Cape Town & Winelands
Ocean, mountain, and vineyard — South Africa's most cinematic journey
Estimated budget
£26k
2 travellers · full trip
Few destinations reward the curious traveller quite like the Western Cape. Cape Town offers a dramatic collision of mountain, ocean, and urban energy — then the Winelands unfurl in rolling valleys of fynbos and vine, where estate dinners stretch into starlit evenings and the pace slows to something close to perfect. This is a journey between worlds: city rooftops and cellar doors, whale-watched bays and remote safari drives, the kind of light that makes you understand why painters have always come here.
Estimated budget
Estimated budget
From
£26,420
Estimates in GBP for two people. Final pricing depends on dates, availability, and preferences.
Cape Town
5 nights in Cape Town · South Africa
Cape Town rewards those who look beyond the postcard. Yes, Table Mountain is extraordinary at dawn — but it's the neighbourhood rhythms of the Bo-Kaap, the market energy of the V&A, and a tasting menu at a restaurant carved into the mountain's face that reveal what makes this city genuinely singular.
Where you're staying
Day 1
Arrival & Bantry Bay
Arrive, decompress, and let the ocean do its work. Sunset from the terrace with a Chenin Blanc.
Cape Town International Airport
Ellerman House, Bantry Bay
Sipho will be waiting airside — no queue, no confusion. The drive along the Atlantic Seaboard gives you your first view of the Twelve Apostles range.
Private art collection walkthrough — Ellerman Gallery
The Ellerman collection includes original Kentridge and Pierneef works — curated, not decorative.
Ellerman House, Bantry Bay
Day 2
Table Mountain & Bo-Kaap
The mountain at dawn belongs to almost no one. By 9am it's yours again — then down to the Bo-Kaap for the Cape's layered story.
Table Mountain private sunrise hike — Platteklip Gorge
The cable car crowds don't arrive until 9am.
Table Mountain National Park, Cape Town
Bo-Kaap walking tour with a local guide
The cobblestones and painted houses are the image — but it's the story of Cape Malay culture, the call to prayer, and the spice trade that gives the neighbourhood its weight.
Bo-Kaap, Cape Town
Dinner — The Test Kitchen
Luke Dale Roberts' Test Kitchen remains Africa's most decorated restaurant.
The Old Biscuit Mill, Woodstock
Day 3
Cape Peninsula & Chapman's Peak
The Peninsula drive is one of the world's great road journeys. Chapman's Peak in October is fynbos in full spring bloom.
Private Cape Peninsula drive — Cape Point & Boulders Beach
Chapman's Peak, the Cape of Good Hope, a colony of African penguins at Boulders Beach — the Peninsula packs more landscape drama into a single day than most countries manage in a week.
Cape Peninsula, Cape Town
Private cellar dinner — Ellerman House wine library
Dinner in Ellerman's private wine cellar among 7,000 bottles — Sipho will select a vertical of Kanonkop Paul Sauer, which is as close to Bordeaux greatness as South Africa gets.
Ellerman House, Bantry Bay
Day 4
Robben Island & Clifton
Morning for history, afternoon for the Atlantic. The contrast is very Cape Town.
Robben Island private tour — with a former political prisoner guide
The island is always moving, but a private tour with a guide who was imprisoned here transforms the visit entirely.
Robben Island, Table Bay
Clifton 4th Beach afternoon — private cabana
Cape Town's most beautiful beach, sheltered from the Atlantic wind by granite boulders.
Clifton 4th Beach, Cape Town
Day 5
Transfer to Franschhoek
An hour's drive through the Winelands to one of the most beautiful valleys in the world.
Bantry Bay, Cape Town
Franschhoek Valley
The drive over Sir Lowry's Pass gives you a panoramic view of False Bay before the valley unfolds below. The Huguenot Tunnel emerges into vineyards — the transition is immediate and cinematic.
Franschhoek Wine Tram — private carriage booking
A private carriage on the wine tram threads through the valley, stopping at five estates.
