Inspiration for your own tailor-made trip

Road Tripping South Africa’s Western Cape City Buzz, Beach Bliss & Safari Scenes

South Africa – Cape Town – Montagu – the Garden Route – Plettenberg Bay – Graaff-Reinet – the Great Karoo

Starting from between £6400 to £8300 per person for 14 days depending on the season of travel, advance booking time and the accommodation and activities chosen

Itinerary Highlights

  • Pair urban buzz with natural wonders on this action-packed two-week road trip in South Africa
  • Discover the rich history, vibrant culture and foodie fervour of Cape Town
  • Pedal through the narrow streets of Montagu before meeting a local artist
  • Laze on the white-sand beaches ribboned along the Garden Route in Plettenberg Bay
  • Spy the iconic Big Five on sun-soaked safaris in the Great Karoo
  • Benefit from our Original Services: expert guides, local Concierges, 100% carbon absorption and more
Buckle up, it’s time to hop behind the wheel for a sweeping sojourn along the coast of South Africa. On this two-week trip, discover the vibrant variety of the ‘Rainbow Nation’ as you chart a course between an iconic city, the rolling vineyards and the bountiful bush.

The adventure kicks off in the cool coastal city of Cape Town, where you can immerse yourself in South Africa’s rich history and culture, exploring trendy upmarket neighbourhoods, discovering the jewels of contemporary African art and gazing at (or climbing up) the dramatic slopes of Table Mountain.

Then, it’s time to venture into nature. First stop: Montagu, where you’ll briefly trade four wheels for two to cycle through the artsy side of town and look behind the scenes – or should we say canvas? – during a meeting with a local artist in their studio.

From there, strap in (literally) for the next portion of the drive to Plettenberg Bay, home to miles of unspoilt golden beaches and some of the best year-round whale watching – so keep your eyes peeled.

Follow up your beach-hopping stint along the Garden Route with a couple of days in the town of Graaf-Reinet, perched on the edge of the Sunday River. This semi-desert landscape is full of rugged valleys, grazing springbok and strolling (well, sprinting) ostriches.

Round off your trip with a walk on the wild side in the Samara Karoo Private Reserve, 1,700 acres of grassy plains surrounded by majestic mountains. Grab your cameras, lather on the bug repellent and prepare to encounter the Big Five...
Montagu - South Africa © Jonkmanshof
Montagu - South Africa © Jonkmanshof
Cape Town - South Africa © Tim Johnson / Unsplash
Cape Town - South Africa © Tim Johnson / Unsplash
Wine Route - South Africa © Marion Osmont
Wine Route - South Africa © Marion Osmont
Plettenberg Bay - South Africa © Page & Holmes Photography/Emily Moon River Lodge
Plettenberg Bay - South Africa © Page & Holmes Photography/Emily Moon River Lodge
The Great Karoo - South Africa © Mfotophile/Getty Images/iStockphoto
The Great Karoo - South Africa © Mfotophile/Getty Images/iStockphoto
Montagu - South Africa © Jonkmanshof
Montagu - South Africa © Jonkmanshof
South Africa © Chalffy/Getty Images
South Africa © Chalffy/Getty Images
Zeitz Mocaa - Cape Town - South Africa © Iwan Baan/Zeitz Mocaa
Zeitz Mocaa - Cape Town - South Africa © Iwan Baan/Zeitz Mocaa
The Great Karoo - South Africa © Samara Karoo Lodge
The Great Karoo - South Africa © Samara Karoo Lodge
South Africa © Olivier Romano
South Africa © Olivier Romano
Lion's Head - South Africa © Alexcpt/Getty Images/iStockphoto
Lion's Head - South Africa © Alexcpt/Getty Images/iStockphoto
Plettenberg Bay - South Africa © Page & Holmes Photography/Emily Moon River Lodge
Plettenberg Bay - South Africa © Page & Holmes Photography/Emily Moon River Lodge

Itinerary

100% customisable for you

Your South African adventure starts today. Head to the airport, whizz through security and settle into the lounge for some complimentary nibbles. Flights to Cape Town take roughly 12 hours, so make sure to have plenty of entertainment lined up. We (shamelessly) recommend downloading our ‘Sounds of Sub-Saharan Africa’ playlist for a head start on your cultural immersion.

When you arrive the following morning, you’ll be privately transferred to your boutique hotel in the heart of the city, where you can spend a few hours relaxing and unwinding after your flight.

This evening, enjoy a delicious dinner in your hotel or, if you fancy heading out for a bite to eat, consult your Concierge for some excellent eatery suggestions – Cape Town is a foodie hotspot, after all.

The next two days are yours to spend discovering Cape Town at your own pace. Armed with a hire car, you’ll have (virtually) no limits to your exploration. So, what are you waiting for?

Hit the ground running by venturing out to the iconic slopes of Table Mountain. Also within arm’s reach are the beaches of False Bay to the east and the Atlantic Seaboard to the west.

Back in the city, you can visit Zeitz Mocca, a contemporary art museum housed in a former grain silo on the V&A Waterfront. Then, catch the boat out to Robben Island, home to the former prison where Nelson Mandela spent almost 20 years of his life. The old part of Cape Town is also teeming with historic sites: the Fort of Good Hope (a 17th-century castle), the Town Hall, the Mutual Building (an Art Deco masterpiece), Long Street (a bohemian neighbourhood) and the Slave Lodge (a social history museum) are among the highlights.

But if it’s scenic strolls you’re craving, head to the Bo-Kaap neighbourhood, the Malay quarter or De Waterkant, which is bursting with chic townhouses. You could also spend an evening in Camps Bay, one of the trendiest suburbs in the city. Now that’s a grand finale.

