beach bag, $165, MIKOH SWIMWEAR, mikohswimwear.com.

Take a stroll through Grand Cayman's Botanic Park, a haven for endangered blue iguanas and rare orchids. Swimsuit, $95, DIESEL, diesel.com. Olemac skirt, $430, DIESEL BLACK GOLD, 212-966-5593. Claw earrings, $400, LYNN BAN, barneys.com. Breastplate, price upon request, ALEXIS BITTAR, alexisbittar.com. (Right arm) Shagreen cuff, $1,800, LYNN BAN, maxfieldla.com. (Left arm) Throwing Star cuff, $2,800, LYNN BAN, maxfieldla.com. Cage bangle, $2,400; Armor ring, $290, LYNN BAN, barneys.com. T-Strap sandals, $695; Oasis Beach bag, ALEXANDER WANG, alexanderwang.com.

The North Side of Grand Cayman at Rum Point Club Restaurant is a serene spot for cocktails and local cuisine. Opera coat, $2,995; The Blaze bag, $2,995, BURBERRY PRORSUM, burberry.com. Highneck bandeau, $130; Brazilian bottom, $60, A.T.G WOMEN, atgishere.com. Sunglasses, $60, POLAROID SPORT, dillards.com. Claw earrings, $400; Spike bangle, $1,300; Gear bangle, $1,200, LYNN BAN, barneys.com. Sandals, $695, GUCCI, gucci.com.

Dress, $5,530; Glass bracelet, $480, MISSONI, 212-517-9339. Surf Hipster, $48, J.CREW, jcrew.com. Fringed earrings, $881, ETRO, 212-317-9096. Necklace, $3,570, GUCCI, gucci.com. (Right arm) Comb bangle, $85; Beetle bangle, $85; Wishbone bangle, $85; Liquid bangle, $85; Firestone bangle, $750; Seaweed Wrap bangle, $85, DINOSAUR DESIGNS, dinosaurdesigns.com. Evening bag, $9,900, CHANEL, chanel.com. Sandals, $850, ROBERTO CAVALLI, robertocavalli.com.

Fringe dress, price upon request, RODARTE, Ikram, . Sunglasses, $60, POLAROID SPORT, dillards.com. Moveable Triangle earrings, $300, LYNN BAN, barneys.com. Who Are You necklace, $1,228, ERICKSON BEAMON, Beyond Seven, 646-619-6857. Crystal necklace, $695; Crystal bracelets, $450 each; Crystal pins (worn on necklace), $350 each, MIU MIU, miumiu.com. Eye ring, $2,800; Triangular ring, $4,500, LYNN BAN, maxfieldla.com. Intrecciato Nappa fringe bags, $3,550 and $3,750, BOTTEGA VENETA, bottegaveneta.com. Graphic heel, price upon request, RODARTE.

Dress, $5,800, DIOR, 800-929-3467. Moveable Triangle earrings, $300, LYNN BAN, barneys.com. (On face) Bronze Goddess Luminous Liquid Bronzer, $29, ESTÉE LAUDER, esteelauder.com. (On lips) Color Fever Gloss in Intense Fuchsia, $27, LANCÔME, lancome-usa.com.

Cape, $3,550, SAINT LAURENT BY HEDI SLIMANE, 212-980-2970. Embroidered T-shirt, $635, RICHARD CHAI LOVE, Pas de Deux, 212-475-0075. Crochet swimsuit, price upon request, HERVÉ LÉGER BY MAX AZRIA, herveleger.com. Triangle choker, $995, ALEXIS BITTAR, alexisbittar.com. Bracelets, $715 each, ROBERTO CAVALLI, robertocavalli.com. Oval ring in 18-karat yellow gold, $3,700, ROBERTO COIN, robertocoin.com. Bag, $350, 3.1 PHILLIP LIM, 212-334-1160. Fringe boots, $5,225, VERSACE, 888-721-7219.

Maxi dress, $2,970, ROBERTO CAVALLI, robertocavalli.com. Swimsuit, $194, MIKOH SWIMWEAR, ishine365.com. Fringed earrings, $497; Beaded collar, $540, ETRO, 212-317-9096. Twisted necklace, $670; Chain-Link Necklace, $750, DRIES VAN NOTEN, IF, 212-334-4964. Karma necklace, price upon request, ORLY GENGER BY JACLYN MAYER, jaclynmayer.com. Spike bangle, $1,300; Gear bangle, $1,200; Inverse cuff, $6,800, LYNN BAN, barneys.com.

Dress, $2,990, GUCCI, gucci.com. Double Strap top, $120, A.T.G WOMEN, atgishere.com. Moveable Triangle earrings, $300, LYNN BAN, barneys.com. Drop necklace, $521; Beaded collar, $540, ETRO, 212-317-9096. Twisted Necklace, $670; Chain-Link Necklace, $750, DRIES VAN NOTEN, IF, 212-334-4964. (On face) Sheer Color Cheek Tint in Summer Pink, $26, BOBBI BROWN, macys.com. (On hair) Diamond Oil Shatterproof Shine, $40, REDKEN, ulta.com.

On Grand Cayman, model Jacquelyn Jablonski wears a dress and carries bags by LOUIS VUITTON. Also on Jablonski: Swimsuit by A.T.G WOMEN, necklaces by MISSONI, MICHAEL KORS and ALEXIS BITTAR, bracelet by PIERRE HARDY, and shoes by POLLINI.

At Seven Mile Beach outside the Ritz-Carlton, surfers catch waves and parasails hover. Dress, $8,925, PROENZA SCHOULER, 212-585-3200. Sunglasses, $60, POLAROID SPORT, dillards.com. Fringed earrings, $497, ETRO, 212-317-9096. Cuff, $705, DRIES VAN NOTEN, Blake, 312-202-0047. Evening bags, $9,900 each, CHANEL, 800-550-0005.

Hair: Ward for Living Proof. Makeup: Vicky Steckel at Bryan Bantry. Model: Jacquelyn Jablonski. Production assistant: Grayson McLean. Fashion assistant: Daniel Edley. Casting: Oliver Ress at Art Forum. Special thanks to: Ruth Myles and the Department of Tourism; Nancy Harrison and the Ritz-Carlton Grand Cayman.