Cape Town is not only one of the world’s most captivating cities – it is a hub for unforgettable experiences, culinary adventures, sweeping views and an exceptional cultural scene. Surrounding it is a string of destinations that together create one of Southern Africa’s most diverse and refined travel experiences.
Here, the UNESCO-listed Table Mountain shares the skyline with trendsetting restaurants, galleries and historic districts. Just a short drive away lies Franschhoek – the country’s gastronomic capital – where vineyards climb the slopes and award-winning estates serve up world-class tasting experiences. Constantia, with its understated exclusivity, offers deep-rooted wine traditions and elegant boutique hotels nestled in lush surroundings.

Hermanus, famed for its serene vistas and the majestic annual arrival of southern right whales, offers coastal luxury where ocean and horizon meet. Add to that winding coastal roads, small family-run vineyards, craft markets, dramatic cliffs and oceanfront dining – and you have a region that feels both timeless and effortlessly on trend.

At Upplev Sydafrika, we handpick our personal favourites in accommodation – always guided by a sense for the truly unique. It could be an architect-designed hotel overlooking the sea, an intimate guesthouse tucked among the vines, or a historic manor house reborn in modern luxury.

We believe in the personal, the considered, and in those places that truly earn their place on the map. That is why we present here our most cherished stays in Cape Town and its surrounds – chosen for the way they elevate the entire journey, adding that extra touch of finesse, character and memorability.

Here you will find our carefully selected favourites – from elegant city hotels to vine-clad boutique lodges and coastal hideaways – all chosen to make your trip nothing short of extraordinary.

Cape Town itself is a world-class destination – but widen the circle a little and an entire region of gems opens up, from Franschhoek to Hermanus. Here, you get the full picture.

Cape Town

Cape Town is without doubt one of the world’s most beautiful and captivating cities. With the ever-present, iconic Table Mountain as its backdrop, sweeping stretches of pristine white sand, historic neighbourhoods and a vibrant, bustling urban life, the city offers a blend of nature, culture and energy that is hard to rival.

Here, award-winning restaurants sit alongside stylish bars, intriguing boutiques and living history. Take the cable car to the top of Table Mountain, visit Robben Island where Nelson Mandela was imprisoned for 27 years, stroll through the fashionable V&A Waterfront, explore the botanical treasures of Kirstenbosch, or simply relax with a sundowner on the legendary beaches of Camps Bay.

Beyond the city centre lies one of the world’s most spectacular coastal drives – Chapman’s Peak – leading you to the dramatic Cape Point and onwards to the legendary Cape of Good Hope. Along the way, stop to meet the charming penguins at Boulders Beach.

Cape Town and its surrounds truly have it all. From dramatic coastlines and iconic landmarks to outstanding restaurants and historic sites, this is a part of the world that belongs on every traveller’s wish list. To help you make the most of your stay, we have selected our personal favourites – places we return to time and again, where atmosphere, quality and location combine to elevate the entire experience.

21 Nettleton

Perched on Cape Town’s most coveted address, 21 Nettleton – affectionately known as “The Castle” – is a magnificent boutique hotel that shares its name with its location, yet offers something far rarer: one of the most breathtaking views in the world. High on the cliffs of fashionable Clifton, this extraordinary gem never fails to leave visitors in awe.

The interiors combine sleek, contemporary comforts with refined antiques, creating a setting of understated elegance. The panoramic sea views are nothing short of enchanting – best savoured with a glass of wine in hand as the ocean breeze drifts by, the dramatic silhouette of the Twelve Apostles mountain range rises before you, and the city’s golden beaches stretch out below. From here, a private path leads directly to the trail for Lion’s Head, one of Cape Town’s most popular hiking spots.

Unwind with a dip in the pool, indulge in a spa treatment, practise yoga in the garden or enjoy the invigorating heat of the sauna. The property also offers a stylish bar and private parking. Within just a few kilometres lie world-famous white-sand beaches, acclaimed golf courses, Table Mountain, the vibrant V&A Waterfront and the lush Constantia wine valley.

This unique and exclusive hideaway has only six rooms, each individually designed with its own personality and charm. While every space is distinct, all share a harmonious blend of contemporary style and classic elegance. An evident passion for art runs throughout the property, with carefully curated pieces in every room. All rooms feature air conditioning, satellite TV, an iPad docking station, and in some cases, a cosy seating area and private veranda. Complimentary Wi-Fi is available throughout.

The Silo Hotel

An architectural masterpiece in the heart of Cape Town’s V&A Waterfront – dramatically elevated above the iconic Zeitz MOCAA, Africa’s leading museum of contemporary art. The Silo is not merely a hotel, but a work of art in its own right – a place where creativity, elegance and exquisite design meet in seamless harmony.

