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Starting from the historic Chautauqua Park Ranger Station located on the southwest side of Boulder, the most direct route to this popular overlook and geologic feature is 1.6 miles with a nearly 1,300-foot vertical gain. Out of the parking lot the route starts on a gentle climb on a well-maintained trail across the slopey grasslands and into the shaded ponderosa pine forest. Once above the lower loops, the trail narrows some but is clear and well-marked with signs. Then the true vertical gain begins, with a mix of switchbacks and stone steps. Don’t be fooled by the crest over the eastern ridge coming down from Green Mountain. The trail dips about 150 vertical feet before starting the final climb to the arch.

The tony suburb of Houghton, whose best-known resident was Nelson Mandela, is home to leafy lanes lined with stately estates. Not too far from the Mandela family manse is the Residence, a stylish boutique property that lives up to its name, evoking a private lair of a chic distant relative that guests are fortunate enough to visit for a spell.

The rooms are plush, with velvet headboards, sumptuous rugs, and glittering chandeliers, but the bathrooms are a sight to behold: the gleaming marble tiles and outdoor showers and tubs merit a special mention. Nods to the nautical can be found in the Boat Lounge, where mini sailboats and life preservers inspire the decor. There’s often a pianist tickling the ivories in the Piano Lounge, where guests can retire with a post-prandial cocktail.

Dornier’s modern cellar and production facility is quite different from the traditional 18th- and 19th-century buildings you’ll see in the winelands. For example, a pool above the cellar regulates the temperature of the wines in an eco-friendly way. Its reflective surface also helps keep the entire subterranean building cool. The cellar’s overall design pays homage to the Dornier family’s history in the aviation industry. Contact the winery in advance to arrange a tour of the facility, then enjoy a tasting of award-winning wines like the Dornier Donatus White (a blend of chenin blanc and rich sémillon), the Dornier Merlot (with hints of plum, mint, and roasted nuts), and the Cocoa Hill Sauvignon Blanc (featuring notes of mulberry, roasted oak, vanilla, and spice).

Sandton City shopping centre houses some of the best brands both local and international, and if you’re looking at just spending a day window shopping, this is a pretty decent place to do it. From clothing boutiques to tech stores, Sandton City has pretty much whatever you’re looking for. It even has a mini casino! Take a break and grab a bite to eat at any of the restaurants, or catch a movie at the cinema on the bottom floor. If your feet get too tired, and you feel a little sleepy, you could always check yourself into one of the attached hotels, like the Sandton Sun or the Michelangelo.

Birds Boutique Cafe is a mildly quirky and unpretentious place to have a cappuccino. With their family-style seating around large wooden tables, you’ll be tempted to strike up a conversation with a stranger next to you. Speaking of family, it’s a family-owned business. Their daughter, Frauke Stegmann, is an internationally acclaimed graphic designer who makes everything from the teacups to the creative light fixtures for the cafe. It will soon become one of your favourite places to grab a bite to eat for breakfast or lunch (try the chicken pie). It’s a good example of the type of unpretentious, casual cafes you’ll come across in the Mother City.

Eat Your Heart Out is a cool corner deli with a Jewish inspired menu, located in the bustling Maboneng Precinct. This particular morning I’d met up with a friend and his family for a quick breakfast before heading onto the Market on Main, located just down the street. I’d chosen the “Israeli Breakfast” which is an omelette lightly spiced with a mix of Arabic herbs, served with toasted pita, diced salad, pickled lettuce, chilis, olives, chunky feta and organic humus.

On this rainy afternoon that I visited, Kitchener’s had the DJ on the decks mixing up a storm inside the venue, with patrons being able to browse the goods with their drinks in hand all the while being able to do a little boogie! Whether it’s on the weekend or during the week, Kitchener’s does get very full, but is always good fun! On the weekend’s the bar transforms into a bustling, bar/market with jewellery, vintage books, clothes and more on sale. A cool fact about Kitchener’s: It has the honour of being the second oldest bar in Johannesburg. Check out their full list of events on their Facebook page

Cape Town’s Table Mountain National Park, which hugs the perimeter of the city, is so popular that the line for the cable car to the top can be longer than a queue for a Disneyland ride. But why stand in line when you can put your feet to use? There are several routes that lead to the top of the 3,562-foot, flat-topped mountain, including the two-mile Platteklip Gorge trail. Yes, it’s steep, but startling views of the city and the Atlantic await. Trek, get hungry, then picnic on local provisions—crackers, Dutch-style Gouda, and biltong, the thick-sliced South African jerky—before riding the cable car back down.

