From town to country: An epic 10-day discovery of food, wine and art

Personalised journeys from start to finish

Every trip helps support Conservation

Every detail taken care of

  • Personalised journeys from start to finish

  • Every trip helps support Conservation

  • Every detail taken care of

Itinerary highlights

  • Tasting the local flavours of Cape Town during a private cooking class
  • Discovering South Africa's vibrant art scene with the help of a local expert
  • Seeing the whales in Walker Bay
  • Discovering some of the Winelands' best vineyards

What's included

  • Private tours tailored to your interests
  • Luxury accommodation throughout
  • Meet and greet airport service
  • Full support from your Travel Designer and Concierge before, during and after your trip
Use this itinerary to inspire your bespoke journey

At a glance

Affectionately dubbed The Mother City, Cape Town is a vibrant, creative place, full of warm and welcoming people, evocative art and sublime flavours. You will instantly feel at home. Kick off your shoes, sink your toes into the sand, tuck into a plate of delicious food, browse the galleries, sip some of the country’s finest wines and enjoy every moment of this memorable trip.

Your adventure will begin in Cape Town itself, with a trip up to the top of the iconic Table Mountain for the best views of the city. One of the best ways to get to know a new place is by taking time to discover its cuisine, so after visiting the mountain you’ll have a chance to meet up with an experienced local chef and create a wonderful meal, using local ingredients, and get a taste for the flavours of the city. Next, it’s off to the historic Constantia valley, where you will stop in at a few wine farms for tasting. Cape Town is bursting with art galleries, from impressive venues to boutique spaces with bespoke collections and working artist studios. We’ll pair you up with a knowledgeable art guide, and you will get to visit a variety of galleries and studios, including the expansive Zeitz MOCAA.

The next stop is the breathtaking Whale Coast, where you will spend a few days at Grootbos. Take to the air to spot the whales in Walker Bay from above, enjoy a beach or fynbos gourmet picnic, and head further afield to discover the Hemel-en-Aarde Valley and enjoy a behind-the-scenes tour at a family-run vineyard.

Your final destination will be the Winelands with their rolling green hills of vines, wine estates and world-class restaurants. You will spend two days out with our favourite wine guides who will take you to some of the best farms in Stellenbosch and Franschhoek for tastings and tours.

Throughout the whole trip, you will discover some of Cape Town’s finest restaurants, and our extremely knowledgeable Cape Town-based concierge is on hand to help you secure bookings at many of the most sought-after venues.

Example trip itinerary

Days 1-4

Cape Town

Flights & transfers

Transfer

Meet and greet at Cape Town airport

Transfer

Private transfer to your hotel in Cape Town

Accommodation in Cape Town

Twelve Apostles Mountain, Camps Bay, Cape Town, South Africa
Three nights exploring Cape Town Three nights exploring Cape Town

Spend your time exploring this vibrant and wonderful city. You have our top recommendations for activities, restaurants and shopping so that you can make the most of your time here.

Table Mountain Table Mountain

Enjoy absolutely spectacular views towards Robben Island, over Camps Bay and the beach and along the Twelve Apostles in the direction of Hout Bay from Cape Town's most iconic landmark.

Cooking class Cooking class

Roll up your sleeves and get ready for a private cooking lesson in the heart of the city. Depending on your preferences, you'll get to meet up with a local chef, cook a sumptuous meal together and then tuck in. From traditional Cape Malay, to Italian favourites and fine dining, there are various experiences to choose from.

Constantia Wine Tour Constantia Wine Tour

Constantia is the birthplace of the wine farming industry in South Africa. As you drive through this historical valley, it becomes apparent why the first Governor of the Cape, Simon van der Stel, chose this situation for his farm, Constantia. On this tour, you will visit select wine farms and taste some of their vintages.

Art gallery tour Art gallery tour

Today you will be joined by a private art guide and you will get to visit the Everard Read Gallery, Gallery Momo and Liza Grobler’s art studio in Cape Town, as well as some galleries in nearby Woodstock. You will also spend time at the impressive Zeitz MOCAA, browsing its numerous fascinating exhibitions.

