Located on a private quay, Cape Grace is a magnet for Hollywood royalty. Rooms are done up with botanical prints, iron lamps, and whimsical chandeliers made from dangling delft saucers.
You’ll find plenty of discreet charm at this Edwardian, mountainside retreat overlooking the Atlantic, whose patios look out onto terraced gardens. Tour the hotel’s art gallery, built into the bluff.
Interiors at this eight-room town house in the foothills of Table Mountain are ultracontemporary (slick leather sofas; hot-pink pillows), with tasteful accents such as original South African artwork.
Updated Oasis wing rooms, decked out in plush red sofas and paintings by local artists, have given the storied hotel new life. Chef-led tours bring guests to the coast to forage for the night’s meal.
The postcard-perfect views of Table Mountain and Adam Tihany–designed rooms (bright geometric textiles; parquet flooring; freestanding soaking tubs) have made this V&A Waterfront hotel a new favorite.
Old meets new at the Taj: elegant Heritage rooms—tufted headboards; original mullioned windows—in two restored landmark buildings offset the more modern Tower wing, with its private balconies.
At this 1970's-inspired hotel in leafy Green Point, vintage Polaroid cameras and Panasonic Toot-a-Loop radios line the hallways while rooms are decorated in mod egg chairs and shag rugs.
Equal parts men’s outfitter, motorcycle shop, café, and bar, House of Machines caters to various whims (and tastes). Try one of the small-batch bourbons, then shop for a pair of house-brand jeans.
Come here for a carefully chosen selection of feminine-yet-sophisticated women’s wear and accessories by emerging South Africa–based designers including Coppelia, Margot Molyneux, and Selfi.
The rustic-chic local housewares shop is an aspiring decorator’s dream. You can find everything from textured ceramics to ribbons, natural soaps, and vintage porcelain tea sets.
You’re unlikely to leave this jewelry boutique empty-handed. Philippa Green and Ida Elsje turn out avant-garde treasures—embellished cuffs; rings with diamonds floating in resin—that make a statement.
Woodstock’s first art space showcases the city’s newest generation of contemporary artists. The highlights: exhibitions by local painters and global talents including renowned illustrator Olaf Hajek.
The former Methodist church was a shelter for anti-apartheid protesters during the Sixth Municipal District’s 1960’s fallout. Today, the museum hosts a range of works, from photos to living documents.
Cape Town’s landmark Table Mountain, a 10-minute ride from downtown, is named for its distinctive flat top. An aerial cableway whisks sightseers to unbeatable views of Cape Peninsula and beyond.
No one braais (grills) better than this locavore steak house (the meats are sourced from owner Giorgio Nava’s ranch in the Karoo). Try the free-range lamb or the 24-month-aged, grass-fed sirloin.
The ocean-facing tables and outdoor cabanas at this beachside hangout are perennially packed with stylish Capetonians. What to order: café classics such as smoked-trout salad and flatbread pizzas.
On Saturday mornings, pick up pastries, coffee, and crêpes at this collection of high-end artisanal food stalls in Woodstock, then grab a seat at one of the communal wooden tables.
An airy dining room filled with contemporary art sets the backdrop for chef-owner Luke Dale-Robert's creative dishes, prepared in an open kitchen. Get the pork belly with red cabbage and apple slaw.
The draw of this onetime Dutch East India Company guardhouse? An artful six-course tasting menu (rib eye topped with onion petals; beet carpaccio served with pickled eggplant and shimeji mushrooms).
At Pot Luck Club & Gallery’s older sister, ingredients are pickled and poached to intensify their essence, while dishes are presented in unexpected ways—like biltong topped with plum-cured foie gras.
Twenty minutes south of the city, the 450-acre Groot Constantia is one of the country’s oldest wine estates, known for its high-quality red blends.
Find this farm just outside the historic town of Paarl; book a private tasting of the winery’s single-vineyard bottlings paired with Fairview’s own goat-milk cheeses.
This 17th-century Cape Winelands farm estate, in the Franschhoek valley, produces fruity Viogniers and Chardonnays.
You’ll pass Boulders Beach, home to a colony of African penguins, before reaching the Cape of Good Hope nature reserve. The view from one of the peninsula’s highest points is unparalleled.
A scenic, cliff-hugging drive leads to this picturesque harborside town. Stop by the late-19th-century Chapmans Peak Hotel for lunch and order the fried calamari.
This seaside village outside central Cape Town draws urbanites seeking a quiet weekend escape. Stroll the boardwalk that runs along the beach—if it’s windy, you’ll have only kitesurfers for company.
One of the city’s few rooftop bars is a great place to watch the lights come up on Table Mountain at dusk. Order a negroni.
Head here for a weekday brunch, where chef Jacques Erasmus combines seasonal and classic ingredients like salmon with daikon radish. The freshly squeezed fruit juices served in tall jars are a must.
Kalk Bay is a wonderful place to bring out-of-towners. Have lunch at Harbor House, which looks out over the waterfront.
This cocktail emporium is a favorite for late-night drinks; the tapas are equally outstanding.
After an early run along the seafront, recharge with breakfast here and get the ham-and-cheese ciabatta sandwich with a cappuccino.
If you’re taking a drive along the Cape Winelands, stop for a bite at Terroir at Kleine Zalze farm, known for its Shiraz.
Families often pack up the car and go swimming in the rock pools at this beach, probably Cape Town’s best-kept secret.
