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ULTIMATE 5-DAY CAPE TOWN ITINERARY: A ONCE-IN-A-LIFETIME EXPERIENCE
tour features
| Length | 5 Days |
|---|---|
| Highlights | Table Mountain Sunset Picnic, Exclusive Wine & Diamond Pairing, Penguin Encounter, Private Helicopter Over Cape Point, Robben Island with a Former Prisoner, Winelands Luxury, Ocean Safari |
| Key Information | Set against the dramatic backdrop of South Africa’s Mother City, this curated escape offers VIP experiences from Robben Island to the Cape Winelands. Perfect for travelers seeking immersive culture, gourmet indulgence, and natural beauty—without compromising on comfort. |
Cape Town in Unparalleled Style and Splendor
Indulge in the ultimate South African journey with this immaculately curated 5-day itinerary designed for the discerning traveler. From the dramatic peaks of Table Mountain to the rolling vineyards of Franschhoek, and from private penguin conservation access to soaring helicopter views, every moment is crafted for elegance and exclusivity. With handpicked experiences, personalized service, and world-renowned cuisine, this tour redefines what it means to travel in style.
Natural Grandeur & Cultural Icons in One Captivating Journey
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Table Mountain: One of the New7Wonders of Nature, offering sweeping views of Cape Town from a VIP-access sunset picnic.
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Cape Peninsula: A cinematic coastal route featuring Chapman’s Peak, Cape Point, and secret vineyards.
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Boulders Beach: Home to a private penguin conservation experience with a marine biologist.
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Franschhoek & Stellenbosch: South Africa’s gourmet and wine capitals, explored via tram, tastings, and hands-on blending.
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Robben Island: Guided by a former political prisoner, this private tour offers a powerful, personal insight into South Africa’s history.
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Hout Bay & V&A Waterfront: Setting off points for yacht safaris, art encounters, and memorable seaside farewells.
Day 1: Arrival & Sunset Elegance on Table Mountain
Upon arrival at Cape Town International Airport, a private chauffeur greets you and whisks you away to your luxury accommodation—either Ellerman House, a cliffside retreat with spectacular ocean views, or One&Only Cape Town, known for its indulgent spa and marina setting.
After a seamless check-in, head straight to Table Mountain, one of the New7Wonders of Nature. Enjoy a VIP cable car experience, skipping the queues for a priority ascent to the summit. A private sunset picnic is set up for you, complete with gourmet South African cheeses, wine, and panoramic views of the city and Atlantic Ocean.
As night falls, descend and head to The Test Kitchen Fledgelings, where a multi-course tasting menu awaits. Each dish tells a story of Cape Town’s rich culinary landscape, making for an extraordinary first night.
Inclusions:
- Private airport transfer
- Luxury hotel accommodation
- Priority access to Table Mountain
- Private sunset picnic at the summit
- Fine dining tasting menu experience
Exclusions:
- Early check-in at the hotel
- Additional beverages at dinner
Day 2: Cape Peninsula – Where Oceans Collide
Today, embark on a full-day private Cape Peninsula tour, one of the most scenic road trips in the world. Your chauffeur will guide you along the winding Chapman’s Peak Drive, stopping for breathtaking photo opportunities.
At Boulders Beach, experience an exclusive penguin conservation encounter, where a marine biologist will guide you through a behind-the-scenes look at the endangered African penguins.
Continue to Cape Point, where you’ll board a private funicular ride up to the lighthouse, offering panoramic views of where the Atlantic and Indian Oceans meet.
Lunch is at Tintswalo Atlantic, a secluded oceanfront lodge serving fresh seafood with uninterrupted sea views. Afterward, visit the Noordhoek Farm Village for artisanal shopping and a wine-tasting session at a secret vineyard only accessible by private tour.
Return to your hotel for a bit of relaxation before a private beachfront dining experience at Clifton Beach, with lanterns, a personal chef, and the sounds of waves lapping at the shore.
