Left to right, top to bottom: Anchor Bracelet at Urban Outfitters, $14. Nantucket tote at Ralph Lauren, $75. Iron sailboat at Crate & Barrel, $79.95. Stripe ribbon flip–flops at Brooks Brothers, $28. Jean Paul Gaultier "Super" Le Male limited edition bottle at Sephora, $78. Clinique M Protect SPF 21 at Sephora, $22.