Wine country, wild places and extraordinary stories—experienced slowly, beautifully and in excellent company.
This hosted journey brings together the colour and character of Cape Town, the vineyards of Franschhoek, the thrill of safari in Kruger National Park, the drama of Victoria Falls and the energy and history of Johannesburg.
There is time to explore, but also time to breathe. You will have a full free day in Cape Town, two nights in the Winelands, three nights on safari and carefully chosen stays that feel special without ever feeling formal.
Hosted by Lorraine Simpson, the journey is designed for travellers who want the confidence of travelling with an experienced host while still feeling that the trip is personal, relaxed and full of genuine connection.
A generous pace, with the essential experiences included and space for discoveries of your own.
Arrive in Cape Town and transfer to the Victoria & Alfred Hotel at the V&A Waterfront. The day is deliberately left unhurried: settle in, rest and meet your fellow travellers over a relaxed welcome dinner.
Stay: Victoria & Alfred Hotel · Night 1 of 4
Follow one of the world’s great coastal roads along the Cape Peninsula. Visit dramatic Cape Point and the Cape of Good Hope, then meet the charming African penguin colony at Boulders Beach. Return to the Waterfront in the late afternoon.
Stay: Victoria & Alfred Hotel · Night 2 of 4
Travel by ferry to Robben Island for a guided visit that brings South Africa’s history vividly to life. The afternoon is free to enjoy the Waterfront before gathering for a sunset cruise across Table Bay.
Stay: Victoria & Alfred Hotel · Night 3 of 4
A completely free day. Browse the Watershed’s local design shops, visit a museum, take the cableway up Table Mountain, linger over lunch or simply enjoy the hotel and waterfront.
Optional eveningJoin a hands-on Cape Malay cooking experience in colourful Bo-Kaap, followed by dinner featuring the dishes you prepare.
Stay: Victoria & Alfred Hotel · Night 4 of 4
Leave the city behind for the easy journey to Franschhoek. Check in at La Fontaine, a gracious historic guesthouse in the heart of the village, and enjoy a relaxed afternoon among its galleries, cafés and boutiques.
Stay: La Fontaine · Night 1 of 2
Spend a full day discovering the Cape Winelands with a private guide. Visit carefully selected estates in Franschhoek and Stellenbosch, taste celebrated South African wines and enjoy the beautiful mountain scenery and distinctive Cape Dutch architecture.
Stay: La Fontaine · Night 2 of 2
Transfer to Cape Town Airport and fly to Mpumalanga. Continue into Kruger National Park and board Kruger Shalati—The Train on the Bridge, suspended above the Sabie River. If timings allow, your first game drive begins this afternoon.
Stay: Kruger Shalati · Night 1 of 3
Rise early as the bush comes alive. Explore Kruger with expert guides in search of elephant, lion, leopard, rhino, buffalo and the park’s remarkable birdlife. Return for time to relax before an afternoon game drive and sundowners in the bush.
Stay: Kruger Shalati · Night 2 of 3
A second full safari day gives you time to notice the smaller details and understand the rhythms of the wild. Between drives, enjoy the lodge, its extraordinary views and the pool poised high above the Sabie River.
Stay: Kruger Shalati · Night 3 of 3
Fly north to Victoria Falls and continue to Old Drift Lodge inside Zambezi National Park. Settle into your tented suite and, depending on arrival time, take to the river for a sunset safari among hippo, crocodile and elephant.
Stay: Old Drift Lodge · Night 1 of 2
Experience the power and scale of Victoria Falls on a guided visit. Later, choose from Old Drift’s included activities—game drives, river safaris or a guided walking safari—before a final evening beside the Zambezi.
Stay: Old Drift Lodge · Night 2 of 2
Enjoy a final morning at the lodge before flying to Johannesburg. Check in at The Peech, a stylish, intimate hotel set in leafy Melrose, with the remainder of the day at leisure.
Stay: The Peech · Night 1 of 2
Discover Soweto with a local guide on a lively tuk-tuk tour. Hear its stories, meet its people and see the places that shaped modern South Africa. Return to The Peech for a relaxed final evening together.
Stay: The Peech · Night 2 of 2
After breakfast, transfer to Johannesburg’s airport for the journey home—taking with you wonderful memories, new friendships and a much deeper connection to Southern Africa.
Historic character in the heart of the V&A Waterfront, with the city’s restaurants, shops and harbour life just outside the door.
A warm, elegant heritage guesthouse with beautiful gardens and an enviable position within walking distance of Franschhoek village.
An unforgettable train permanently stationed on the historic Selati Bridge, with all-inclusive safari experiences in one of Africa’s great wildlife reserves.
An intimate tented lodge on the banks of the Zambezi in its own national park setting, including meals, drinks and a choice of river and land-based safari activities.
A beautiful independent boutique hotel in leafy Melrose—stylish, welcoming and an ideal, restful finale to the journey.
After more than 100 countries, I know that the best journeys are not simply about what you see. They are about how a place makes you feel, the people you meet and the stories you bring home. I will be there throughout the journey to take care of the details, share what I know and make sure everyone feels welcome.
Dates, availability and final trip details will be shared with interested travellers first.
Ask Lorraine About This Journey