
Table Mountain and Winelands
Coastal living, local wine, and quiet luxury
This 10-day trip takes you through Cape Town, the Winelands, and everything in between. Stay near the beach or in the vineyards, visit the penguins in Simonstown, take the red bus through the city, ride the cable car up Table Mountain, and enjoy tastings in Stellenbosch and Paarl. It’s a relaxed, full-bodied South African experience, with your own local host and no rushed schedules.
Trip Highlights
Boulders Beach Penguins
A visit to Simon’s Town wouldn’t be complete without walking alongside the quirky African penguins that call this sheltered beach home.
Babylonstoren & Wineries
Indulge in wine tastings, local chocolate, craft beer, and small-batch gin at our favourite family-owned estates in the Cape Winelands.
Cape Peninsula Drive
Take in the dramatic coastline of Chapman’s Peak, stop at Hout Bay, and enjoy one of the most scenic drives in the world. All with a trip host who knows the best hidden viewpoints.
Included in this trip
We meet you on arrival
Private transport with a trusted local trip host
Accommodation
(twin/double rooms)
Fresh daily South African-style breakfasts
Two hosted dinners with local wine pairings
Wine tasting tours of the local region
Support from our family team on the ground in South Africa
Day trips and entrance fees to selected sites
Beaches & Penguins
Optional Extras
Looking to make your Cape Town adventure even more extraordinary? You may choose to personalise your trip with a selection of carefully curated optional experiences:
In Cape Town
Visit the historic Robben Island, a powerful symbol of South Africa’s past and resilience
and/or
Enjoy an authentic Cape Malay cooking experience at the renowned Faeeza’s Home Kitchen in the colourful Bo-Kaap district
✈️ Note: Flights not included.
We can assist with recommendations, help with planning if needed or book your flights for you at a 15% service fee.
Click Here









