Tailor-Made Holiday

Cape Town, Hermanus & Franschhoek Self Drive

Whales, Winelands and the Cape

12 days

from £2,595pp (excluding flights)

Drive from vibrant Cape Town to the whale-watching mecca of Hermanus, before escaping inland to the Cape Dutch architecture and quiet vineyards of Franschhoek. Combine three of South Africa’s newest boutique properties – each one incorporating its own unique style.

  • Explore Cape Town from the exclusive 21 Nettleton, which sits beneath the Twelve Apostles
  • Experience some of the best land-based whale watching in the world
  • Stay at the heart of the beautiful Winelands region, in quaint Franschhoek
  • Take advantage of the numerous activities on offer; walk, cycle, horse ride, wine-taste and more


Spend several days exploring South Africa’s most exciting city, staying at 21 Nettleton – an elegant mansion that looks out over the Atlantic Ocean.

This boutique property is home to just four suites, providing an exclusive retreat that is within easy striking distance of the city’s sights. It perches on the rugged Cape coastline, with the dramatic Twelve Apostles Mountains rising behind.

Away from the secluded comfort of 21 Nettleton, set out to explore Cape Town and the surrounding area. Ascend Table Mountain by cable car for spectacular views of the city, visit Robben Island for a poignant insight into South Africa’s dark history or visit the busy V&A Waterfront for a taste of Cape Town’s vibrant gastronomy.


Leave Cape Town behind and drive a short distance to the quiet coastal town and whale-watching mecca of Hermanus. Between June and September the waters fill with migrating humpback and southern right whales, leading to some of the best land-based whale watching in the world.

Stay at the art-inspired Gregoire, which lies just inland from the town’s famous coastal Cliff Path. This relaxed, boutique hotel is decorated in a style that pays homage to its namesake, Gregoire Boonazier. Split into two beautiful villas, it is surrounded by lush lawns and a number of swimming pools.

Spend time spotting whales from the clifftop path, visit the penguins of Betty’s Bay and stroll on white-sand beaches. Away from the coast and the attractions of the ocean, explore the Fernkloof nature reserve and wander Hermanus’ bustling market.


Drive inland, into the valleys and vineyards of the Winelands. Head to quiet Franschhoek and stay at the ideally located Leeu House.

Positioned just off the town’s main street, this elegant Cape Dutch- style property is set back slightly, its entrance flanked by a pair of magnificent bronze sculptures. Inside, artwork and locally made furniture brightens the rooms.

Explore the streets of Franschhoek, with its shops and restaurants, as well as heading further afield. Wine-related activities abound in this iconic region, with countless vineyards to visit and a number of wine-tasting options available.

Also spend some time being a little more active: walk, cycle or horse-ride through the fertile valleys, which lie beneath impressive mountains.


This self-drive journey combines not just three of South Africa’s most beautiful locations, but also three of the country’s newest boutique properties. It focuses on just a small part of a vast country, yet incorporates an exciting variety of landscapes and activities – all whilst staying at fresh, stylish hotels.

For a more detailed itinerary with great ideas on what to do and where to stay, please get in touch with our experts.

Price Excluding Flights £Flight cost from 
£ 2595 £ 1000

Itinerary at a glance

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Day 1

Fly London to Cape Town overnight

Day 2

Collect hire car

You will be staying at 21 Nettleton, Bed & Breakfast

Day 3

Things to do in Cape Town
Spend a day or more exploring Cape Town. Explore Kirstenbosch Gardens and enjoy rooibos tea at the Café. Ascend Table Mountain by cable car, swim with penguins at Boulders Beach or walk with them on the board walk. Learn about Just Nuisance as you eat famous fish and chips at Simon's Town Harbour. Discover shipwrecks at Cape Point with a picnic or eat sushi at the Two Oceans Restaurant.

Drive back from the point via the scenic Chapman's Peak and the Hout Bay Harbour Market. Meet the friendly city inhabitants on Noordhoek, Clifton, Kommetjie, Camps Bay and Llandudno beaches. Walk through the city to discover the Castle, Greenmarket Square and the many museums found there. Bustle through the V&A Waterfront to the aquarium and harbour-side bars and follow Mandela on the Long Walk to Freedom at Robben Island.

Savour high tea at the Mount Nelson Hotel, overlooking the Company Gardens, or taste wine and eat at the vineyards of Klein Constantia, Constantia Glen and Steenberg Estates. Get aboard a boat, take a kayak trip to Seal Island or swim with Cape Fur seals.

Lying immediately beneath Table Mountain, Cape Town is one of the most beautiful cities in the world, a true melting pot of diverse cultures with a fascinating past.

