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Five Days in Cape Town: Peninsula, Winelands & City
FromR16 830per person based on 2 peopleGroup pricing available
Enquire now- Duration
- 5 days / 4 nights
- Destination
- Cape Peninsula, Cape Town, Cape Winelands, South Africa
- Meals
- Bed & Breakfast
- Getting there
- Own travel arrangements
- Travel
- 1 Oct 2026 to 30 Nov 2026
Overview
The Cape's greatest hits, properly guided
Cape Town packs mountains, two oceans, vineyards and four centuries of history into a remarkably small area. The trick is seeing it without spending your holiday in traffic or queues, and that is what this five-day programme is built to do.
Three big days out
One day follows the Cape Peninsula to Cape Point, the penguins at Boulders Beach and Simon's Town, with a seafood lunch on the way. Another heads into the Winelands, through Paarl, Franschhoek and Stellenbosch, with two tastings and lunch. The third takes you up Table Mountain, weather permitting, and through the Bo-Kaap, District Six and the old heart of the city.
Looked after throughout
An English-speaking driver-guide and an air-conditioned vehicle are with you from arrival to departure, and you stay four nights at Hotel Sky or similar with breakfast each morning.
Highlights
- Cape PeninsulaCape Point, Boulders Beach, Simon’s Town and Camps Bay.
- Cape WinelandsPaarl, Franschhoek and Stellenbosch, with two tastings and lunch.
- Table MountainUp by cableway, weather permitting.
- Guided throughoutAn English-speaking driver-guide every day.
Itinerary
Day by day
Day 1Welcome to Cape Town
Your English-speaking driver-guide meets you at Cape Town International Airport and takes you to your hotel. The afternoon is free.
OvernightHotel Sky or similar
Day 2Cape Peninsula
A full day along the Peninsula, with lunch at a seafood restaurant on the way. Highlights include:
- Boulders Beach
- Cape Point
- Camps Bay
- Simon's Town
- Chapman's Peak, if the road is open
OvernightHotel Sky or similar
Day 3Cape Winelands
A full guided day in the Winelands, with two wine tastings and lunch included. Visit:
- Paarl
- Franschhoek
- Stellenbosch
OvernightHotel Sky or similar
Day 4Table Mountain and the city
After breakfast, Table Mountain and a Cape Town city tour. Highlights include:
- The Table Mountain Aerial Cableway, if open and weather permitting
- A walk through the Bo-Kaap
- The District Six Museum
- The Company's Garden and the Houses of Parliament
- The Grand Parade and the Castle of Good Hope
OvernightHotel Sky or similar
Day 5Departure
Your driver-guide takes you to Cape Town International Airport for your onward flight, which is not included.
What’s included
What your holiday includes
- 5 days / 4 nightsStandard Room
- Entrance fees
- Wine tasting
- Airport transfers
- Guided touring
The full list
- 4 nights at Hotel Sky or similar, in a Standard Room
- Breakfast daily
- Arrival and departure transfers at Cape Town International Airport
- Full-day Cape Peninsula tour, with entrance fees as listed: Chapman’s Peak, Simon’s Town and Cape Point
- Seafood lunch on the Peninsula tour
- Full-day guided Cape Winelands tour
- Two wine tastings
- Lunch on the Winelands tour
- Table Mountain Cableway ticket
- Air-conditioned vehicle throughout
- English-speaking driver-guide from day 1 to day 5
Rates
Priced by group size
| Group size | Price per person |
|---|---|
| 2 to 9 people | R16 830 |
| 10 or more people | R13 495 |
Prices are per person, in rand, and depend on how many people travel together.
Good to know
The small print, in plain English
What’s not included
- International and domestic flights
- Visas
- Travel insurance
- Gratuities and porterage
- Laundry, telephone calls and room service
- Entrance fees not listed as included
- Anything not listed as included
Important notes
Prices are per person sharing. The rate for 2 to 9 people needs at least two travellers; a lower rate applies to groups of 10 or more.
Table Mountain depends on the weather and the cableway operating. Chapman's Peak depends on the road being open.
Rates and availability are confirmed when you book.
Rates and booking terms
Prices shown are per person based on 2 people and are a guide: availability and the final price are confirmed in your quote.
This trip is priced in US dollars and shown here in rand, so the final amount depends on the exchange rate when you book.
Our Terms & Conditions apply to every booking.
Let’s shape it around you
Want an extra night, a different hotel or a private guide? Tell us and we will adjust the programme.
Tell us what you have in mind and a travel consultant will come back to you with options and a clear price.
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