Franschhoek Valley
Onward to Franschhoek
Cape Town
Ellerman House, Bantry Bay
Franschhoek
Le Quartier Français, Franschhoek
The Huguenot Tunnel emerges into vineyard country — the valley opens up like a painting.
Cape Town
5 nights in Cape Town · South Africa
Cape Town rewards those who look beyond the postcard. Yes, Table Mountain is extraordinary at dawn — but it's the neighbourhood rhythms of the Bo-Kaap, the market energy of the V&A, and a tasting menu at a restaurant carved into the mountain's face that reveal what makes this city genuinely singular.
Where you're staying
Day 1
Arrival & Bantry Bay
Arrive, decompress, and let the ocean do its work. Sunset from the terrace with a Chenin Blanc.
Cape Town International Airport
Ellerman House, Bantry Bay
Sipho will be waiting airside — no queue, no confusion. The drive along the Atlantic Seaboard gives you your first view of the Twelve Apostles range.
Private art collection walkthrough — Ellerman Gallery
The Ellerman collection includes original Kentridge and Pierneef works — curated, not decorative.
Ellerman House, Bantry Bay
Day 2
Table Mountain & Bo-Kaap
The mountain at dawn belongs to almost no one. By 9am it's yours again — then down to the Bo-Kaap for the Cape's layered story.
Table Mountain private sunrise hike — Platteklip Gorge
The cable car crowds don't arrive until 9am.
Table Mountain National Park, Cape Town
Bo-Kaap walking tour with a local guide
The cobblestones and painted houses are the image — but it's the story of Cape Malay culture, the call to prayer, and the spice trade that gives the neighbourhood its weight.
Bo-Kaap, Cape Town
Dinner — The Test Kitchen
Luke Dale Roberts' Test Kitchen remains Africa's most decorated restaurant.
The Old Biscuit Mill, Woodstock
Day 3
Cape Peninsula & Chapman's Peak
The Peninsula drive is one of the world's great road journeys. Chapman's Peak in October is fynbos in full spring bloom.
Private Cape Peninsula drive — Cape Point & Boulders Beach
Chapman's Peak, the Cape of Good Hope, a colony of African penguins at Boulders Beach — the Peninsula packs more landscape drama into a single day than most countries manage in a week.
Cape Peninsula, Cape Town
Private cellar dinner — Ellerman House wine library
Dinner in Ellerman's private wine cellar among 7,000 bottles — Sipho will select a vertical of Kanonkop Paul Sauer, which is as close to Bordeaux greatness as South Africa gets.
Ellerman House, Bantry Bay
Day 4
Robben Island & Clifton
Morning for history, afternoon for the Atlantic. The contrast is very Cape Town.
Robben Island private tour — with a former political prisoner guide
The island is always moving, but a private tour with a guide who was imprisoned here transforms the visit entirely.
Robben Island, Table Bay
Clifton 4th Beach afternoon — private cabana
Cape Town's most beautiful beach, sheltered from the Atlantic wind by granite boulders.
Clifton 4th Beach, Cape Town
Day 5
Transfer to Franschhoek
An hour's drive through the Winelands to one of the most beautiful valleys in the world.
Bantry Bay, Cape Town
Franschhoek Valley
The drive over Sir Lowry's Pass gives you a panoramic view of False Bay before the valley unfolds below. The Huguenot Tunnel emerges into vineyards — the transition is immediate and cinematic.
Franschhoek Wine Tram — private carriage booking
A private carriage on the wine tram threads through the valley, stopping at five estates.
Franschhoek Valley
Onward to Franschhoek
Cape Town
Ellerman House, Bantry Bay
Franschhoek
Le Quartier Français, Franschhoek
The Huguenot Tunnel emerges into vineyard country — the valley opens up like a painting.
Franschhoek
3 nights in Franschhoek · South Africa
Franschhoek calls itself the culinary capital of South Africa — and it's not wrong. French Huguenot settlers planted the first vines in the 1680s, and something in the mountain-enclosed valley produces wine and food of genuine distinction. Three days here barely scratches the surface.
