- Follow a walking tour through Cape Town history
- Sip the day away in the Cape Winelands
- Take in the views from the Cape of Good Hope
- Hear about history from its witnesses on Robben Island
|Day 1||Arrive in Cape Town, City Tour & Table Mountain||Cape Town|
|Day 2||Wine Tour in the Cape Winelands||Cape Town|
|Day 3||Atlantic Seaboard & Cape Peninsula||Cape Town|
|Day 4||Cape Town Township & Robben Island Museum||Cape Town|
|Day 5||Depart Cape Town|
Day 1: Arrive in Cape Town, City Tour & Table Mountain
Welcome to South Africa! Arrive at Cape Town International Airport and transfer to your accommodation to unpack and unwind. After you settle in, spend the rest of your day exploring the city.
Known as the 'Rainbow Nation,' Cape Town and South Africa have a long and complicated history involving a multitude of ethnic and cultural groups. The area's history starts with the indigenous Khoisan and Bantu people, who were the primary residents of the area until the Portuguese and Dutch arrived in South Africa, beginning a centuries-long occupation.
These days, South Africa is home to a diverse population. Roughly 80% of South Africans are of Bantu ancestry from a variety of ethnic groups, each with a distinct language. The remainder of the community is made up primarily of European, Asian (Indian, Chinese, and others from the formerly enslaved and indentured population), and mixed-race (Cape Coloured) ancestry.
Meet your local guide in the city center for a 4-hour walking tour of the historic city. You'll explore the different eras of Cape Town and learn about South Africa's history, as well as the people who shaped it. Stops along the tour include the Company's Garden, Parliament, Green Market Square, The Castle of Good Hope, and the Slave Lodge.
The Company's Garden dates back to the 1650s when European settlers farmed the land to grow fresh produce to replenish ships rounding the cape. Around the corner is the Iziko Slave Lodge, a national history museum dedicated to exploring the history of slavery at the Cape. Since its construction in 1679, the building has functioned as a center for the bustling slave trade (primarily operated by the Dutch East India Company) as well as a government building and supreme court.
Nearby sits the historic Green Market Square, which has served as a slave market, vegetable market, and center for political protests under Apartheid. These days it hosts a flea market with African souvenirs and crafts for sale.
Just down the street is the Castle of Good Hope, South Africa's oldest existing Dutch East India colonial building. On the way, you'll pass by several memorials and monuments, including the We Are Still Here Street Memorial to destitute children and the District Six Museum, which commemorates forced relocation under apartheid.
After strolling the streets of Cape Town, stop for lunch in the city center. In the afternoon, give your legs a rest with a hop-on-hop-off tour aboard the distinctive red open-top bus. Start at the Cape Town City Center Terminal, then take the bus to Table Mountain. From the bus stop, continue to the summit on the cable car for spectacular views of the city, mountains, and ocean. Return to Cape Town in time for dinner at the bustling Victoria & Alfred Waterfront, where you'll find a variety of fine dining restaurants and pubs with views of the ocean.
Day 2: Wine Tour in the Cape Winelands
Start the morning with a pick up from a local guide for a laidback, full-day wine tour through the Cape Winelands. From the minute you step out the door, your experience today is perfectly curated so you don't have to worry about a thing—besides sipping wine.
Chat with a local specialist who can help organize your trip.
The Cape Winelands Biosphere Reserve, which extends from the Kogelberg Reserve in the south along the Cape Fold Mountain Chain to the north, is an internationally recognized area within the Western Cape's Floral Kingdom.
You'll spend the day exploring the rolling hills of the Winelands, visiting wineries in the Stellenbosch, Franschhoek, Paarl, or Elgin Wine Regions. Today will be spent eating mouthwatering foods and drinking some of the best wines South Africa has to offer. The region's wineries offer a variety of whites and reds, as well as their own blends and styles. Enjoy the scenery and the beautiful vineyards and white-gabled farmsteads that dot the landscape, then return to Cape Town in time for dinner.
Day 3: Atlantic Seaboard & Cape Peninsula
Hit the road with your guide for a full-day adventure on this Cape Peninsula Tour. The Cape Peninsula is a rocky peninsula that juts out into the Atlantic Ocean at the south-western extremity of the African continent. At the southern end of the peninsula are Cape Point and the Cape of Good Hope. On the northern end is Table Mountain, overlooking Cape Town. The southernmost point of the Cape Peninsula has outstanding flora and fauna and is part of the UNESCO World Heritage Cape Floral Region.
Afterward, head to Simon's Town (half-hour to the north) and visit the penguin colony before breaking for lunch at a local seafood restaurant along the water in the sleepy fishing town. Head over to Chapman’s Peak Drive along the scenic roads of the Atlantic Seaboard. You'll pass by Llandudno and Camps Bay beaches, then stop at the iconic Maidens Cove (located an hour to the north) for a quick dip in the water before ending the day.
Day 4: Cape Town Township & Robben Island Museum
Get an early start today for a full day of sightseeing. You'll start your day at one of Cape Town's iconic townships to get to know the local history and meet with residents. Visit with key community leaders to discuss history, culture, politics, as well as current and future socio-economic challenges facing the township.
If it's a Sunday, you're in for a treat—on Sunday mornings, the tour includes a stop at a local church where you can join the congregation in a joyful celebration of community and faith. The South African spiritual experience emphasizes music and gratitude for the people around you—a powerful start to the day.
After lunch, make your way to the Nelson Mandela Gateway at the V&A Waterfront to catch the ferry across the water to Robben Island, located 4.3 miles (6.9 km) west off the shore of Cape Town. Here, the tour guides are former political prisoners who served time at Robben Island.
Robben Island, which means "seal island" in Dutch, has a long and complicated history that spans millennia. Historic use of the island dates back to the indigenous Khoikhoi and Bantu people, with Dutch settlers using the island as a prison since the 17th century. Later, it was used as a whaling station and as a colony for people diagnosed with leprosy, and as a defense station during World War II. The island is also home to a religious pilgrimage site for Muslims—the Moturu Kramat, built to commemorate Sayed Abdurahman Moturu, Prince of Madura, one of Cape Town's first imams who was exiled to the island in the 1740s.
From the middle of the 20th century until the 90s, Robben Island served as a prison for criminals and anti-apartheid political prisoners during South Africa's apartheid years. Nelson Mandela, South Africa's first black president and recipient of the Nobel Peace Prize, was imprisoned on Robben Island for 18 years of his 27-year term for his anti-apartheid activism. Two other Robben Island political prisoners—Kgalema Motlanthe and Jacob Zuma—have gone on to become President of South Africa.
In addition to being a political and cultural site, the South African National Heritage Site and UNESCO World Heritage Site is also a recognized wildlife sanctuary and serves as a safe haven for about 132 species of birds, including some endangered species. Crowned cormorants and black-crowned night herons breed on the island in large numbers.
Tour the prison to learn about the island's history. You'll see Nelson Mandela's former prison room and go for a short drive to see other notable landmarks, like the rock quarry and outbuildings.
After the 3.5 hour tour, return to the mainland in time for dinner.
Day 5: Depart Cape Town
Transfer to the airport for your connecting flight home.