Swap cityscapes for rolling vineyards today with a two-and-a-half-hour drive to the marvellous little town of Montagu.

Along the way, you could opt for a break (that’s code for a wine tasting) in Paarl, a large town in the Cape Winelands, surrounded by mountains. And you simply have to stop in either Worcester or Robertson – or both – in the heart of this grape-rich region before climbing into the red mountains to reach Montagu.

When you arrive, settle in for two nights in a charming hotel, then unpack, unwind and hit the hay. You have plenty of time to explore tomorrow.

Surrounded by vineyards, orchards, ostrich farms (yes, really) and majestic mountains, the Little Karoo region is a haven for nature lovers. At its heart, the small town of Montagu enjoys a peaceful setting surrounded by beauty.

Today you’ll head out on a private guided bike ride to discover the artsy side of town, admiring grand Cape Dutch and Victorian houses, visiting art galleries and meeting a local artist in their studio, where you can learn about their techniques and the way the region has inspired their work.

Having pedalled to your heart’s content, head back to your hotel to rest your legs before dinner tonight.

Fuel up on a hearty breakfast this morning, because today, you’ll be embarking on a four-hour drive to the seaside resort of Plettenberg Bay, a journey which calls for some serious road trip tunes.

Head along the iconic Garden Route, a beautiful coastal road stretching between the south-eastern shores of South Africa. From Mossel Bay, the route is particularly scenic, with sweeping landscapes of (deep breath) beaches, dunes, mountains, forests, national parks, nature reserves, lakes and lagoons. Safe to say: you’ll be making plenty of pit stops to soak in the scenery along the way.

Having checked into your next home away from home, spend this evening settling into your suave new digs and reminiscing on the day’s drive.

After glimpsing what the Garden Route has to offer, you can now spend the next two days unveiling more of its unspoilt landscapes and dramatic scenery.

Eager explorers can hike along the trails woven between Mossel Bay and Tsitsikamma National Park. The primary forest of Knysna is also just waiting to be explored. Elsewhere, water babies can swim in the azure lagoons in the town of Wilderness, while those who prefer to keep their heads above the water (assuming they don’t capsize) can head out on a guided kayak trip in Tsitsikamma Park.

Prefer something a little more cultural? Check out the museums of Mossel Bay. Our favourites are the Bartolomeu Dias Museum Complex – whose grounds are patrolled by tortoises and ducks – and Jeffrey’s Bay Shell Museum, which displays (you guessed it) shells.

You can also spend some time close to home, in Plettenberg Bay – also called ‘Plett’ if you’re short on time. Life here is centred around the sea. So, spend the day spotting dolphins, whales and seals before tucking into some delicious seafood dishes in the evening.

The time has come to bid farewell to the coast as you turn inland. Today, you’ll drive for four hours (playlists at the ready) through the arid landscapes of the Eastern Cape to reach Graaff-Reinet, one of the oldest towns in the country.

Founded in 1786 by Trekboers (nomadic pastoralists), the town flourished as a key farming hub and was later shaped by the rise of merino sheep and wool production across the Karoo. Today, Graaff-Reinet draws visitors from all over with its characterful collection of Cape Dutch architecture and eclectic array of well-preserved monuments.

When you arrive, settle in for one night in a classic hotel in the heart of town before wining, dining and reclining.

Before hitting the road again today, there’ll be time to squeeze in a morning hike in the nearby Camdeboo Nature Reserve to admire the Valley of Desolation (it’s not as bleak as it sounds, promise) and its photo-worthy views. Then, it’s just a 30-minute drive to your next destination: the Samara Karoo Private Reserve.

Your home for the next two nights is a beautiful lodge overlooking the savannah, where you’ll enjoy two game drives a day through wide open plains, rugged terrain and semi-desert landscapes. Alongside a knowledgeable ranger-guide, head out in search of springboks, mountain zebras, black rhinos, cheetahs and ostriches. You’ll also have the chance to spot some big hitters, since elephants and lions have been reintroduced to the reserve. Prepare to tick the Big Five off your safari bucket list...

Sadly, it’s time to embark on your journey home. After one last breakfast in the heart of the savannah, hop into your hire car and drive two-and-a-half hours to the airport in Port Elizabeth.

After whizzing through airport formalities, settle into a 15-hour overnight flight to the UK via Cape Town. Sit back, slip on an eye mask and start counting sheep (merino sheep, to be precise).

Why visit South Africa with Original Travel ?

Each of our trips is entirely tailor-made with originality, quality and cultural immersion in mind. Our team of destination specialists will craft itineraries based on your tastes, using their first-hand knowledge and the help of our in-country team of Concierges and guides. All trips are accompanied by a wide range of additional services, including a 24-hour helpline, the Original Travel app, fast-track airport services and much more.

Enquire now

A few of the benefits of travelling with us to South Africa

  • Our local Concierges
  • The Original Travel app
  • Wi-Fi router and e-Sim
  • Destination Dossier
  • 24-hour helpline
  • Expert guides
  • 100% carbon absorption

You might also like

Estimated Price

Dependent on the season of travel, advance booking time and the accommodation and activities chosen

The cost for this trip starts from £6,400 to £8,300 per person.

The final cost of the trip depends on the way we tailor it especially for you. The final cost varies according to several factors, which include the level of service, length of trip and advance booking time. The exact price will be provided on your personalised quote.

The average starting price for this trip is £7,600 per person.

100% tailor-made holidays

Understanding Your Needs

Our team of destination experts will get to know you and your unique requirements for your holiday

Personalisation

We work with you to build an ultra-personalised holiday itinerary with your choice of accommodation, experiences and activities

Our Services

All of our holidays include little extras designed to make a big difference to your trip, from checking you in for your flights to our network of local Concierges