Unlike the smaller venues which typically host markets once or twice a week, the V&A Market on the Wharf is open daily. If you are staying at accommodation in the V&A Waterfront or Greenpoint area, the is a great market to grab a drink and snacks for a picnic in the park or up Signal Hill. You can find homemade biltong, dried fruits, Cape Malay spices, and artisanal cheeses. If all this talk of food makes your mouth water, several of the vendors sell prepared meals like wraps, pies, salads, etc. For good ice cream, stop by The Creamery’s stall. You can sit outside when the weather is nice, but there is also seating on the upper level (as well as a bar) which makes it a great winter activity, too.

Since its founding in 1903, the DMA (as locals call it) has grown to become one of the top 10 largest museums in the country, with a permanent collection of over 24,000 works culled from around the globe and spanning over 5,000 years of history. Works by boldface Western names like Renoir, van Gogh, Warhol, Rothko, O’Keeffe, and Wyeth lead to extensive collections dedicated to art and antiquities from Africa, Asia, and South America; in between, limited-run exhibits might focus on Native American works, Asian textiles, or emerging contemporary artists. In addition to hosting popular events that engage the whole family, the museum is also committed to supporting Texas artists via foundations and special programs, and offers a searchable Texas artists database to help spotlight these native sons and daughters. Dine on casual, gluten-free Mediterranean fare at the plaza-side Socca, or head to the ever-popular DMA Cafe—set in a striking atrium—for globally flavored dishes inspired by works in the permanent collection.

Having recently opened its doors to the public, the Factory on Grant Avenue in Norwood aims to be a destination for promoting the arts, crafts, design and a bit of individuality as it hopes to inject some renewed interest in the old neighborhood. The Factory features an artisanal bakery, a glass blowing studio, a screen printing workshop, an art gallery, boutique clothing stores and even a flower shop. Over the years, the popular Grant Avenue in Norwood has declined somewhat, with a proliferation of massage parlors and mini supermarkets. With the new Factory having opened early in 2014, Norwood seems to have a new buzz about it which, hopefully, will lead to other new ventures and establishments popping up too.

The Oriental Plaza, located in Fordsburg, just west of the old CBD, is home to many an Indian store owner who specialise in beautiful exotic fabrics and other clothing items and related trades such as tailoring. That’s not to say that the Plaza is limited to those items, as there are spices and curios too, amongst other things. It is a favourite shopping destination amongst locals who are looking for designer fabrics and good deals on those items. While you’re resting from all the price haggling, you can enjoy a good curry or some samoosas or any number of Indian dishes from one of the stores inside the plaza, or venture out and find one of the many restaurants nearby.

The 6km range of mountains jutting out on the Atlantic Coast of Table Mountain are known as the “Twelve Apostles”. The 18 peaks located between Camps Bay and Llandudno make for a very scenic route by which you can travel from Cape Town to Hout Bay. If you have time, continue on all the way down to the Cape Peninsula. The 12 Apostles Hotel, an exclusive, five-star property, is nestled in these mountains. Dine at the on-site restaurant, Azure, where approximately 95% of their ingredients are sourced from the Western Cape. If a meal or overnight stay is beyond the reach of your budget, you can always stop by for a drink or book a spot at their afternoon “Tea by the Sea”.

Slip up the steep wooden stairs beside French expat favorite Laundry Bar and you’ll find a big, high-ceilinged, light-filled space that is home to Christine’s. A handful of airy rooms are home to racks of quirky clothes and tables and shelves displaying original bags, accessories, jewelry, and knick knacks that stylish Christine has sourced from accessories and clothing Christine has sourced from Cambodia, Southeast Asia and abroad. I’m a big fan of Waterlily, a fun range of jewelry by another Phnom Penh-based expat made from recycled buttons, cables and other bibs and bobs. I also like Mitsou’s line of striking French-designed Cambodian-made fashion.

The hike up Lion’s Head affords incredible views. Since the trail winds around the mountain, you’ll have the unique opportunity to see every side of Cape Town from above. When you start, the ever-stunning Table Mountain will be just to the left, but soon enough, you’ll be facing Robben Island in the distance, with all of Cape Town below. The Lion’s Head hiking trail is eight miles round-trip and takes about three to four hours to complete, depending on your pace. If you happen to be in town during the full moon, be sure to start hiking mid-afternoon and bring your headlamp and a picnic dinner. Along the way, you’ll meet many a local honoring their monthly tradition of hiking up, eating dinner during the sunset, and hiking back down in the moonlight glow.