Where you're staying
Day 6
Vineyards & Tasting Room
Wake slowly. Cycle through the vineyards in the morning — the valley has barely woken up.
Dawn vineyard bicycle ride — Groot Drakenstein
The valley in early October is extraordinary — early-morning mist burns off to reveal the Drakenstein mountains, dew on vine shoots, silence but for birds.
Franschhoek Valley
La Motte wine estate — museum & tasting
La Motte's Pierneef museum is underrated — J.H.
La Motte Estate, Franschhoek
Dinner — The Tasting Room at Le Quartier Français
Margot Janse's legacy runs through this kitchen.
Le Quartier Français, Franschhoek
Day 7
Mont Rochelle & Huguenot Heritage
A day between the mountain vines and the village lanes.
Mont Rochelle private wine blending — Richard Branson's estate
The Franschhoek mountain backdrop from Mont Rochelle's upper terrace is one of the Cape's great views.
Mont Rochelle Estate, Franschhoek
Lunch — Haute Cabrière cellar restaurant
The cellar restaurant is cut into the mountain — dramatic barrel vaulting and the Franschhoek valley below.
Haute Cabrière, Franschhoek Pass
Huguenot Memorial Museum & village afternoon
The Huguenot refugees arrived in Franschhoek in the 1680s fleeing religious persecution, and planted vines in soil that turned out to be among the finest in the world — a coincidence that shaped the entire Cape wine industry.
Franschhoek village
Day 8
Transfer to Stellenbosch
A short drive through wine country to the Cape's oldest town.
Franschhoek
Stellenbosch via Helshoogte Pass
The Helshoogte Pass route is one of the most beautiful short drives in the Cape — proteas in flower, mountain fynbos, and Stellenbosch appearing below in a fold of oak trees.
Onward to Stellenbosch
Franschhoek
Le Quartier Français, Franschhoek
Stellenbosch
Delaire Graff Estate, Stellenbosch
The Helshoogte Pass rewards a slow drive — pull over at the viewpoint and look back at the valley.
Franschhoek
3 nights in Franschhoek · South Africa
Franschhoek calls itself the culinary capital of South Africa — and it's not wrong. French Huguenot settlers planted the first vines in the 1680s, and something in the mountain-enclosed valley produces wine and food of genuine distinction. Three days here barely scratches the surface.
Where you're staying
Day 6
Vineyards & Tasting Room
Wake slowly. Cycle through the vineyards in the morning — the valley has barely woken up.
Dawn vineyard bicycle ride — Groot Drakenstein
The valley in early October is extraordinary — early-morning mist burns off to reveal the Drakenstein mountains, dew on vine shoots, silence but for birds.
Franschhoek Valley
La Motte wine estate — museum & tasting
La Motte's Pierneef museum is underrated — J.H.
La Motte Estate, Franschhoek
Dinner — The Tasting Room at Le Quartier Français
Margot Janse's legacy runs through this kitchen.
Le Quartier Français, Franschhoek
Day 7
Mont Rochelle & Huguenot Heritage
A day between the mountain vines and the village lanes.
Mont Rochelle private wine blending — Richard Branson's estate
The Franschhoek mountain backdrop from Mont Rochelle's upper terrace is one of the Cape's great views.
Mont Rochelle Estate, Franschhoek
Lunch — Haute Cabrière cellar restaurant
The cellar restaurant is cut into the mountain — dramatic barrel vaulting and the Franschhoek valley below.
Haute Cabrière, Franschhoek Pass
Huguenot Memorial Museum & village afternoon
The Huguenot refugees arrived in Franschhoek in the 1680s fleeing religious persecution, and planted vines in soil that turned out to be among the finest in the world — a coincidence that shaped the entire Cape wine industry.
Franschhoek village
Day 8
Transfer to Stellenbosch
A short drive through wine country to the Cape's oldest town.
Franschhoek
Stellenbosch via Helshoogte Pass
The Helshoogte Pass route is one of the most beautiful short drives in the Cape — proteas in flower, mountain fynbos, and Stellenbosch appearing below in a fold of oak trees.