The central city is packed full of quirky roads to explore and the Victoria & Albert Waterfront offers mainstream shopping with a great harbour. Restaurants here are world class, with a fusion of cuisines from fresh seafood to Cape Malay, complimented by incredible wines from the Cape Winelands nearby.

To the south of the city are the picturesque golden beaches of Bantry Bay, Clifton, and Camps Bay. Friendly and welcoming, Cape Town is a city you can't help but love.

You will be staying at 21 Nettleton, Bed & Breakfast

Day 4

Another day spent exploring Cape Town.

You will be staying at 21 Nettleton, Bed & Breakfast

Day 5

Drive from Cape Town to Hermanus (Road Journey)

This quaint seaside town is South Africa's whale capital, reputed to be one the world's best locations for land-based whale viewings. In season southern right and humpback whales can be seen not far from shore. In the summer months, Hermanus is a great alternative to the beach locations further up the Garden Route.

You will be staying at The Gregoire, Bed & Breakfast

Day 6

Suggestions of what to do in Hermanus
Whilst in Hermanus you may like to experience some of the following activities. Watch whales from the famous coastal path or from one of the many boat charters. Walk amongst the endemic Fynbos Floral Kingdom at Fernkloof Nature Reserve. Play on the immaculate Blue Flag Grotto, Langbaai and Voelklip Beaches - the endless white sand is great for family fun.

Also discover the hidden boutique vineyards of the Hemel and Aarde Valley, on route to the southernmost tip of Africa. Stroll through Hermanus Market and visit the harbour and Whale Museum. Visit the cheeky penguins at Betty's Bay and, if you need to stay active, then try one of the challenging golf courses or a forest adventure course.

You will be staying at The Gregoire, Bed & Breakfast

Day 7

Another day spent exploring the area surrounding Hermanus.

You will be staying at The Gregoire, Bed & Breakfast

Day 8

Drive from Hermanus to Cape Winelands (Road Journey)

Mountainous surrounds, excellent vineyards, and world class gourmet restaurants have earned the Winelands its reputation of relaxation and culinary capital of South Africa.

Stellenbosch, Franschhoek, Paarl and Wellington offer historic charm, architectural heritage and pure beauty as well as being a base from which to explore the area. A trip here wouldn't be complete without learning about the glorious grape and a spot of wine tasting.

You will be staying at Leeu House, Bed & Breakfast

Day 9

Things to do in the Cape Winelands
Whilst in the Cape Winelands area you may like to try some of the following experiences. Join the morning tour at Babylonstoren to explore the extensive gardens and farm or visit the Jonkershuis Nature Reserve near Stellenbosch for fishing and cycling. Hop on and off at top wine estates from the Franschhoek Wine Tram or Bus.

Taste fine chocolates in Franschhoek and combine brandy from Van Ryn's with strawberries from Mooiberg. Experience many different wines at the longstanding wine-producing estates of Boschendal, Waterford, Thelema, Blaauklippen and Lanzerac. Laze through lunch at the fine restaurants of Delaire Graaf Estate, Maison, La Petite Ferme and Tokara. Or perhaps you would prefer to savour a riverside picnic cheese platter at Delheim?

Explore the museums at Stellenbosch, including the Rupert. Pay a visit to Oom Samie se Winkel in the historic Dorp Street in Stellenbosch, or try your hand at wine tasting in the historic Papegaaiberg mountain cellar at Bergkelder. If you are looking for something more active, then keep the family busy at Delvera Farm, Spier and Butterfly World.

You will be staying at Leeu House, Bed & Breakfast

Day 10

A final day spent in Franschhoek.

You will be staying at Leeu House, Bed & Breakfast

Day 11

Drive from Franschhoek to Cape Town (Road Journey)

Drop off hire car

Fly Cape Town to London overnight

Day 12

Arrive into London Heathrow


Below you can see some of the wonderful places we recommend you stay on your journey.

Leeu House

Leeu House

Situated within strolling distance of the restaurants, art galleries and shops, Leeu House is at the heart of quiet Franschhoek....

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21 Nettleton

21 Nettleton

Sitting beneath Table Mountain, this elegant mansion affords wonderful views of the Atlantic Ocean and the Twelve Apostles mountain range....

View Accommodation

The Gregoire

The Gregoire

This boutique hotel sits at the heart of Hermanus, close to the famous Cliff Path, from which whales can frequently be seen....

View Accommodation

For a more detailed itinerary with great ideas on what to do and where to stay, please get in touch with our experts.

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For a more detailed itinerary with great ideas on what to do and where to stay, please get in touch with our experts.

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