Day by Day Itinerary

This escape begins at Cape Town International Airport and ends at Port Elizabeth Airport.

Your rental car will be delivered to your door the day after you arrive and you’ll have three days to explore the picturesque Cape Peninsula in your own sweet time.

Day 01 to 04: Cape Town

After touching down at Cape Town International Airport, you’ll be welcomed and transferred to The Twelve Apostles Hotel & Spa for the next four nights, in a superior sea-facing en suite room (B&B)*.

With two oceans (the Atlantic and Indian) on its doorstep and the breathtaking Table Mountain standing omnisciently by, Cape Town has an incredible atmosphere. Vibrant, cosmopolitan and historic, you’ll find everything here from a 17th Century castle to contemporary skyscrapers and funky shopping malls. There are beautiful beaches to explore, wonderful restaurants and famous historical sights, like Robben Island.

And when you’ve finished exploring, head to the Leopard Room bar, back at the hotel and ask the bartender to whip you up something special using your favourite ingredients.

Day 05 to 06: Hermanus

After a delicious breakfast, you’ll be ready to hit the road and drive to Hermanus. Regarded by many as the best place on earth for seeing whales without having to leave the land, this little town even has an official whale-crier! From June to September these gentle giants loll around within stone-skiiming distance of the rocks, allowing you to sit and admire them for hours.

It was originally called Hermanuspietersfontein after Hermanus Pieters, a teacher and shepherd who used to graze his sheep in the area, but the town’s name was shortened in 1902 after anguished requests from the local postmaster.

You’ll spend the next two nights at Birkenhead House, in a luxury room with en suite bathroom. Your stay includes all meals and snacks, local beverages, house wines and laundry.

Day 07 to 09: Drive along the Garden Route, via Knysna, to Plettenberg Bay

While most people believe that Cape Town was home to South Africa’s first settlers, it was actually Plettenberg Bay. It was originally named Bahia Formosa (Beautiful Bay), by early Portuguese navigators, after their vessel (Sao Gonzales) was anchored here for two months in 1630 for repairs after a storm had wrecked it. Although they didn’t stay, the hundred surviving crew members spent several months building two new boats and a tiny wooden chapel from the remains of the wreck. It’s name was changed in 1778, when the modest Governor Joachim van Plettenberg fell in love with the place and named it after himself.

Today ‘Plett’ is an upmarket resort town and in spring, whales come here to calve in the shallow waters of the bay. While you’re here, why not indulge in a romantic dinner for two in the hotel’s wine cellar (be sure to book in advance)? Or
take a cruise from Knysna, one of South Africa’s most romantic destinations, just an hour’s drive away? Setting off over the Knysna Lagoon at sunset, you can soak up the scenery with a decadent platter of oysters, washed down with champagne of course.

You’ll spend the next three nights at The Plettenberg, in a luxury double en suite room (B&B).

Day 10 to 12: Drive to the Eastern Cape and &Beyond Kwandwe Private Game Reserve

Get your camera ready. Today you’re in for some stunning sights. The Eastern Cape houses some of the country’s most varied landscapes from the arid stretches of the Karoo in the interior, to the lush rolling hills of the Transkei; and the scenic mountain ranges of the Garden Route with golden stretches of sand lining the coast.

In fact, there’s over 400 miles of unspoiled beaches, including the surfer’s paradise of Jeffrey’s Bay and the pristine forests like Tsitsikamma.

You’ll spend three nights at Ecca Lodge, at &Beyond’s Kwandwe Private Game Reserve, in a spacious suite with a lovely en suite bathroom. Not only that, but there’s an al fresco shower, large veranda and private deck with a plunge pool. Your stay includes three daily meals, soft drinks, house wines, local brand spirits and beers, teas and coffees, emergency medical evacuation insurance, laundry and daily lodge activities.

Activities here include twice-daily game drives (including spot-lit night drives), guided bush walks, sundowners and picnics as well as fishing. Bush breakfasts/dinners can also be arranged (weather dependant).

Other trips available, at additional cost, include scenic coastal flights, rhino and buffalo tracking, carnivore research at Kwandwe, walking adventures, private and photographic safaris.

Day 13: Homeward-bound

After a delicious breakfast you’ll drive to Port Elizabeth Airport, drop off your rental car and fly home, fully refreshed with photos to make the guys back home green with envy.

We can tailor make any escape to suit your requirements so if you wish to amend the  suggested itinerary in any way, just let us know.


*B&B - Bed and Breakfast


  • Twelve Apostles Hotel & Spa, Cape Town
  • Birkenhead House, Hermanus
  • The Plettenberg Hotel, Plettenberg Bay  
  • Kwandwe Ecca Lodge, Eastern Cape
  • Four Rosmead Boutique Guesthouse, Cape Town
  • Ocean Eleven Luxury Guesthouse, Hermanus
  • Bay Lodge, Plettenberg

When to Escape

The coastal route east from Cape Town to Port Elizabeth,includes the Garden Route from Mossel Bay to the mouth of Storms River. This coastal area has a Mediterranean Maritime climate, with fairly hot summers and mild to cold winters.

April to September

A pleasant Autumn leads into the winter months of June through to August.The days are bright and warm, but it will get crisp in the evening. Most rain occurs during the winter months.

October to May

Spring leads into the summer months of December to February, with hot sunny days.

June to November

The best period for whale watching.

“It’s amazing to have the freedom of stopping off at gorgeous little villages tucked into the verdant hills that line the coast whenever you feel like it. The hotels are fab, the beaches just stunning and the food is incredible. Go now!”


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