
Cape Town
A working city wedged between a mountain and two oceans.
4 to 6 nights
10 days · 9 nights
What the Cape week becomes when nobody is in a hurry. The same region, three more nights, and room for the things that get cut first: a boat, a charter, the canopy tour, and a second day on the peninsula.

The difference between seven days here and ten is not more places. It is the things that get cut first.
A boat. A fishing morning. Walking the mountain instead of riding it. A second run at the peninsula without the drive back into the city at the end. Three extra nights buy all of that, and none of it requires going anywhere new.
The one structural change from the seven-day week, and it is the one guests most often say they would repeat. Doing the peninsula loop and then staying out there turns a long day into two easy ones, gets you onto an empty beach in the evening, and puts you on a boat at first light if you want one.
We run the Cape leg and hand you over cleanly at the airport with the internal flight booked. We do not operate in the Lowveld or the Eastern Cape, and we would rather do one region properly than pretend otherwise.
Day 1
Your guide meets you at arrivals and drives you in. Nothing scheduled. Dinner booked walkably close and early.
Days 2 to 3
Bo-Kaap in the morning light, the District Six Museum, Kirstenbosch under the eastern buttresses, and the cableway on whichever morning the wind allows. With ten days there is room to walk the mountain rather than ride it, and Platteklip with a mountain guide at seven in the morning is a genuinely good use of one of them.
Day 4
Cape Town is a port and it is worth getting off the land. A deep-sea charter out of Hout Bay for yellowtail, the seal island boat if the party includes children, a catamaran across Table Bay for the view back at the mountain, or a helicopter along the Twelve Apostles. Your guide picks the morning from the swell forecast.
Day 5
Nothing booked and everything available. Most people use it for a beach, a long lunch in Constantia, the Zeitz MOCAA, or the pool. If the mountain has been shut all week, this is when we take it.
Day 6
The peninsula run clockwise, penguins early and Cape Point by eleven, then Dias Beach and the walk down to it, lunch at Noordhoek, and Chapman's Peak in the afternoon light. Instead of driving back into the city you stay out here, at Simon's Town or Noordhoek, which means the beach in the evening, a ride along the waterline if you want one, and no traffic in either direction.
Days 7 to 8
North to Stellenbosch or Franschhoek. One full day built around three estates rather than six, with the cellar visits arranged in advance and lunch somewhere with a view and two clear hours in it. The second day is slower: a mountain pass, an olive farm, a market, or simply the pool.
Day 9
Over the mountains into the Elgin valley for the canopy tour, thirteen slides down a forested gorge with a waterfall under the middle of it. Lunch in the valley, then down to Hermanus and the cliff path in the last of the light. In whale season the southern rights are directly below you, and if the swell is right there is a shark cage boat out of Gansbaai in the morning.
Day 10
Back along the R44 between the mountains and the sea, with a stop at Betty's Bay for the second penguin colony almost nobody visits. Ninety minutes to the airport, unhurried.
We publish no figures on this website, because the same fortnight varies enormously with the properties, the season and the size of the party. You get one total covering everything listed above, before anything becomes payable.
Nine of us, aged from four to seventy-eight, which is not a party most operators want. Cape Compass did not blink at it. They asked more questions about my mother's mobility than about our budget, and every viewpoint on the peninsula day turned out to be one she could actually reach. The vehicle was large enough that nobody had to sit in the back and shout. The guide learned by the second day who needed lunch at noon and who wanted to keep walking, and split us up accordingly without making it awkward. I have organised family holidays before and I have never had one where I did not, at some point, want to go home.
Houston, Texas ·
10 days · the full Cape circuit with three generations
Placeholder testimonial. Replace with a real guest review before launch.
I have done a fair amount of travelling for work and I am difficult about logistics. Ten days, no internal flights at all, and not a single moment where I did not know what was happening next or who was responsible for it. The advice I valued most was the advice against things. I wanted to bolt a safari onto the end and was told, politely and with reasons, that in the days I had it would turn one good trip into two rushed ones. They were right. It is not what most companies do when you offer to spend more money with them.
Boston, Massachusetts ·
10 days · Cape Town, the peninsula, Stellenbosch and Hermanus
Placeholder testimonial. Replace with a real guest review before launch.

A working city wedged between a mountain and two oceans.
4 to 6 nights

Forty miles of mountain and ocean, ending at a lighthouse.
0 to 2 nights

Three hundred years of vines, an hour from the airport.
2 to 3 nights

Whales below the cliff path, and a forest gorge on the way there.
1 to 3 nights

Scenic
The flat top of the city, by cable car or on foot.
Two to three hours by cable car, half a day on foot

Scenic
A lighthouse on a cliff at the end of the peninsula.
Half a day, or a full day combined with the penguins

Wildlife
Two thousand African penguins on a suburban beach.
An hour and a half, usually part of a peninsula day

Adventure
Eight kilometres of empty sand, and nothing else on it.
Two hours, or a half day with the wine estate ride

Food and wine
Three estates, one long lunch, and a guide who drives.
A full day, or a half day from Cape Town

Adventure
Yellowtail and tuna out of Hout Bay, or calmer water in False Bay.
Half day from four hours, full day from eight

Scenic
Seal Island out of Hout Bay, or a glass of something off Clifton.
Forty minutes to three hours, depending on the boat

Adventure
Thirteen slides through an indigenous forest gorge above Elgin.
Half a day, about three hours on the cables plus the drive

Scenic
Twenty minutes over the peninsula, or a valley-to-valley transfer.
Twenty minutes to an hour, plus briefing

Adventure
Gansbaai, a surface cage, and no diving qualification needed.
A morning, roughly five hours on the water and back

Planning ·
High summer is not the best month here, and winter is a great deal better than its reputation. A month-by-month guide to the Cape, with the trade-offs stated plainly.

Planning ·
Almost every visitor drives the Cape Peninsula the same way round, at the same time, and meets every coach in the Western Cape at Cape Point. There is no reason to, and the day is transformed by running it backwards.
Almost every trip we run began as one of these and ended up somewhere else. Tell us roughly what you have in mind and we will redraw it around you. Six questions, about three minutes.
We reply to every enquiry within one working day.