Henri Leroux

Tours & Experiences · Cape Town

A Dutch East India Company market garden at the foot of a flat-topped mountain grew into a port where two oceans meet, a prison island held the man who would lead its liberation, and a city once run as a stopover became one of the world’s most photographed skylines.

A considered collection spanning a Table Mountain cable car ride and a Robben Island ferry and prison tour led by a former political prisoner, a Cape Winelands day trip through Stellenbosch and Franschhoek and a Bo-Kaap walking tour with a hands-on Malay cooking class, a Table Bay sunset cruise with sparkling wine and a 14-course African dinner and drumming show at GOLD Restaurant, the District Six Museum and a guided snorkel through the kelp forest behind the Oscar-winning documentary My Octopus Teacher, a private half-day city tour and a tandem paragliding flight over the Atlantic seaboard, and full days beyond the city to the Cape of Good Hope’s penguins or a Big Five safari at Aquila Private Game Reserve — each with a clear, direct booking route.

Planning the wider stay

Need the practical side of Cape Town to work too?

The destination note is for choosing between the City Bowl, the Atlantic Seaboard and the Southern Suburbs, and for planning the peninsula and the Winelands as their own days. Return here when the question is which experience deserves a place in that plan.

Read the Cape Town destination note

A Dutch resupply station at the foot of a flat-topped mountain, and the port where two oceans still meet

A market garden built to restock passing ships grew into a slave-built colonial port, a prison island held the man who would lead its liberation, and a mountain skyline built for provisioning became one of the New7Wonders of Nature.

Khoikhoi pastoralists had grazed cattle around Table Bay for centuries before Portuguese navigator Bartolomeu Dias rounded the Cape in 1488 — naming it, in the face of the storms that nearly wrecked his ships, the Cape of Storms, a name King John II of Portugal is said to have changed to Cabo da Boa Esperança, the Cape of Good Hope, for the sea route to India it promised — and before Vasco da Gama passed the same waters in 1497 on the voyage that opened that route; neither landing left a permanent settlement. That came in 1652, when the Dutch East India Company sent Jan van Riebeeck to build not a colony but a resupply station at the foot of Table Mountain, growing fresh produce and trading livestock with local Khoikhoi to restock Company ships travelling between the Netherlands and its possessions in the East Indies; enslaved people brought by the Company from West Africa, Madagascar and its Asian territories built and worked the settlement, a slave-based economy that shaped the Cape for the two centuries before Britain finally abolished slavery there in 1834.

Britain occupied the Cape in 1795 to keep it from a French-allied Dutch government, handed it back under an 1803 peace treaty, then retook it for good in 1806 after the Battle of Blaauwberg, formalising British possession in an 1814 treaty; Cape Town went on to serve as the Cape Colony’s capital and, after the 1910 Union of South Africa, as the country’s legislative capital and seat of Parliament, a role it still holds alongside Pretoria and Bloemfontein. Apartheid, formalised after 1948, declared the multiracial inner-city neighbourhood of District Six a whites-only area in 1966 and forcibly removed most of its roughly 60,000 residents over the following years, bulldozing their homes; Robben Island, a former leper colony in Table Bay, became a maximum-security prison for political prisoners, holding Nelson Mandela for 18 of his 27 years in custody until his 1990 release, when he gave his first public address from the balcony of Cape Town’s City Hall. South Africa held its first democratic elections in 1994, and Cape Town went on to host matches of the 2010 FIFA World Cup at a new stadium built beneath the same mountain the Dutch had once provisioned ships against — Table Mountain, voted one of the New7Wonders of Nature in 2011 and, since 2020, the backdrop to the Oscar-winning documentary My Octopus Teacher, filmed in the kelp forest at its foot.

Cape Town · selected starting points

Choose the Cape Town moment that matches the trip.

