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The Company’s Garden, in the heart of the city, dates back to the 17th century, when the Dutch used springwater running down from the mountain to establish a garden to grow fruit and vegetables for ships en route to the East. On Government Avenue, which runs through the garden for about a half mile, squirrels scamper around among the old oak trees. Along the way, you’ll pass the South African National Gallery, the Planetarium, the Holocaust Centre, the De Tuynhuis presidential offices, the South African National Library, St. George’s Cathedral (where Nobel laureate Bishop Desmond Tutu used to preach), and the Slave Lodge museum. Grab a bite at the recently opened Company’s Garden Restaurant, which has been getting great reviews for its breakfasts and lunches under the garden’s leafy trees.

Start by seeking out the country’s beer-brewing monks.

Whether you sit on the benches out front and people watch or stroll along Main Road and window shop, exploring the village of Kalk Bay on a summer’s day is so much better with a cone in hand.The Ice Cafe is one of the oldest ice cream parlors in Cape Town. The flavors are robust and all natural, the texture is perfectly creamy (like gelato). Cones are not overpriced like some other newer options in town.

Probably the most visited attraction in the city, the V&A combines many elements of the greatest commercial waterfront projects around the world. There are plenty of draws for tourists (the Cape Wheel, helicopter rides, boat trips to Robben Island) and locals (450 retail outlets, from H&M to a major supermarket), but it remains a working harbor, with small seagoing vessels sailing between the main harbor and the dry dock that lies adjacent to the excellent Two Oceans Aquarium and Watershed craft and design hall. There’s even a fast-growing residential section, connected by canals that stretch toward the city. The latest addition, however, is the Silo District, which became one of Cape Town’s must-visit attractions soon after opening in late 2017. Here, a number of restaurants and boutiques, anchored by the Zeitz Museum of Contemporary Art Africa, are located amid old grain silos.

Kalk Bay Expresso is just one of several coffee shops in the quaint seaside town of Kalk Bay. The repurposed train car, which dates back to 1914, sets this restaurant apart. The cafe serves both sweet and savory crepes, making this the perfect stop for a mid-morning or afternoon snack en route while driving to see the sights on the rest of the Cape Peninsula.

Bicerin tastes like a sweet sip of Italy.

One of the best coffee shops in the city, the Haas “Collective” (haas means “rabbit” in Afrikaans) has grown organically over the years to include not only coffee, but also design, art, and advertising. Formerly located in an old slave home in the Bo Kaap, Haas now takes up a refurbished colonial building in the city, where you can also have light meals at the plush yet relaxed venue. Selected artworks for sale include must-have gilded African bowls by Michou.

This little market is full of treasures (and a few tourist souvenirs). What you get to experience here is everyone’s trade and how these crafts help support their family and village. Lots of things to buy...and they’re willing to bargain.

It’s a ripple effect.

The south coast of Jamaica is rarely a first timer’s choice because of its relative isolation. But those who do venture south will find nature, wildlife, and tranquil beaches. Treasure Beach, the most popular retreat area, is a string of Jamaican fishing villages resting on black sand. Nearby are natural wonders like Black River and YS Falls, while offshore sits the famous Pelican Bar. The pace is slow here in south Jamaica, and that’s exactly why you’d come.

How do you make sense of diverse, dizzying São Paolo? Talk to the people who make the sushi, spray the graffiti, and build the giant watermelons.

Woodstock is the creative heart of Cape Town, filled with galleries, studios, street art, and artsy types galore. The Woodstock Exchange is a hub for the design set, home to a rotating legion of furniture shops, coffee shops, and furniture shops combined with coffee shops. Because, why not? Right when you enter the space, you’ll be greeted by this mammoth sculpture of a sleeping dog. Proceed with caution: this doesn’t look like the kind of guy you’d want to wake up.

You may not expect Kenya to have a booming foodie culture for anyone but the lions, but Nairobi has some surprises in store for you. The sheer variety of options—food trucks, international cuisines, African dishes, and vegan tea shops—will keep you searching for the next thrill.

The Red Herring in Noordhoek is a local pub that is a nice place to dine in all seasons. In the summer, you can toast the sunset over Noordhoek Beach from the rooftop balcony (but arrive early to ensure you get a seat). In the winter, you can dine downstairs next to this cozy fireplace. Their pizza is a delicious, too. Their large, crispy pies and rival that of the nearby pub The Toad. The setting and menu are varied enough that you can eat there more than once.

The multi-tiered wooden decks and cozy thatch-roof rooms, combined with the lush green hillside setting, makes Monkey Valley feel like an island treehouse escape. At the foothills of Chapman’s Peak and rising above Noordhoek Beach, this hotel and restaurant is a secluded spot to have a sundowner among locals. The rustic charm of the hotel combined with the hearty meals served at Thorfynns will make you feel like you’ve escaped to a fairytale world - yet you’re still a mere 40 minutes from Cape Town.