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Cape Town Independent Short Break - 5 Days

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Who is this trip for

Age range

5 - 99

Start / End

  • Cape Town
  • Cape Town

Physical rating

2/5

Group size

1 - 6

Meals included

4

Highlights

  • Take a walking tour around Cape Town and learn about the hardships of slavery, colonial life in The Cape and the tragedy of apartheid.
  • Relax in the college town of Stellenbosch with a glass of wine after an illuminating city tour.
  • Take in the beauty of Cape Town's coast while driving along the Cape Peninsula via Cape Point Nature Reserve and the Cape of Good Hope.
  • Visit some of the region's best wine estates and indulge in wine tastings, chocolate pairings and artisanal cheeses.
  • Enjoy a free day in Cape Town to explore places such as Robben Island, Table Mountain and/or the atmosphere of the Victoria and Alfred Waterfront.

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Free Brochure

Uncover insider tips, see a packing list and view a detailed itinerary and accommodation information.

Summary

Walk, munch and sip your way through Cape Town and the Cape Winelands. Boasting the best wines in South Africa, journey along the stunning Cape Peninsula to Stellenbosch and take a step back in history. From colonisation and slavery to the abolishment of the apartheid regime, learn how this nation is overcoming its turbulent past to become the modern and upbeat society it is today.

Itinerary

  • Day 1

    Cape Town

    Sawubona! Welcome to South Africa. When you arrive in Cape Town, you’ll be met by your local operator who’ll transfer you to your hotel. With its stunning coastline, dominating mountain and modern cityscape, Cape Town is one of Africa's most appealing cities. With vineyards on its doorstep, adventure activities around every corner and plenty of restaurants and cafes to while away the time, Cape Town is a very easy city to spend some extra time in. If you arrive early, maybe hop inside the revolving cable car and set off on one of hundreds of hiking trails that criss cross Table Mountain to its summit, stopping off the admire the views of Camps Bay below. You could also visit the Kirstenbosch National Botanical Gardens, Robben Island, and the Cape Point Nature Reserve to admire some local flora and fauna.

  • Day 2

    Cape Town - Walking Tour & Cape Point Peninsula

    Today, you'll drive along the peninsula and see the many natural highlights of the area before retracing 350 years of Cape Town’s history on a two-hour walking tour of the city. Starting on the Atlantic Seaboard, take in natural sights like Maiden's Cove, Sentinel Lookout and the Cape of Good Hope in Table Mountain Nature Reserve. Look out for local wildlife, walk up to the old lighthouse at Cape Point and see the place where the Atlantic and Indian Oceans meet. Carry on to Simonstown, the home of the South African Navy, and to Boulders Beach to see the African penguins. See the prison where Nelson Mandela spent six years of his life then learn about the history of apartheid as you arrive into Cape Town's centre. Gain valuable insight into the effects of racism and discrimination on the lives of modern-day South Africans. See historical sites like the Castle of Good Hope (the oldest existing colonial building in South Africa), significant slavery sites such as the Iziko Slave Lodge Museum, the District Six Museum and the parliament buildings where apartheid laws were made and later repealed. End the day with a photo stop in Bo-Kaap.

  • Day 3

    Cape Town - Winelands

    Spend a full day travelling through Cape Winelands, visiting both old and new estates for a taste of the region’s best wines. You'll start off in the Fairview Estate for a wine and cheese tasting. On the slopes of the Paarl Mountain, this working farm is world-renowned for its wines, artisanal cheeses and the iconic goat tower. After, visit the Groot Drakenstein prison where Nelson Mandela was released in February 1990. Then, it's into the hills to Franschhoek. The view of the valley from here is lined with rows of manicured vineyards. Soak up the scenery and enjoy a glass of the region's finest from Rickety Bridge in the La Cabriere Estate. You can take the chance to lunch at the estate’s gourmet restaurant or visit one of the village’s many cafés instead. This afternoon you'll visit the college town of Stellenbosch to wander the boulevards and town centre before heading to your final activity – a cellar tour at Hidden Valley Estate, which sits on the slopes of the Helderberg Mountain. You'll indulge in a chocolate and wine pairing tasting experience to elevate your time here. Later, return to the city for a free evening.

  • Day 4

    Cape Town

    Today you have free time to discover everything that Cape Town has to offer. You can admire the view from the top of Table Mountain, go hiking if you're craving something more active or head off to Robben Island, where Nelson Mandela and other political prisoners were imprisoned. Maybe take in the atmosphere of the Victoria and Alfred Waterfront, wine and dine your way through the city or take a hop-on-hop-off sightseeing tour around the city. Tonight, why not unwind with a group dinner and another few glasses of the region’s best vino.

  • Day 5

    Cape Town

    Your adventure comes to an end today. There are no activities planned for the final day and you can depart the accommodation at any time after check out. Additional accommodation can be booked if you’d like to extend your time in Cape Town, just speak to your booking agent ahead of time.

itinerary map

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  • Full detailed itinerary
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What's Included

  • Accommodation

    Hotel (4 nights)

  • Meals

    Breakfasts: 4, Lunches: 0, Dinners: 0

    Vegetarian options are available on all meals throughout the adventure.

    Vegetarian options available

  • Local Guide

    Guided

    This adventure is led by a local guide throughout. The main language of this adventure is English. Please contact us for other languages available.

  • Wifi

    Wifi is available during the adventure. In some areas and / or accommodation / transport Wifi may be free.

Dates & Prices

  • Dec 2025

    from £786
  • Jan 2026

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  • Feb 2026

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  • Mar 2026

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  • Apr 2026

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  • May 2026

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  • Sep 2026

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  • Nov 2026

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  • Dec 2026

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  • Jan 2027

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Customer reviews & ratings

(3.5 out of 5)
Based on 8 reviews
  • It’s not worth the cost. It’s 2 days, not 5. You’re on your own for 3 days. It’d be better to book a hotel room and take day tours. I decided to arrive a day early. Intrepid billed me $260 for the extra night. I booked it directly for only $116.

    Edward Jan, 2025 Verified
  • Our guide Ed was lovely and very knowledgeable, the tour was an enjoyable day learning more about Cape Town and the surrounding areas history. We stopped at a lovely place in Simons Town for lunch and will be dreaming about the prawn sauce for a long time! The hotel was really nice, with very welcoming staff and views of Table Mountain from the pool and bar. The breakfast was yummy with a range of options. The wine tour was a great day, although there was a large amount of driving to and from the region and in-between each vineyard. The first vineyard was a brilliant experience, such a lovely setting, and the last vineyard with gorgeous views of the valley from the balcony. However the second vineyard was really disappointing. There was no service and we just got handed a price list for shipping wine. The hotel was situated just off Kloof street where all the restaurants and bars are located - definitely recommend the Fat Cactus! We had plenty of time to explore and do our own thing whilst there as well.

    Amber Jan, 2025 Verified

Essential trip information

Our Important Notes and Packing List cover all essentials, from necessary equipment to inclusions, ensuring you're fully equipped and informed for this extraordinary adventure and more.

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