Direct partner options for a Cape Town stay: a Table Mountain cable car ride and a Robben Island ferry and prison tour led by a former political prisoner, a Cape Winelands day trip through Stellenbosch and Franschhoek and a Bo-Kaap walking tour with a hands-on Malay cooking class, a Table Bay sunset cruise with sparkling wine and a 14-course African dinner and drumming show at GOLD Restaurant, the District Six Museum and a guided snorkel through the kelp forest behind the Oscar-winning documentary My Octopus Teacher, a private half-day city tour and a tandem paragliding flight over the Atlantic seaboard, and full days beyond the city to the Cape of Good Hope’s penguins or a Big Five safari at Aquila Private Game Reserve.

12 of 12 activities shown. To find something outside this short selection, use a partner catalogue where available or tell us what you have in mind.

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Table Mountain cable car ticket

A round-trip cable car ride to Table Mountain’s flat summit plateau, with views across Table Bay, Robben Island and the Twelve Apostles.

From €53

Price is per adult. Free cancellation up to 24 hours before, weather permitting.

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Robben Island ferry & prison tour

A ferry crossing to Robben Island and a guided walk through the prison that held Nelson Mandela, led by a former political prisoner.

From €72

Price is per adult. Sailings are weather-dependent; free cancellation up to 24 hours before.

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Stellenbosch & Franschhoek wine tasting day trip

A full day through the Cape Winelands, tasting at three estates across Stellenbosch and Franschhoek with a registered guide.

From €86

Price is per adult. Wine-tasting fees are paid locally at each estate.

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Bo-Kaap walking tour & Malay cooking class

A guided walk through Bo-Kaap’s coloured houses, followed by a hands-on Cape Malay cooking class in a local home.

From €59

Price is per adult. Free cancellation up to 24 hours before.

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Sunset cruise with sparkling wine

A 90-minute sunset sail across Table Bay from the V&A Waterfront, with sparkling wine included and a good chance of dolphins.

From €35

Price is per adult. Free cancellation up to 24 hours before.

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GOLD Restaurant African dinner & drumming show

A 14-course pan-African dinner at GOLD Restaurant with an interactive djembe drumming lesson and live dance performance.

From €54

Price is per adult, including hotel pickup. Free cancellation up to 24 hours before.

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District Six Museum entrance ticket

Skip-the-line entry to the museum on the site of Cape Town’s District Six, presented largely by former residents on staff.

From €4

Price is per adult. Free cancellation up to 24 hours before.

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Great African Sea Forest guided snorkel

A guided snorkel through the Cape Peninsula’s kelp forest made famous by the Oscar-winning documentary My Octopus Teacher.

From €66

Price is per adult, wetsuit included. Free cancellation up to 24 hours before.

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Private half-day city tour

A private half-day tour of central Cape Town, from the Castle of Good Hope and Bo-Kaap to the Atlantic coastline at Clifton and Signal Hill.

From €194

Price is per group. Free cancellation up to 24 hours before.

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Tandem paragliding over the Atlantic seaboard

A tandem paragliding flight from Signal Hill with a certified instructor, riding the thermals above Lion’s Head and Camps Bay.

From €96

Price is per person. Free cancellation up to 24 hours before.

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Cape of Good Hope & penguins day tour

A full-day guided tour down the Cape Peninsula to Cape Point, the Cape of Good Hope and Boulders Beach’s African penguins.

From €46

Price is per adult. Free cancellation up to 24 hours before.

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Aquila Private Game Reserve Big Five safari

A full-day Big Five safari at Aquila Private Game Reserve in the Karoo, roughly two hours from Cape Town, with lunch included.

From €265

Price is per adult, including lunch. Free cancellation up to 24 hours before.

Looking for something else in Cape Town?

One well-chosen day can hold a mountain, a penguin colony and a glass of Stellenbosch wine without feeling rushed.

Tell us what matters, even if it is only one detail. We can help decide what should be booked directly, coordinated by Henri Leroux or left flexible.

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