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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.

What to expect

What to expect

The Cape has a rhythm of its own. A blend of ocean breeze, rolling vineyards, and streets packed with flavour. Whether it's a walk on the beach, sipping Pinotage, or spotting penguins by the sea, this escape offers a balance of iconic sights and unexpected gems.

This trip starts in Cape Town. From there, we explore at a relaxed pace: city, coast, and wine country. Expect local knowledge, good food, and space to breathe.

This one’s great for couples, small groups, or families who enjoy discovery with comfort.

The Cape has a rhythm of its own. A blend of ocean breeze, rolling vineyards, and streets packed with flavour. Whether it's a walk on the beach, sipping Pinotage, or spotting penguins by the sea, this escape offers a balance of iconic sights and unexpected gems.

This trip starts in Cape Town. From there, we explore at a relaxed pace: city, coast, and wine country. Expect local knowledge, good food, and space to breathe.

This one’s great for couples, small groups, or families who enjoy discovery with comfort.

Trip Highlights

Table Mountain & City Corners

Ride the cable car up Table Mountain for sweeping views, then take time to explore the streets and hidden corners of the city. From Bo-Kaap’s colours to street food with a local twist.

Table Mountain &
City Corners

Ride the cable car up Table Mountain for sweeping views, then take time to explore the streets and hidden corners of the city. From Bo-Kaap’s colours to street food with a local twist.

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

10 days, 9 nights

10 days
(9 nights)

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