Gourmet dining in Cape Town Gourmet dining in Cape Town

While you’re in Cape Town, some of the top restaurants you might want to make reservations at include The Test Kitchen, The Greenhouse and Chef’s Table at the Mount Nelson. Our Cape Town -based concierge will chat to you to find out where you’re most keen to dine. Bear in mind that some restaurants require bookings to be placed several months in advance.

Flights & transfers

Transfer

Private transfer to your hotel on the Whale Coast

Days 4-7

Whale Coast

Accommodation in Whale Coast

Three nights at Grootbos Reserve Three nights at Grootbos Reserve

Spend your time enjoying this particularly beautiful spot on the whale coast. The accommodation and service here is wonderful and there are many activities you can take part in to make the most of your time. Your personal travel designer will be able to inform you as to which tours are included.

Hemel-en-Aarde Valley wine tour Hemel-en-Aarde Valley wine tour

Together with a private wine guide, you'll visit the wine region called Hemel and Aarde (heaven and earth). This region is known for outstanding Pinot Noir. Some of the highlights might include Creation's food and wine pairing, a visit to Paul Cluver, and a behind-the-scenes wine tour at one of the family vineyards.

whale-coast-grootbos-south-africa
Scenic whale watching flight Scenic whale watching flight

One of the best ways to view marine life is from the air, where you won't disturb the amazing creatures below. On this flight you'll get a bird's-eye view of Grootbos and the surrounds. Admire the expanse of fynbos, then head out over Walker Bay where you may spot whales keeping to their pods or swimming protectively with their calves.

Grootbos: Gourmet picnic Grootbos: Gourmet picnic

Enjoy a spot of "destination dining" with a gourmet picnic at Grootbos, either on the beach or in the reserve.

Flights & transfers

Transfer

Private transfer from Whale Coast to the Winelands

Days 7-10

The Winelands

Accommodation in The Winelands

red-wine-south-africa
Three nights in the Winelands Three nights in the Winelands

Enjoy the beautiful countryside of the Winelands. You have our top recommendations for activities, vineyards and restaurants so that you can make the most of your time here.

A vineyeard sitting at the base of a mountain in the evening sun.
Privately guided tours of the Winelands Privately guided tours of the Winelands

You will enjoy two full days in the Winelands with our expert wine guides. We will communicate your wine preferences before the tour, so that your guide has time to set up any special appointments. That way, you will have the best experience possible. Typically the regions explored are Stellenbosch, Franschhoek and Paarl, but this depends on your wine tastes. On a usual tour, the first stop is Stellenbosch, the second oldest town in South Africa, with canal-lined avenues, and magnificent examples of Cape Dutch architecture. Next head over the scenic Helshoogte Pass to Franschhoek, founded by French Huguenots over 350 years ago. It's lovely setting and café lined streets will charm you and afford the opportunity to do some shopping too.

Gourmet dining in the Winelands Gourmet dining in the Winelands

While you’re in the Winelands, some of the top restaurants you might want to make reservations at include La Petite Colombe, Foliage and Indochine. Our Cape Town -based concierge will chat to you to find out where you’re most keen to dine. Bear in mind that some restaurants require bookings to be placed several months in advance.

Flights & transfers

Transfer

Private transfer from Winelands to Cape Town airport

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We design private journeys for people who wish to go beyond the typical and experiencing something truly special. Our amazing team of travel designers, concierges and local guides work together to create unique journeys that get deep under the skin of where you’re visiting.

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A Taste of the Cape

10-day example trip
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How we work

We create fully personalised trips from start to finish, working with you to pick locations, accommodation and guides that suit you.

Every trip helps support Conservation.

From in-depth private tours to restaurant reservations, we take care of every detail so you can make the most of your journey.

Ariel view of waves breaking on a forested shoreline