Inclusions:
- Private Cape Peninsula tour with chauffeur
- Exclusive penguin conservation experience
- Private funicular ride at Cape Point
- Fine dining seafood lunch at Tintswalo Atlantic
- Private beachfront dinner experience
Exclusions:
- Helicopter tour over Cape Peninsula (available on request)
- Souvenirs and personal shopping
Day 3: Winelands Indulgence in Stellenbosch & Franschhoek
Venture into the Cape Winelands, where rolling vineyards and historic estates await. A private sommelier greets you at Delaire Graff Estate, one of South Africa’s most prestigious wineries, for an exclusive wine and diamond pairing experience.
Next, board the Franschhoek Wine Tram, an elegant open-air ride through vineyards, stopping for curated tastings at Haute Cabrière and Boschendal Estate. Lunch is a 5-course fine dining experience at La Petite Colombe, pairing seasonal ingredients with award-winning wines.
In the afternoon, take part in a hands-on winemaking session at a boutique estate, where you’ll craft your own signature blend to take home.
Return to Cape Town for a relaxed evening at The Silo Rooftop, where cocktails and a vibrant sunset over the V&A Waterfront await.
Inclusions:
- Private chauffeur to the Cape Winelands
- Exclusive wine and diamond pairing experience
- Franschhoek Wine Tram tickets
- 5-course gourmet lunch with wine pairing
- Hands-on winemaking session with take-home bottle
Exclusions:
- Optional hot air balloon ride over the vineyards
- Additional wine purchases
Day 4: Robben Island & Helicopter Adventure
Start the day with a private boat charter to Robben Island, where a former political prisoner will personally guide you through Nelson Mandela’s historic prison cell and share firsthand stories of resilience and hope.
Back in Cape Town, enjoy a gourmet brunch at The Pot Luck Club, known for its globally inspired small plates and panoramic city views.
The afternoon brings an exclusive helicopter tour over Lion’s Head, the Twelve Apostles, and Cape Point, offering unparalleled views of the Cape coastline. The experience is capped with a landing at a hidden vineyard for a private wine tasting.
Dinner is at FYN Restaurant, a contemporary fine dining venue where Japanese techniques meet South African flavors in an intimate setting.
Inclusions:
- Private Robben Island tour with a former prisoner
- Exclusive helicopter tour over Cape Town
- Wine tasting at a private vineyard
- Fine dining experience at FYN Restaurant
Exclusions:
- Personal donations at Robben Island
- Additional spa treatments at the hotel
Day 5: Ocean Safari & Farewell Brunch
On your final day, wake up early for a luxury marine safari from Hout Bay, where you’ll spot seals, dolphins, and (seasonally) whales in the wild. The private yacht experience allows you to enjoy close encounters with marine life while sipping on fresh mimosas.
Return to the V&A Waterfront for a farewell brunch at The Granary Café, housed in the iconic Silo Hotel, offering a grand send-off with panoramic harbor views.
Before heading to the airport, visit a private African art gallery where you can meet local artists and take home a piece of South African creativity.
A private transfer takes you to the airport for your departing flight, marking the end of an extraordinary journey through Cape Town.
Inclusions:
- Private marine safari with yacht charter
- Farewell brunch at a luxury venue
- Private art gallery experience with artist interaction
- Luxury airport transfer
Exclusions:
- Extra souvenirs and artwork purchases
When to Go & What to Expect
Best Time to Visit:
December–March: Warm, sunny days perfect for beach experiences and alfresco dining.
September–November: Ideal for wine country visits and whale watching off the coast.
April–June: Lush landscapes and mild weather with fewer crowds.
Optional Add-ons:
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Helicopter Tour over Cape Peninsula: $750 per person
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Hot Air Balloon over the Winelands: $500 per person
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Spa Indulgence at One&Only Cape Town: from $250 per person
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Professional Photo & Video Coverage: $600 flat rate
