From Table Mountain’s shadow to the crashing Atlantic surf, Cape Town offers a sensory feast for discerning travellers. At 21 Nettleton, your journey isn’t just elevated—it’s entirely reimagined. This luxury Cape Town itinerary blends private adventures, refined indulgence, and world-class hospitality, placing you at the heart of one of the world’s most captivating cities.
While every journey we create is custom-curated, this 5-day outline draws inspiration from some of our preferred experiences and partners. It’s simply a starting point—your personal concierge is on hand to craft every moment of your stay to your exact desires.
Day 1: Arrival & The Art of Slow Travel
Image: 21 Nettleton
Your luxury escape begins the moment you arrive at 21 Nettleton, an exclusive clifftop residence overlooking the Atlantic Ocean. After a personal welcome and refreshment on the terrace, the city unfolds at your own pace.
Ease into the rhythm of Cape Town with an in-suite spa treatment, a sunset walk through our sculpted gardens, or a glass of Champagne as the sky ignites with colour. Whether you choose to rest, reconnect, or simply take in the view—this is your time.
Evening Tip: Enjoy a private chef’s tasting dinner at the lodge or dine at The Test Kitchen Fledglings, where gourmet meets social good in a reimagined fine-dining experience.
Day 2: Helicopters, Coastlines & Afternoon Aperitifs
Image: Silvercross Helicopters
Start your day with breathtaking altitude. In partnership with Silver Helicopters, enjoy a panoramic flight over the Twelve Apostles, Cape Point, and the dramatic curvature of the coastline. It’s a thrilling way to connect with Cape Town’s geography—and a moment of unforgettable perspective.
Touch down and transfer straight to the water. Our partners at Atlantic Outlook will guide you on a coastal kayak journey past sea cliffs, beaches, and—if you’re lucky—playful dolphins. Paddle beneath the gaze of Lion’s Head, with the wild Atlantic all around.
Return to 21 Nettleton for a well-earned aperitif on the terrace.
Concierge Tip: Prefer a private yacht or Champagne sail instead? We’ll tailor your sea experience exactly as you like it.
Day 3: Art, Culture & Creative Immersion
Image: Norval Foundation
Cape Town’s art scene is rich with energy, texture, and story—and it deserves to be explored with care. We work with Art Route Tours to offer a private, curated journey through the city’s most influential galleries, emerging studios, and cultural touchpoints.
Meet artists, see works in progress, and engage with the stories that define Cape Town’s creative soul. Whether you’re looking to collect or simply connect, this day will leave you deeply inspired.
End your journey with a farewell dinner on the terrace, the Atlantic breeze in the air, and your final sunset glowing over Clifton’s curve.
Day 4: Winelands by Invitation Only
Image: Buitenverwachting Wine Farm
Cape Town’s closest wine escape, Constantia, is just a scenic drive away—but it feels like another world entirely. Today’s luxury experience takes you beyond the usual tasting rooms. We’ve partnered with the prestigious Buitenverwachting estate to offer an exclusive, behind-the-scenes encounter with their head winemaker. Sample rare vintages beneath ancient oaks, then enjoy a farm-to-table lunch with sweeping vineyard views.
Prefer something more extensive? Opt for a curated full-day Winelands tour including stops at Klein Constantia & Steenberg—with private cellar access and gourmet pairings.
Luxury Note: All wine tours include return transfers with your personal chauffeur, chilled bubbly en route.
Day 5: Iconic Views & Farewell Moments
No luxury Cape Town itinerary is complete without experiencing Table Mountain. But we do it differently. For those drawn to nature’s rhythm, join Lauren from Mother City Hikers—one of the city’s most respected trail guides—for an immersive, privately guided hike through Table Mountain’s less-travelled paths. Prefer a gentler ascent? Opt for early-access cable car tickets and a curated summit walk before the crowds arrive. Either way, you’ll take in views that linger long after you leave.
Spend your final afternoon as you wish—perhaps with a bespoke shopping experience at the Watershed or a guided historical stroll through the Bo-Kaap.
Then, as the sky turns pink over the Atlantic, raise a glass on the terrace at 21 Nettleton. This is Cape Town as few ever see it—private, poetic, and profoundly luxurious.
A Cape Town Beyond the Expected
This itinerary is simply a glimpse of what your stay could be. At 21 Nettleton, every day is shaped by your desires, curated by our concierge, and enhanced by our exceptional partners—from helicopters to winemakers, and kayak guides to artists.
Whether you’re seeking must-visit attractions, deeply immersive luxury experiences, or completely exclusive travel moments, we’re here to tailor your perfect Cape Town escape.
Let us create your personalised itinerary. Your journey begins the moment you arrive—with everything taken care of.
