Welcome to South Africa

A land of rugged beauty, unique wildlife, diverse cultures, friendly faces, opulent vistas and world class wine and cuisine. With such a range of incredible choices it can be hard to know where to begin, that’s where we come in.

Explore Sideways takes all these ingredients and distills them into a lifetime travel experience.

Your Itinerary

Explore the best of South Africa’s top destinations in this bespoke, luxury itinerary and stay in the most exclusive South African retreats.

Spoil yourself at your luxury private urban retreat in Cape Town and make the most of the curated experiences in this city known for its diverse beauty and award-winning restaurants.

Discover and unwind in the bucolic Cape Winelands, known for its picturesque mountain ranges, world class wine farms and restaurants. Fly into your extraordinary safari experience in the Kruger National Park and explore this precious African treasure.

End your South African journey in the vibrant and multicultural Johannesburg.

Let your luxury African travel experience begin…

Cape Town – 4 to 5 nights

21 Nettleton

Welcome to a private patch of heaven suspended between ocean, mountain and African sky. This exclusive urban retroffers uninterrupted privacy and 5-star service in a magnificent clifftop mansion – choose from our five suites or spectacular penthouse. Each room is individually appointed with bespoke art, antique furniture and luxurious soft furnishings – styled in a modern fashion. The expansive gardens with their gigantic granite boulders, swimming pool and terraces, offer tranquillity in an undisturbed setting. With the back opening onto the Table Mountain Nature Reserve, a World Heritage Suite, this allows our guests private access to the hiking trails up Lion’s Head, Signal Hill and Table Mountain.

With services included such as a fully inclusive breakfast and bar, afternoon tea, evening canapes and sunset cocktails and more…

What we love about it

Uninterrupted 360-degree views of the Atlantic Ocean, 12 Apostles, Table Mountain and Lions Head
Exquisite private art collection from around the world
Bespoke service and experiences
Romantic with sunset canapes, private dining and picnics

Perfect for honeymooners and exclusive use for small groups or families

Popular Explore Sideways Experiences in Cape Town

Go beyond with luxury and unique add-ons

Uninterrupted 360-degree views of the Atlantic Ocean, 12 Apostles, Table Mountain and Lions Head
Exquisite private art collection from around the world
Private Yacht cruise
Sunrise Yoga on the beach
Guided Hiking
Iconic South African Cooking Experience
Sip world class wines in the Constantia Valley

Your Next Stop

Cape Winelands – 2 nights

La Residence

La Residence is situated in the Franschhoek Valley on a 30-acre estate filled with vines, fruit trees, flowers and herbs. It is a romantic and indulgent paradise whose magnificent interior is filled with rich fabrics, wonderful artwork and antique furniture. Eleven individually-decorated suites designed by Liz Biden enjoy vibrant colour schemes and spectacular views. Palatial en-suite bathrooms ooze glamour. On hot days, the shimmering infinity pool beckons. Sip drinks under a shady umbrella, or relax with treatments in the Spa.

Five minutes’ drive from the charming curio shops and galleries of Franschhoek village, the hotel provides complimentary transfers so guests can explore at their leisure..

Service is warm and personalized: an atmosphere of ease and relaxation pervades. Fresh produce from the garden and fine local wines create memorable dining experiences.

What we love about it

Prime location and Relais & Chateaux local wines create memorable dining experiences
Enjoy experiences including wine tasting, afternoon tea, fishing and spa treatments
Indulge your palate with world class cuisine using produce from the garden
Perfect for honeymooners, small groups and families

Popular Explore Sideways Experiences in Winelands

Book Tour
Wine & Food

Winelands Horse Riding Adventure

This tour takes you off the beaten track and out of your comfort zone - buckle up and enjoy the ride.

From / person
  • Full Day Private Tour

Go beyond with luxury and unique add-ons

Private Dining in the Vineyards
Cape Winelands Helicopter Tour
Private Pop Up Wine Tasting with a Sommelier
4×4 wine safari
Wine Blending
Private guided tour at the Dylan Lewis sculpture garden

Your Next Stop

Sabi Sands/ Kruger National Park – 3 to 4 nights

Singita Boulders

Boulders Lodge has a contemporary air of tranquillity that honours Africa in an authentic way. Inspiring the name Boulders was an enormous boulder that sat right in the middle of the place where the wine cellar was to be built. A simple decision was made to build the cellar around the boulder! Guests can enjoy wrap-around views from most parts of the natural stone lodge, and the lookout deck offers the perfect spot from which to observe wildlife drawn to the Sand River. The quiet pond alongside the thatched lounge area allows the light and the landscape inside to the wide open spaces.

Singita Boulders Lodge offers twelve suites, all with their own en suite bathroom and shower, outside shower, private heated swimming pool, double-sided fireplace, mini bar and fridge, room mini safe, air-conditioning, overhead fans, private lounge, direct dial telephones and game-viewing deck.

What we love about it

Experiences including 4×4 game drives, walking safaris, kids program, star gazing, wellness
Indulge yourself with the finest cuisine and wine tasting experiences
Best game viewing in private concession of the reserve
Prime location along the boulder-strewn banks of the Sand River
Perfect for honeymooners and exclusive use for small groups or families
Commitment to protect unique ecosystems and empower local communities

Your Final Stop

Johannesburg – 1 to 2 nights

Fairlawns Boutique Hotel & Spa

It’s an urban sanctuary in the area of Sandton, with close attention to detail and exceptional service. The chic, upscale suites are individually decorated in varying themes, each featuring every desired modern amenity. Indulge yourself in their culinary experience.

What we love about it

Excellent location and easy access to city attractions
Exclusive urban retreat
World class cuisine experience between 4 different restaurants
Perfect for honeymooners and families

Popular Explore Sideways Experiences in Johannesburg

Book Tour
Art & Culture

Curated Johannesburg City Tour

Visit the extraordinary South African City of Gold, Johannesburg. Visit a multitude of unique local galleries, explore new urban centres and experience the thrilling pace of this vibrant African city as it goes through a new stage of renewal and development.

From / person
  • Full Day Private Tour

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