Holetown, Barbados Alongside multimillion-dollar houses and the posh Sandy Lane hotel, Heather Harrington Jones (246/432-6318; www.heatherharringtonjones.com) sells jewelry crafted by West Indian and European artisans. At Lazy Days (246/435-8115), the island's jeunesse dorée shops for bikinis from Brazil and clothing from everywhere else.
Jost Van Dyke, British Virgin Islands You won't find "no shoes, no service" signs here. Kick off your flip-flops and browse for a sassy new pair in the cottage shops fronting Great Harbour. Then wander down the beach to The Foxhole Boutique (284/495-9275), where the owner himself will serenade you on his guitar as you look for brightly dyed sarongs and beach bags in the bar's gift shop.
Villa Créole, St. Bart's Villa Créole is the Caribbean's hottest strip of shopping near the beach. Peruse couture and other international imports at boutiques such as Raffia (590-590/27-78-39), Morgan (590-590/27-57-22; www.morgandetoi.com), and Bleu Marine (590-590/27-56-00). At Mia Zia (590-590/27-55-48; www.miazia.com), everything—from the slip-on shoes and fabric bangle bracelets to vibrant tasseled towels—is made by hand in Morocco.