Onward to Stellenbosch
Franschhoek
Le Quartier Français, Franschhoek
Stellenbosch
Delaire Graff Estate, Stellenbosch
The Helshoogte Pass rewards a slow drive — pull over at the viewpoint and look back at the valley.
Stellenbosch
2 nights in Stellenbosch · South Africa
Stellenbosch — the Cape's oldest town after Cape Town itself — balances university energy with serious wine culture. The oak-lined streets hide exceptional galleries and restaurants, and the surrounding Simonsberg and Helderberg estates produce some of Africa's most cellar-worthy wines.
Where you're staying
Day 9
Kanonkop & Tokara
Kanonkop is one of the Winelands' holy sites — the Paul Sauer Cabernet is a benchmark of African viticulture.
Kanonkop Estate — private vertical tasting with winemaker Johan Joubert
Johan Joubert hosts a vertical of Paul Sauer going back to the late 1990s — it's one of the great Cabernet Sauvignon experiences in the southern hemisphere.
Kanonkop Estate, Simonsberg, Stellenbosch
Lunch — Tokara restaurant, Helshoogte
Tokara's terrace looks across the valley to Franschhoek — you can trace the route you drove two days ago.
Tokara Estate, Helshoogte Pass
Dinner — Indochine at Delaire Graff
Christiaan Campbell's fusion menu at Indochine — Cape ingredients through an Asian lens — is one of the Winelands' most surprising meals.
Delaire Graff Estate, Stellenbosch
Day 10
Departure & Delaire Farewell
A slow morning, a final espresso by the pool, and the kind of departure you don't want to make.
Final morning — Delaire wine library tasting
One last tasting in the wine library before you leave — a case of their limited-release Botmaskop Cabernet Franc makes the ideal parting gift from the Cape.
Delaire Graff Estate, Stellenbosch
Delaire Graff Estate, Stellenbosch
Cape Town International Airport
The road back to Cape Town over the Boland passes through wine estate country in morning light — grapevines against mountain granite, the kind of view that makes you wish the drive were longer. A last chapter that happens in the car.
Stellenbosch
2 nights in Stellenbosch · South Africa
Stellenbosch — the Cape's oldest town after Cape Town itself — balances university energy with serious wine culture. The oak-lined streets hide exceptional galleries and restaurants, and the surrounding Simonsberg and Helderberg estates produce some of Africa's most cellar-worthy wines.
Where you're staying
Day 9
Kanonkop & Tokara
Kanonkop is one of the Winelands' holy sites — the Paul Sauer Cabernet is a benchmark of African viticulture.
Kanonkop Estate — private vertical tasting with winemaker Johan Joubert
Johan Joubert hosts a vertical of Paul Sauer going back to the late 1990s — it's one of the great Cabernet Sauvignon experiences in the southern hemisphere.
Kanonkop Estate, Simonsberg, Stellenbosch
Lunch — Tokara restaurant, Helshoogte
Tokara's terrace looks across the valley to Franschhoek — you can trace the route you drove two days ago.
Tokara Estate, Helshoogte Pass
Dinner — Indochine at Delaire Graff
Christiaan Campbell's fusion menu at Indochine — Cape ingredients through an Asian lens — is one of the Winelands' most surprising meals.
Delaire Graff Estate, Stellenbosch
Day 10
Departure & Delaire Farewell
A slow morning, a final espresso by the pool, and the kind of departure you don't want to make.
Final morning — Delaire wine library tasting
One last tasting in the wine library before you leave — a case of their limited-release Botmaskop Cabernet Franc makes the ideal parting gift from the Cape.
Delaire Graff Estate, Stellenbosch
Delaire Graff Estate, Stellenbosch
Cape Town International Airport
The road back to Cape Town over the Boland passes through wine estate country in morning light — grapevines against mountain granite, the kind of view that makes you wish the drive were longer. A last chapter that happens in the car.
Ready to make this yours?
Tell us your dates, who's travelling, and what matters most. We'll shape this blueprint around you — then our concierge team handles every booking, every detail.