Elizabeth Tiedemann of Seascope Yacht Charters relaxes in her private library wearing a wool flannel J.Crew "Schoolboy" blazer and polka-dot scarf ($198 and $65), and an Omega Seamaster Aqua Terra watch ($3,900). The super-soft Talbots "Audrey" cashmere sweater has three-quarter sleeves, comes in 14 colors and can be monogrammed ($139). The Vineyard Vines jacquard "Geo Fish" skirt has sailor-style buttons and comes in navy, red, and orange($118). A bottle of Don Julio 1942 tequila ($125) sits next to a Nautical Boards serving tray ($125) and a sailcloth tote by Sea Bags ($225). To schedule a charter on one of Elizabeth's impeccably restored America's Cup class 12 Meter yachts, go to seascopenewport.com.

Styling by Woody Lawson.