HIGHGROUND: Move Like a Local Through Cape Town

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Most tours show you Cape Town. Ours lets you move through it the way locals do —through stations, markets, gardens, and streets where everyday life unfolds. It’s the city lived and in motion.

Highlights

  • Pass through Company’s Garden, one of the oldest green spaces in South Africa
  • Move through transport hubs, markets, gardens, and streets where locals go
  • Small group sizes create space for real conversation, reflection, and insight.
  • Gain a more human understanding of the city seeing areas most pass through

Description

Most tours show you Cape Town. This one lets you move through it the way locals do. This immersive pre-sunset experience blends history, culture, food, transportation, and everyday life — not from behind glass or guidebooks, but from sidewalks, stations, markets, and shared moments. We begin in the transportation hub of local life in Cape Town, stepping into the Cape Town Train Station to see how locals navigate the rails to coastal gems like Kalk Bay and Simon’s Town, and how the train connects city life to sea life. From there, we move into the taxi hub, one of the city’s most vibrant arteries, passing containers converted into enterprises — nail salons, barbers, hair braiders, cobblers, leather-bag makers, and food vendors that keep Cape Town moving. Crossing a skybridge, the city opens up with sweeping views of the mountain landscape and the Castle of Good Hope, grounding the city’s beauty in its layered colonial history. We continue through The Parade, learning how the shoreline once met the harbor before Dutch land reclamation reshaped the city, and pause at the Nelson Mandela sculpture in front of City Hall. We visit the Flower Market before meeting a local entrepreneur on Adderley Street who grows cannabis and medicinal herbs high on Table Mountain, carrying forward plant knowledge rooted in tradition. From there, we explore the Old Mutual Building’s Bantu carvings and stop at the beloved Eastern Food Bazaar, reflecting the city’s multicultural “Rainbow Nation” through food. Our path slows in the Company’s Garden and VOC Garden for views of Table Mountain, fruit trees, and stories of grapes, gardens, and colonial legacies. We loop through Wale Street and Long Street, discussing language, elephants, jazz, and nightlife past and present, before heading toward Bree Street to learn about Cape Town’s thriving food, art, and First Thursdays culture. As the afternoon winds down, we end in Greenmarket Square at closing time — a mix of handmade crafts, global goods, and the hum of daily city life. By now, Cape Town feels less like a backdrop and more like a living place — shaped by everyday rhythms tourists often move around rather than through.

Includes

Guided walking tour by a local artist Insights into Cape Town's street art and cultural history Herbal refreshments and bottled water

Important Information

  • Wear comfortable walking shoes Tour starts at a central café in Cape Town City Bowl, exact location provided upon booking Tour operates daily, starting at 4:20 PM Group size is limited to ensure a personal experience

Easy cancellation

Cancel up to 24 hours in advance for a full refund

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