Matthew Sterne, a tour guide, storyteller, and travel writer, has dedicated his life to celebrating and sharing his deep love for Cape Town. Through his engaging walking tours, he brings the city’s past and present to life, connecting visitors to the people and places that make the Mother City exceptional.
As the founder of Natural Wanders and a proud Sea Point resident, Matthew spent his early twenties on what he affectionately calls a “gap decade,” collecting stories and passport stamps from around the world. He worked for a pub crawl in Amsterdam, an ice cream factory in Norway, and even as a door-to-door lightbulb exchanger in Melbourne. Along the way, he volunteered at a turtle sanctuary in Nicaragua, joined a camel safari in India, and contributed to a newspaper in Colombia. When he eventually returned home, his work as a travel writer took him across South Africa, which ultimately led him into tour guiding. “What I love about being a tour guide in Cape Town is that the city is even more fascinating than it is beautiful. It is full of characters, legends, and these icons,” he says. Here’s how he spends his ideal day in Cape Town.
“Secret” beach at Maiden’s Cove
If you’re looking for a beach that’s off the beaten track but offers stunning views, Matthew is happy to share details about his favourite “secret spot” at Maiden’s Cove near Camps Bay. Park your car by the picnic area and take a walk down the path. The beach is a short stroll from Maiden’s Cove tidal pool. As Matthew describes it, “It’s one of the best secret swimming spots in Cape Town!” Just a quick note: there are no lifeguards on duty, so swimming is at your own risk.
Location: Victoria Road, Camps Bay
Price: Free

Signal Hill View Point
For one of the most breathtaking panoramic viewpoints in Cape Town, drive along Signal Hill Road towards the Kramat of Sheikh Mohamed Hassen Ghaibie Shah. Parking is available at the Kramat or at the Lion’s Head parking area. From the Kramat car park, follow the trail towards Lion’s Head, but when you reach the signpost, turn left to reach the lookout.
Matthew says: “I love this viewpoint because you can see all the major landmarks in the city: Robben Island, Sea Point, Devil’s Peak, the City Bowl, the Harbour, Table Mountain, and Lion’s Head.” There are benches available, making it a great spot for a picnic. Remember to carry water and sun protection, as it can get quite hot.
Location: Signal Hill
Price: Free
The Rooftop Bar, Trade Boutique Hotel
Sip your favourite cocktail while taking in sweeping views of Cape Town’s inner city from The Rooftop Bar, situated at the Trade Boutique Hotel on Shortmarket Street. For cocktail enthusiasts, the menu offers a creative and refreshing range. Wine lovers can sample a variety of cultivars and blends that showcase the unique terroirs of the Cape Winelands. Day visitors are welcome to relax by the pool — towels are provided — as long as you purchase from the bar. “I’ve been to almost every cocktail bar in the city, and this place is one of my favourites,” Matthew says. “The views are incredible, I love being on the rooftop, and the drinks are top class too.”
Location: 55 Shortmarket St, Cape Town City Centre
Price: From R100 for cocktails
Website: thetradehotel.co.za/rooftop-bar
Ganesh
Ganesh, formerly known as Café Ganesh, is where you’ll find Matthew when he’s searching for a lekker meal. This iconic spot is where the best of Obs gather — from artists and students to locals and travellers, all united by the mouthwatering Thai-inspired menu and a lively events calendar. The menu may be seasonal and small, but every dish is full of flavour.
“The food is amazing and extremely affordable. They host music events throughout the week.”
Location: 38 Trill Road, Observatory
Price: From R50
Website: www.instagram.com/ganesh_capetown
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