
moderate
2 days
Suitable for travelers in average shape—short hikes, stairs and some uneven terrain; no technical fitness required.
In 48 hours this private tour stitches together Cape Town’s dramatic extremes: wind-swept Cape Point and the panoramic heights of Table Mountain, then the cultivated calm of Stellenbosch’s wineries. It’s a flexible, small-group way to sample coastline, wildlife, history and South African wine.
On the first morning the group slips out of Cape Town before the city fully wakes—coastal light already stitching silver across the Atlantic. The van hums south along the Sea Point promenade, past Clifton’s white-sanded coves where early surfers paddle into the swell. By midday you’re skirting the rock ribs of Chapman’s Peak Drive; the road leans into the ocean and the mountains seem to dare the sea to do better.

Coastal winds and mountain tops can differ by 15°C—bring a windproof jacket and a warm mid-layer for the cable car and Cape Point cliffs.
Sections at Cape Point and shoreline paths around Boulders are uneven and rocky—closed-toe shoes with grip are best.
If Table Mountain is a priority, take the first cable car to avoid afternoon winds and crowds.
At Boulders Beach and seal viewing spots keep distance, use designated boardwalks and don’t feed animals.
The Cape Peninsula has layered history—from indigenous Khoisan land to Dutch East India Company supply stations; Stellenbosch is among South Africa’s oldest wine regions, established in the late 17th century.
Fynbos is a globally rare vegetation type—stay on trails to protect fragile plants; local groups work to remove invasive species and protect the African penguin colonies.
Protects against strong Cape gusts on the peninsula and at the Table Mountain summit.
Required for rocky paths, ferry harbors and the short Cape Point hike.
Carry snacks, water and a spare layer for the two-day itinerary.
Useful for capturing penguins, seals and sweeping mountain-to-sea panoramas.