One Week in Cape Town: The Ultimate Itinerary

Iconic scenery, white sandy beaches, world-renowned winelands, awarded fine dining, vibrant culture, natural wonders, high arts, sporting activities, nightlife, Cape Town literally has something for everyone. While every Timeless Africa itinerary is custom-designed for each guest, there are definitely some highlights that we would recommend every visitor to Cape Town experiences. Here is an idea of how to get the best out of one week spent in the Mother City:

Day 1 – After your comfortable and seamless one-stop flight from New York to Cape Town, you are met on arrival at the airport and assisted through customs and immigration. Your Timeless Africa Safaris representative transfers you to your luxurious hotel. As you come into the city, you have your first glimpse of Table Mountain on one side and the brilliant blue Atlantic Ocean on the other. Your sumptuous hotel offers sea and mountain views and a central location. Enjoy your first day settling in. We recommend a whisky tasting at the Bascule Bar before taking a stroll through the V&A Waterfront where you are spoilt for choice when it comes to dining options.

Day 2 – After breakfast, your vintage sidecars and chauffeur drivers meet you in the foyer of your hotel. After a thrilling ride through the city, you are treated to panoramic ascent of Table Mountain by rotating cable car. Table Mountain has been voted as one of the New Seven Wonders of the World. As you wander across the “tabletop,” you enjoy views in all directions. A glass of local bubbles rounds off the experience. Next is a walk through the historic Company Gardens in the city centre with many wonderful discoveries. The afternoon brings Cape Town Eats, a food-lovers exploration of Cape Town from all aspects – the history, the people, their cultures, their cuisines, as well as contemporary Cape Town and its artisanal trends. By the end of this tour you are well orientated, having walked the city flat from one side to the other. If you have any space remaining, you dine at leisure in your hotel or one of the many exceptional nearby restaurants.

Day 3 – Today you head out to the famous Cape Winelands via helicopter, a journey of magic mountainous scenery and perfectly manicured vines, seen from the air. You land at the majestic Waterford Wine Estate, where you enjoy a Wine Drive Safari. This is a unique 3-hour trip on a safari-type vehicle, through the 120-hectare estate on the beautiful slopes of the Helderberg mountains. You taste the award-winning estate wines amongst the vineyards of their origin, and are expertly guided through all the aspects that make this area so biologically diverse and viticulturally unique. The wine tasting is paired with snacks and the experience culminates with a Wine and Chocolate Tasting back at the winery. The sensorial experience continues with lunch at one of the award-winning haute cuisine restaurants nearby. After lunch, you choose to walk through the town of Franschhoek or a walk in an organic garden on the wonderful Babylonstoren estate or a visit to the Dylan Lewis Sculpture Garden. You finish with a circular drive through the region to get an overview of the beauty of the Cape Winelands.
Cape Winelands
Day 4 – this is a leisure day to explore the city at your own pace. Depending on your mood, you may choose to visit the beautiful beaches, or take on an outdoor active experience like hiking up Lion’s Head peak, or a cooking course with a local family or a more sedate wander through the V&A shopping and markets with a spa treatment to end off.

Day 5 – Cape Town extends all the way down to Cape Point, which you explore today by scenic drive along the coast and full day private tour of the Cape Peninsula. You start the day traversing the coastline past many of Cape Town’s most beautiful villages – Camps Bay, Llandudno and Hout Bay – and the nature reserves that separate them. You head on to Chapman’s Peak Drive, rated as one of the most beautiful roads in the world. You visit the famous Cape of Good Hope and Cape Point, stopping to enjoy a short or a medium distance hike to the most southwesterly point in Africa. Next is the penguin colony at Boulders Beach, a heart-warming encounter with these protected wild birds and an opportunity to get up close to their quirky antics. Also passing through the naval town of Simon’s Town, the oldest settlement in the area. Along the way, you enjoy a relaxed lunch. You return to your hotel in the evening after a day full of memorable moments.

Day 6 – an opportunity to “get real” when immersed in interesting, innovative and inspiring community development projects and the incredible people driving them. With extensive discussions on South African history, the legacy of Apartheid, and the political, social, economic and cultural issues confronting South Africa today. You visit several projects such as the bright rows of veggies in an urban agriculture scheme; children singing and making beautiful creative works of art in a youth development programme; or adult women transforming their lives through sewing and other skills development. Lunch is hosted in the vibrant township setting. You end the day heart and head full of all the people you met and conversations you had.

Day 7 – your final morning is leisurely. You do some last-minute shopping or explore the Zeitz MOCAA art museum and gallery. As the week draws to a close, you are transferred to Cape Town International Airport for your flight homeward or onward, if you have added on to your itinerary. Your taste of Cape Town leaves you renewed, recharged and looking forward to more.
Zeitz MOCAA, Cape Town


  • Glass of bubbly on top of Table Mountain
  • Champagne cruise and platinum shopping in the V&A Waterfront
  • Helicopter flip over the winelands and private wine tasting with the winemaker
  • Getting up close to penguins on Boulders Beach
  • Browsing contemporary and ancient art in the many galleries
  • Visiting the South-Westernmost tip of Africa at Cape Point
  • Cooking and sharing a meal with a local Cape Malay family
  • Drive along the famous Chapman’s Peak Drive with incredible views