Every detail has its place, from the striking pillowed glass windows to the individually designed rooms where colour, texture and art combine with effortless confidence. The views from the rooms are an experience in themselves – sweeping panoramas over Cape Town’s harbour, the shimmering ocean, the city skyline and the dramatic backdrop of Table Mountain.

Crowning the building is one of the city’s most iconic rooftop terraces, home to a spectacular infinity pool, a stylish cocktail bar and a view that, at sunset, transforms into a scene of pure magic. It is little wonder this is one of the most photographed spots in Cape Town.

With its charismatic style, world-class art collection and flawless, intuitive service, The Silo is not just an exclusive place to stay – it is a destination in its own right. An internationally acclaimed icon that delivers luxury with soul, personality and a true wow-factor at every turn.

The Ellerman House

In the tranquil and exclusive enclave of Bantry Bay, with sweeping views across the Atlantic, lies Ellerman House – one of Cape Town’s most celebrated boutique hotels. Far removed from the world of large hotel chains, it exudes a sense of understated elegance, paired with service and experiences of the very highest calibre.

This early 20th-century villa has been lovingly transformed into a refined home for the discerning traveller, offering just 13 individually decorated rooms and suites. For those seeking the utmost privacy, two exclusive private villas adjoin the main residence.

Art is at the heart of Ellerman House. Throughout its elegant lounges, hallways and gallery-like spaces hangs one of South Africa’s finest private collections – from early works to striking contemporary pieces. Equally impressive is the wine cellar, where thousands of bottles from the country’s most exciting producers await discovery, served with passion, expertise and an effortless sense of hospitality.

The kitchen is of an exceptional international standard, with menus that change with the seasons and showcase the finest local ingredients. Meals are served with warmth and grace, whether in the dining room, on the veranda or in the privacy of your own terrace.

Ellerman House is a place to arrive, to unwind – and to long to return to. Here, views, flavours, art and heartfelt service come together in an environment that feels both private and welcoming, warm and sophisticated.

The Winchester Boutique Hotel

Charming and elegant, The Winchester Boutique Hotel is a stylish design hotel with sweeping views over the Atlantic Ocean. Perfectly positioned on the legendary Sea Point Promenade, and within easy reach of the City Bowl, Clifton and the V&A Waterfront, it is an ideal base from which to experience Cape Town at its most vibrant and enjoyable.

The hotel’s distinctive Cape Dutch architecture, leafy courtyard and refined interiors create a harmonious blend of history, aesthetics and modern comfort. Guests can enjoy an inviting swimming pool with sun deck, a popular bar, and the acclaimed Shoreditch restaurant, where the flavours of South Africa meet the culinary traditions of the Mediterranean.

Accommodation comprises 76 tastefully decorated rooms in a variety of categories, many with views of the Atlantic or the dramatic silhouette of Table Mountain. All rooms offer modern comforts including air conditioning, minibar, tea and coffee facilities, safe, television and complimentary Wi-Fi. The tranquil courtyard is a green oasis – perfect for a morning coffee or a quiet moment in the shade.

The Winchester combines character, comfort and an unrivalled location – a hotel loved as much by style-conscious travellers as by Cape Town locals.

Blackheath Lodge

Blackheath Lodge is a charming boutique hotel in Sea Point, beautifully situated at the foot of the iconic Signal Hill. Close to Cape Town’s city centre, the popular V&A Waterfront and the city’s beautiful beaches, it offers the perfect location for experiencing the very best of Cape Town.

Dating back to the 1880s, this historic villa retains its Victorian character – with high ceilings, wooden floors and airy interiors – while embracing African flair and contemporary design.

Perhaps most renowned for its exceptional service, Blackheath Lodge welcomes guests with a warm, attentive team who ensure every stay feels personally cared for – from the very first moment to the fond farewell.

The hotel offers 18 individually decorated rooms and apartments in various categories, each with charming details, private bathroom, air conditioning, Wi-Fi and even a mobile phone for guests to use during their stay. The surrounding area boasts a wide selection of popular restaurants, and both Clifton and Camps Bay are within easy reach for sun, sea and ocean breezes.

Stellenbosch

Stellenbosch is South Africa’s oldest wine region and one of its most prestigious – a town where wine, history and culture come together among rolling vineyards and mountain backdrops. With its oak-lined avenues, elegant boutiques and historic buildings in the distinctive Cape Dutch style, Stellenbosch offers a harmonious blend of tradition, beauty and sophisticated charm.

On the outskirts of town lie some of the country’s most celebrated wine estates – including the historic Lanzerac, whose timeless elegance and scenic surroundings have made it a firm favourite for many. Read more about this exceptional property below.

