Cape Town

Private and Small Group Guided Tours

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 in jail. Today, Cape Town is celebrated for its panoramic views, multicultural energy, and extensive food and wine scenes. Experience Cape Town's vibrancy with Context's private guided tours.

Want more than a tour in Cape Town? Talk to our expert planners about custom and multi-day options at +1 (800) 691-8328. 

Want to make sense of the stunning city of Cape Town? Join a sommelier, historian, or journalist on our signature private guided tours of Cape Town. Lasting, on average, 3 hours, a Context tour in Cape Town is 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.