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Cape Town Private Tours

Cape Town Private and Small Group Walking Tours

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Nicknamed "Mother City," Cape Town is the de facto heart of South Africa.
Cape Town is a port city cradled in the bay below South Africa's scenic Table Mountain. It has a colorful past with many different incarnations—from ancient indigenous Khoisan settlement to Dutch colony to slave trading hub to multicultural modern democratic state. Off the coast of Cape Town is Robben Island, the former penitentiary where Nelson Mandela was imprisoned for 18 of his 27 years. Cape Town is celebrated today for its panoramic views, multicultural energy, and extensive food and wine scenes. Experience Cape Town private tours with Context Travel.

Cape Town Private Tours

Want to make sense of the stunning city of Cape Town? Join a sommelier, historian, or journalist on our signature Cape Town private tours. Lasting on average 3 hours, Context Cape Town tours are designed to take you on a deep travel journey. Visiting for the first time? We recommend our Cape Town City Tour, a historical dive into the Castle of Good Hope and the city surroundings. Feeling peckish? Then we invite you to savor biltong and fynbos tea on our Cape Town Food Tour. Alternatively, wine enthusiasts can see some of the region’s most gorgeous wineries in Stellenbosch and Franschhoek on our Cape Town Wine Tour. Looking for an in-depth examination into the history of the Malay community? Then our Bo-Kaap Tour fits the bill with a detailed discovery of the distinct heritage and history. Anxious about your trip or wondering how to make the most of it? Book our Welcome to Cape Town Tour. We’ll meet you at your accommodation for a 2-hour orientation chat and mini-tour of your neighborhood.
What Context Cape Town Travelers Say
34 Reviews (4.79)

Reviews can only be left by Context customers after they have completed a tour. For more information about our reviews, please see our FAQ.

As professional historians, who have done a lot of different historical walking tours before, this was simply the best we've ever experienced. Based on original archival research and extensive oral history work, Joline is able to present information and narratives that simply aren't available in published histories (yet!). I cannot recommend taking this tour highly enough. You will gain a unique perspective of life in Simon's Town and the Cape, and it's an unforgettable experience.
Bilqees was a highly informative and most memorable guide. Her personal history and knowledge of her community enabled us to understand the unique history of her community. A visit with one of her neighbors was a high point of the tour.
Joline provided a most authoritative and compelling overview of Cape Town’s history focusing on Dutch occupation and the impact of slavery through the 19th century. Her own personal history deeply enriched our experience with her.