Lanzerac

Surrounded by vineyards and framed by spectacular mountains, Lanzerac is one of Stellenbosch’s most iconic wine estates and a historic hotel dating back to the 17th century. Here, timeless elegance meets the classic beauty of Cape Dutch architecture, creating an atmosphere that blends exclusivity with complete relaxation. The expansive, landscaped grounds invite leisurely strolls through lush gardens, with panoramic views across the Winelands.

Lanzerac is renowned for its award-winning spa – a sanctuary for body and soul featuring an indoor pool, sauna, steam room and an extensive menu of treatments. Guests can also enjoy a fully equipped gym, a selection of elegant lounges, an impressive and well-stocked wine cellar, a stylish tasting room, and three excellent restaurants offering everything from refined fine dining to more relaxed fare.

The generously proportioned rooms and suites are individually decorated, combining historic charm with modern comfort. A natural colour palette, classic detailing, beautiful fabrics and refined finishes set the tone. Many rooms feature a private terrace or balcony with views over the vineyards, gardens or surrounding mountains. All are equipped with air conditioning, minibar, coffee machine and Wi-Fi.

Franschhoek

The town of Franschhoek – meaning the French corner in Afrikaans – is renowned for three great pleasures: eating well, drinking well and sleeping well. Nestled in one of the most beautiful wine valleys in the world, it more than lives up to its reputation. This is your opportunity to experience one of South Africa’s most celebrated wine regions. Visit our carefully selected estates – some chosen for their breathtaking beauty, others for their exceptional, high-quality wines.

Franschhoek is the perfect destination for those seeking the ultimate wine and gourmet experience in a setting of storybook beauty. In this picturesque wine and food capital, you’ll find many of the country’s very finest restaurants.

To make the most of your stay, we recommend the elegant Leeu Estate or the exclusive Delaire Graff Estate – both offering some of the best views over the valley.

Leeu Estate

Surrounded by vineyards and magnificent gardens, the exclusive Leeu Estate hotel and wine estate is beautifully situated in Franschhoek’s highly acclaimed wine valley. This verdant gem offers guests a wealth of experiences: relax by the decorative infinity pool, indulge in a treatment at the spa, work out in the gym, explore the well-stocked wine cellar, or admire the outstanding art gallery. On the estate you will also find La Petite Colombe – sister to the multi-award-winning and world-renowned La Colombe in Cape Town – where the same exacting standards and culinary ambition are evident in every dish. Adjoining the hotel is the internationally acclaimed Mullineux & Leeu Family Wines, offering premium wine tastings. Leeu Estate provides complimentary transfers to the centre of Franschhoek.

The spacious rooms are modern, luxurious and individually decorated in a natural palette, each adorned with elegant artworks. Many feature private terraces with superb views over the vineyards and surrounding mountains. All rooms are equipped with air conditioning, minibar and Wi-Fi.

Delaire Graff Estate

Perched high on the slopes between Stellenbosch and Franschhoek, with sweeping views over vineyards, dramatic mountains and golden sunsets, lies the exclusive Delaire Graff Estate – one of South Africa’s most iconic destinations for wine and luxury stays. This elegant sanctuary combines award-winning architecture, contemporary African art, world-class gourmet dining and exceptional wines with complete privacy and impeccable service.

At Delaire Graff, you are offered far more than a place to stay – it is an experience for all the senses. Unwind beside the infinity pool overlooking the Banhoek Valley, indulge in the award-winning spa, enjoy exclusive wine tastings, or wander through the impressive art and sculpture gardens. The estate is also home to two highly acclaimed restaurants: Delaire Graff Restaurant, celebrated for innovative fine dining with a local flair, and Indochine, where Asian influences meet African ingredients in exquisite harmony.

The architect-designed lodges – or villas – are generously proportioned and styled in sleek, modern African design with touches of European elegance. Each suite offers a private terrace, heated plunge pool, fireplace, butler service, air conditioning, minibar and high-speed Wi-Fi – all with views over the surrounding valley or gardens.

Delaire Graff Estate is a place where art, wine, nature and luxury unite in perfect balance – an unforgettable retreat for those seeking the very best.

Hermanus

Renowned as the best place in the world for land-based whale watching, Hermanus is blessed with spectacular natural beauty. To the east of the town lie some of the most beautiful beaches on the planet, including the 21-kilometre stretch of Grotto Beach. Stroll along the dramatic Cliff Path in search of whales, dolphins and seals; hike in the Fernkloof Nature Reserve; play a round on some of the world’s most scenic golf courses; try sea kayaking, paragliding or even cage diving with great white sharks – or perhaps take a horseback ride along the beach.

Hermanus offers an extraordinary range of activities, but for the true connoisseur one stands out: the exceptional wine produced in the picturesque Hemel-en-Aarde Valley. This, the second southernmost wine region in South Africa, is of world-class quality and enjoys international acclaim. Just minutes from Hermanus, the valley offers superb wines, glorious scenery and gourmet dining – a combination you are sure to savour.

