01 · The city primer
Cape Town, Distilled
3 nights
A tight, elegant first taste — Table Mountain, the Peninsula and one great meal, from a single V&A base.
For the traveller with a long-haul layover or a pre-safari pause. Everything within 45 minutes of your pillow, and nothing wasted.
Best May – early Sep for value; Feb–Mar for warmth.
Itinerary
Day 1 — V&A Waterfront
Private transfer from CPT. Check into The Silo (Royal Portfolio, 28 rooms, atop Zeitz MOCAA). Afternoon at the museum, sundowners on the rooftop pool, dinner at The Pot Luck Club in the Silo District.
Day 2 — Table Mountain & Bo-Kaap
First cable car of the morning (weather-dependent — we hold day 3 in reserve). Cape Malay cooking safari with a Bo-Kaap family. Dinner at FYN — Japanese-Cape fusion, one of SA's top 3.
Day 3 — Cape Peninsula
Private drive: Chapman's Peak, Cape Point funicular, Boulders penguin colony. Late lunch at La Colombe in Silvermist. Transfer to CPT or onward flight.
What's included
- 3 nights The Silo, harbour-facing room
- Private guide & vehicle throughout
- Table Mountain, Cape Point, Bo-Kaap experiences
- 3 signature dinner reservations
- Airport transfers by Mercedes V-Class
Shape this trip
Tap AskAnt (bottom-right) — say "Shape the Cape Town, Distilled for [dates, party size]" and Ant will draft options and a specialist follow-up.
02 · City + Winelands
The Cape in Full
5 nights
Our signature Cape arc: three nights in the city, two in the vines. Helicopter between them.
The most-requested shape. Enough time to slow down at both ends without ever feeling rushed, and a helicopter link that turns the transfer into the experience.
Feb–April — Winelands harvest, warmest sea, wind eased.
Itinerary
Day 1 — V&A Waterfront
Arrive CPT. Check into One&Only Cape Town — largest rooms in the city, Table Mountain framed from the bed. Dinner at Nobu on-property.
Day 2 — Table Mountain & Robben Island
Cable car at opening. Afternoon at Robben Island with an ex-political-prisoner guide. Sunset drinks at the Cape Grace Bascule Bar (over 400 whiskies).
Day 3 — Cape Peninsula
Private Peninsula loop with Kayak-with-Penguins at Simon's Town. Long lunch at Chefs Warehouse on Constantia Beau, then back to the city.
Day 4 — Franschhoek
Helicopter transfer over the Cape Flats into the mountains. Check into Leeu Estates. Private tasting at Klein Constantia, dinner at La Colombe.
Day 5 — Stellenbosch & departure
Morning at a boutique estate (old-vine Chenin, Cap Classique). Late transfer to CPT.
What's included
- 3 nights One&Only Cape Town
- 2 nights Leeu Estates, Franschhoek
- Helicopter city-to-Winelands transfer
- Private Peninsula day with penguin kayak
- Robben Island, 4 signature dinners, all tastings
Shape this trip
Tap AskAnt (bottom-right) — say "Shape the The Cape in Full for [dates, party size]" and Ant will draft options and a specialist follow-up.
03 · Coastal, June – November
Cape & Whales
7 nights
Four city nights, three on the whale coast at Grootbos. Southern Rights within earshot of your suite.
Built around the Southern Right migration. Whales calve within a kilometre of the shore between June and November — this trip puts you on top of them from the world's finest fynbos reserve.
Peak sightings mid-September to end-October in Walker Bay.
Itinerary
Days 1–2 — Belmond Mount Nelson
Check into the Pink Lady — nine acres of gardens at the foot of Table Mountain. High Tea, Company's Garden, dinner at Salsify at the Roundhouse.
Day 3 — 12 Apostles
Transfer to the Atlantic Seaboard for two nights at 12 Apostles Hotel & Spa. Sunset cocktails on the Leopard Bar terrace.
Day 4 — Winelands day
Private day-out to Constantia — Klein Constantia and Beau Constantia. Lunch at La Colombe.
Days 5–7 — Grootbos, Walker Bay
2.5-hour scenic transfer via Hermanus. Three nights at Grootbos Private Nature Reserve — Southern Right whale watching by boat, marine safari to Dyer Island, horseback on the beach, forest & fynbos drives.
