Scenic viewing courtesy of the Table Mountain Cableway. Left: Blazer, Philosophy di Alberta Ferretti, $915. Shirt, Gap, $45. Pants, Vince, $220. Ring, Ippolita. Bracelet, Roxanne Assoulin for Lee Angel. Thongs, Christian Louboutin. Right: Cardigan and polo shirt, Tory Burch, $235 and $150. Skirt, Ann Taylor, $98. Bracelet, Roxanne Assoulin for Lee Angel. Flats, Belle by Sigerson Morrison.
On the Move in Dressed-Up Denim
Dress up your denim with white jeans rather than blue (Lacoste, $140). Pink and red stripes (tee, Charles Nolan, $188) make a classic navy blazer pop (Rag & Bone, $550). Straw hat bought locally. Watch, Fossil. Belt, Pelle Melle.
See the Sights in a Flattering Shape
This dusty rose dress (Derercuny, $850) is so alluring, you need a naval escort just to go shopping—maybe for unusual edibles at Gogo's delicatessen in Simon's Town. Earrings, Julie Sandlau. Belt, Nine West. Bag, Hollywould. Sandals, Stuart Weitzman.
Skirts that Move
A rose-print A-line (Liz Claiborne, $128) and poplin top (GinnyH by Ginny Hilfiger, $250) are great for tasting the grapes at Groot Constantia Wine Estate. Belt, Kristin Kahle. Bangles, Roxanne Assoulin for Lee Angel. Shoes, Sigerson Morrison.
Bold and Bright for a Leisurely Walk
A swingy 1950's-style skirt (Marni, $1,260) looks surprisingly sporty when matched with a laid-back polo (L.A.M.B., $245). Citrus-colored flats (Belle by Sigerson Morrison)—a smart choice for long, exploratory walks—complement the feel-good mood of the top's bold stripes. Sunglasses, Tommy Bahama. Straw bag bought locally.
Take the Preppiness Out of a Twinset
Unmatched (but color-compatible) silk knits (Pringle of Scotland, $950 and $750) are terrific with slim Bermuda shorts (Pollini, $335). To look the part in a foreign place, pick up native products (like this Panama hat) and make friends with locals (like the neighborhood kids at the colorful cabanas on St. James beach). Earrings, Laura J Designs. International flights courtesy of South African Airways.
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