The Marine

Experience the elegance of The Marine – one of South Africa’s most celebrated boutique hotels, spectacularly perched on a clifftop with panoramic views over the glittering waters of Walker Bay. From the hotel’s terraces and public spaces, you can, during whale season (July to November), witness the graceful yet powerful southern right whales breaching and tail-slapping just metres from the shore – a truly world-class wildlife experience, quite literally on your doorstep.

The interiors blend classic coastal style with contemporary elegance – maritime tones, soft textiles, artworks and details that evoke a bygone era of exclusive travel. Guests can enjoy a charming pool area, an award-winning spa, sea-view lounges and a highly regarded restaurant where the chef lets the ocean and the seasons shape the menu – often featuring ingredients sourced from the Hermanus area.

The Marine is set along the famous Cliff Path – one of the world’s most iconic coastal walking routes – and just a short stroll from the town’s delightful centre, filled with boutique shops, cafés and galleries. The nearby Hemel-en-Aarde Valley, Hermanus’ wine region, offers high-quality wine tastings in an idyllic setting.

Accommodation comprises 40 stylish rooms and suites, each individually decorated with a refined sense of comfort and aesthetics. Many boast magnificent sea views, with some featuring private balconies. All are equipped with air conditioning, minibar, Wi-Fi, tea and coffee facilities, and bathrooms with either a shower or bath.

Birkenhead House

Perched dramatically on a clifftop at the ocean’s edge, Birkenhead House in Hermanus boasts a truly spectacular setting. Offering its legendary “champagne air” and breathtaking views over Walker Bay, this is a place where nature puts on an unforgettable show. For much of the year, you can watch mighty whales breaching, pods of dolphins gliding past, and hardy surfers riding the waves – all from the hotel’s exquisitely designed sea-facing terrace.

The award-winning interiors are an eclectic yet harmonious blend of fine art, genuine antiques and designer furnishings in vibrant colours. The property features a restaurant, spa, two swimming pools and an array of activities, from surfing and mussel foraging to wine tastings in Hermanus’ own Hemel-en-Aarde Valley. Just a short stroll away lies one of the world’s most beautiful beaches – the 21-kilometre stretch of Grotto Beach.

This exclusive retreat offers 11 individually styled rooms, tastefully decorated in a modern yet inviting style. All have en suite bathrooms and either full or partial sea views, as well as air conditioning, minibar and Wi-Fi. Most rooms feature both a bath and a shower.

Grootbos Private Nature Reserve

Spanning an impressive 3,500 hectares southeast of Hermanus, Grootbos Private Nature Reserve is a sanctuary of extraordinary biodiversity. The reserve is home to trees over 1,000 years old, 907 plant species, 118 bird species, 29 different mammals and 21 species of amphibians.

Here, guests can enjoy an exceptional variety of activities – not only on land, but also at sea, thanks to the reserve’s proximity to the Atlantic Ocean. This is one of the few places in the world where you can encounter the Marine Big Five: whale, shark, dolphin, seal and penguin.

Grootbos

Exclusive Grootbos is renowned for its lavish comfort, luxury and breathtaking views. This multi-award-winning lodge delivers an exceptional experience for both body and soul.

The property is home to two distinct lodges – Forest Lodge and Garden Lodge.

Forest Lodge is beautifully framed by ancient Milkwood trees and the fynbos-rich landscape. In this picture-perfect setting, you’ll discover a world of elegance and tranquillity. The stylish suites are decorated in an elegant modern style with a natural, earthy palette and soft greys. Spacious and fully equipped with every conceivable comfort, they feature a king-size four-poster bed in the bedroom and enchanting views throughout. The lounge offers a fireplace, large-screen TV and the same captivating outlook. Step outside to your private veranda with two daybeds, a plunge pool and panoramic vistas.

The chic main lodge houses a well-stocked bar, boutique, extensive wine cellar and a highly regarded restaurant. Dining at Grootbos is a highlight in itself, with culinary delights from the ocean complemented by vegetables and herbs grown on the estate.

Garden Lodge is the more family-friendly of the two, yet the themes of extravagant comfort, luxury and magical views remain the same. Suites match the high standards of Forest Lodge but feature a mix of earthy tones and vibrant, uplifting colours. Activities here focus on families and children, with a dedicated playroom, special kids’ programmes and babysitting services. For older guests, the lodge also offers an award-winning spa and an extensive wine cellar.

Grootbos is ideally located for whale watching and sits within an area rich in activities. In addition to whale watching, guests can enjoy horse riding, shark cage diving, birdwatching, hiking, guided botanical walks, marine safaris and much more.

Children over 12 are welcome at Forest Lodge.
Children of all ages are welcome at Garden Lodge.