Day 8 — Departure
Helicopter back to CPT for onward flight.
What's included
- 2 nights Belmond Mount Nelson
- 2 nights 12 Apostles Hotel & Spa
- 3 nights Grootbos (Garden Lodge or Forest Lodge)
- Boat-based whale watching, marine safari
- Helicopter Grootbos → CPT
Shape this trip
Tap AskAnt (bottom-right) — say "Shape the Cape & Whales for [dates, party size]" and Ant will draft options and a specialist follow-up.
04 · Slow, deep, hedonistic
The Cape Connoisseur
9 nights
Three properties, three chapters — city, coast, vineyard. Built for repeat visitors who want depth over sights.
No cable-car queue, no rushed itineraries. Time to read on a terrace, know a sommelier by name, and eat the tasting menu twice.
March or October — shoulder, quieter, kinder light.
Itinerary
Days 1–3 — Ellerman House, Bantry Bay
Private-home feel, 13 rooms, one of Africa's great wine cellars and contemporary art collections. Private curator tour, spa afternoon, dinner in — no reservations needed.
Day 4 — Peninsula & Cape Point
Private drive with a naturalist guide. Long lunch at Cape Point Vineyards.
Days 5–6 — Birkenhead House, Hermanus
Two nights on the Walker Bay cliffs. Boat-based whale watching (in season), or great white cage diving from Gansbaai for the brave.
Days 7–9 — La Residence, Franschhoek
The Royal Portfolio flagship. Private tastings at Leeu Passant, Boekenhoutskloof and Mullineux. Dinner at The Werf at Boschendal, chef's table at Foliage.
Day 10 — Departure
Late lunch at Babel on Babylonstoren, then private transfer to CPT.
What's included
- 3 nights Ellerman House
- 2 nights Birkenhead House
- 3 nights La Residence
- Private guiding and vehicles throughout
- All tastings, cellar visits and signature dinners
Shape this trip
Tap AskAnt (bottom-right) — say "Shape the The Cape Connoisseur for [dates, party size]" and Ant will draft options and a specialist follow-up.
05 · Cape · Winelands · Whales · Karoo
The Grand Cape Arc
12 nights
Twelve nights, four regions, one continuous thread — the fullest single-country journey we build.
For guests who want to understand the Cape, not just see it. City, mountain, ocean, semi-desert — with a helicopter or private plane linking each leg so no day is lost to the road.
September – early November — whales, wildflowers, mild days.
Itinerary
Days 1–3 — Cape Town — The Silo
Table Mountain, Robben Island, Bo-Kaap cooking safari, private Peninsula day. Dinners at FYN and La Colombe.
Days 4–5 — 12 Apostles, Camps Bay
Slow down on the Atlantic Seaboard. Spa afternoon, Kirstenbosch sunset concert (Nov–Apr), helicopter over the Twelve Apostles.
Days 6–8 — Winelands — Leeu Estates
Franschhoek base. Private tastings across Stellenbosch and Constantia, Cap Classique cellar visit, harvest lunch (Feb–Mar).
Days 9–10 — Grootbos, Walker Bay
Whale coast — boat-based whale watching, marine Big 5 safari, horse riding on Grotto Beach.
Days 11–12 — Samara Karoo Reserve
Private plane transfer into the Great Karoo. Cheetah tracking on foot, dark-sky astronomy, silence measured in kilometres.
Day 13 — Departure
Charter to JNB or CPT for international departure.
What's included
- 3 nts The Silo · 2 nts 12 Apostles · 3 nts Leeu Estates · 2 nts Grootbos · 2 nts Samara
- Helicopter and private-plane transfers between legs
- Full private guiding, all experiences and tastings
- 8 signature dinner reservations
- Dedicated AskAnt trip designer on-call throughout
Shape this trip
Tap AskAnt (bottom-right) — say "Shape the The Grand Cape Arc for [dates, party size]" and Ant will draft options and a specialist follow-up.
Nothing quite right? Ant will build it.
These five are the shapes we book most. Every one bends — swap the whale coast for Sabi Sands, add a Rovos Rail leg, extend into Namibia or Zambia.
Tap AskAnt (bottom-right) →
