Tour overview

This 5-day short break shows you Cape Town and the Cape Winelands in a small group of no more than six, combining spectacular coastline and wildlife with the city's history and some of the world's most beautiful vineyards. Children aged five and over are welcome, so it suits families as well as couples and friends. You stay four nights in a hotel in Cape Town, with breakfast daily, and an arrival transfer from the airport is included. Tours are by van with a local guide, leaving a full day free to explore at your own pace.

Cape Town is one of Africa's most appealing cities, set between Table Mountain and the ocean. Your first full day follows the Atlantic seaboard past Maiden's Cove to the Cape of Good Hope and Cape Point, where you can walk up to the old lighthouse to see where two oceans meet. In Simon's Town, home of the South African Navy, you visit Boulders Beach to watch African penguins. Back in the city, a two-hour walking tour traces 350 years of history, from the Castle of Good Hope and the Slave Lodge to the District Six Museum and the parliament where apartheid laws were made and later repealed, ending with the colourful houses of Bo-Kaap.

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The next day is spent in the Cape Winelands. You begin at the Fairview estate on the slopes of Paarl Mountain, famous for its wines, artisan cheeses and goat tower, then visit the Groot Drakenstein prison, from which Nelson Mandela walked free in 1990. In the valley of Franschhoek you taste wine among manicured vineyards, and after time in the university town of Stellenbosch, a cellar tour at Hidden Valley Estate ends with a chocolate and wine pairing.

Your final full day is free. You might ride the cable car up Table Mountain or hike one of its trails, take the ferry to Robben Island, where Mandela was imprisoned, explore the V&A Waterfront or stroll in the Kirstenbosch Botanical Gardens, before a last dinner with your group.

The physical rating is low. This break suits travellers short on time who want a taste of Cape Town, its coast and its wine.

Trip highlights

  • Cape Point and the Cape of Good Hope (Day 2)
  • Penguins at Boulders Beach (Day 2)
  • A historic walking tour and Bo-Kaap (Day 2)
  • A wine and cheese tasting at Fairview (Day 3)
  • Franschhoek and Stellenbosch (Day 3)
  • A free day for Table Mountain (Day 4)

Your route

7 stops from Cape Town to Robben Island

5-day route: Cape Town – Cape Point – Boulders Beach – Paarl – Franschhoek – Stellenbosch – Cape Town
  1. Cape Town Days 1–5
  2. Cape Point Day 2
  3. Boulders Beach Day 2
  4. Paarl Day 3
  5. Franschhoek Day 3
  6. Stellenbosch Day 3
  7. Robben Island Day 4

Why choose this tour

Cape Town's highlights and the winelands in a short break. A tiny group of no more than six.

Best suited to

  • Travellers short on time
  • Wine and food lovers
  • Families with children aged 5 and over
  • Couples and friends
Cape Town beneath Table Mountain, South Africa

Day-by-day itinerary

5 days from Cape Town, South Africa to Cape Town, South Africa

  1. Day 1 · Cape Town Cape Town

    A transfer to your hotel.

    Hotel
    Hotel
  2. Day 2 · Cape Point, Boulders Beach, Bo-Kaap Cape Peninsula

    The peninsula, penguins and a history walk.

    Hotel
    Hotel
    Meals
    Breakfast
  3. Day 3 · Paarl, Franschhoek, Stellenbosch Cape Winelands

    Tastings and a chocolate pairing.

    Hotel
    Hotel
    Meals
    Breakfast
  4. Day 4 · Table Mountain, V&A Waterfront Cape Town

    A free day.

    Hotel
    Hotel
    Meals
    Breakfast
  5. Day 5 · Cape Town Trip ends

    Depart at any time.

    Meals
    Breakfast
Pink and yellow houses in Bo-Kaap, Cape Town

Where you stay

  • Cape Town (4 nights) Hotel

Hotel names are indicative and may be replaced with a property of similar standard and location.

What's included

Included

  • Accommodation 4 nights in a Cape Town hotel
  • Meals 4 breakfasts
  • Arrival airport transfer
  • Cape Peninsula tour with Boulders Beach
  • Historic Cape Town walking tour
  • Full-day winelands tour with tastings
  • Local guide on tours

Not included

  • Flights
  • Departure transfer
  • Meals not included 3 lunches and 4 dinners
  • Optional activities, tips, travel insurance and personal spending
African penguins on Boulders Beach

This trip might not be for you if…

Honest disclaimer — please read

  • You want a safari
  • You want most meals included
  • You want a longer holiday
  • You want flights included — they are not

Good to know

Meals by day Breakfast: Days 2–5 · Lunch: none included · Dinner: none included
FCDO advice UK FCDO travel advice for South Africa
The cliffs and lighthouse of Cape Point

In pictures

Departures & prices

From £743 per person, twin share, tour only. 804 upcoming departures.

Frequently asked questions

How do I book this tour?

Tap any "Enquire" button on the page and one of our travel specialists will be in touch within 24 hours (often same day). We'll confirm availability on your preferred date, run through anything you need to know, and only ask for the deposit once you've decided.

What financial protection do I get?

Every Travelisto booking is 100% financially protected. Your money is held in a ring-fenced Trust account until you return from your trip, and we are members of the Protected Trust Services scheme (PTS 6035). Most tours also include ATOL protection where flights are part of the package.

Is it suitable for children?

Yes, children aged 5 and over are welcome.

Is an airport transfer included?

Yes, on arrival. Send your flight details at least 15 days before travel.

Is Table Mountain included?

No, the cable car is optional on your free day.

Do I need a visa?

UK visitors don't need a visa for short stays in South Africa.

Can I extend my stay?

Yes, extra nights can be added before or after the tour.

How many people travel together?

No more than six travellers.

Can you tailor the trip?

Yes — every escorted tour can be modified into a private tailor-made version with your own dates, adjusted pace, upgraded hotels and add-on extensions. Tell us what you'd like changed when you enquire and we'll quote it both ways so you can compare.

What if my flight is delayed or cancelled?

If your international flight is part of your booking through us, we re-book at no cost. If you've booked flights separately, the tour's local team holds your transfer slot until you arrive. We strongly recommend a comprehensive travel insurance policy that includes delay and cancellation cover.

ATOL protected 100% financially protected in a Trust bank account PTS 6035 4.7 on Trustpilot
Tailor-made option

Not quite the right fit? Make it tailor-made.

If this group tour doesn't match your ideal trip, our specialists will turn it into a private tailor-made journey — your own dates, your own pace, upgraded hotels where you want them, and the parts you don't love swapped out. Same destinations, just rebuilt around you.

Contact us for a tailor-made version of this itinerary

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