14 Day Cape Town and Simon's Town Tour

  • 14 Day Tour
  • South Africa
  • Cape Town is one of the most visited cities across the continent of Africa and it is easy to see why. This trip is really great for those looking for a different type of holiday that encompasses nature, city, adventure, history and beach. The activities we have included in this trip offer the chance to experience a wide range of what Cape Town has to offer. Whether you drink wine or not the Stellenbosch area is a beautiful place to visit for the day. Robben Island is a deeply informative trip about the apartheid in SA that occurred in still recent history, and the full day trip to Agulhas lets you go to the most southern tip of the continent where the Atlantic and Indian Ocean meet. This tour also has a 4 night stay in Simon’s Town which is about an hour from central Cape Town. This offers a much quieter way of life for a few days. Simon’s Town offers a beach, great views, quaint local stores and lovely restaurants. This is also a great place from which to visit Cape Point and the penguins at Boulders Beach.

Tour Details

Tour Includes

  • Dinner Mama Africa
  • Hop-on Hop-off Tour Cape Town
  • Full Day Wine Tour
  • Full Day Cape Point Tour
  • Boulders Beach Visit
  • Robben Island & Kirstenbosch
  • Full Day to Agulhas
  • Airport Transfers
  • All transport in Country

Tour Excludes

  • International Flights
  • Drinks and Meals – unless stated
  • Items of a personal nature
  • Tips


  • 9 Nights Cape Town
  • 4 Nights Simon’s Town

Price Guide

Prices from £1995pp based on 2 sharing in 4* accommodation

Prices from £1595pp based on 2 sharing in 3* accommodation

14 Day Cape Town and Simon's Town Tour


Day 1 - Arrival in Cape Town+

You will be met at Cape Town Airport and transferred to your hotel for 9 nights. On arrival you will be presented with a full detailed timed itinerary of your tour for the week, and you will be given the opportunity to ask any questions you have prior to the start of the tour. You will be given time to settle in for the rest of the day before being picked up in the evening for a meal at the famous Gold Restaurant.

Day 2 - Full Day Wine Tour (B)+

Today you will be picked up by our local guide for a full day private wine tasting tour in Stellenbosch and Franschhoek. You will visit 4 or 5 vineyards and be given the chance to try and purchase a wide range of excellent wines from some of the best wine growing regions in the world. There is a lunch stop (own expense) overlooking the beautiful Franschhoek valley and the day finishes with a wine and cheese pairing.

Day 3 - Day at Leisure in Cape Town (B)+

Perhaps use included hop-on hop-off bus tickets

​Day 4 - Day at Leisure in Cape Town (B)+

Perhaps use included hop-on hop-off bus tickets

Day 5 – Bo-Kaap Tour (B)+

Today you get to visit the colourful houses of Bo-Kaap on a guided walking tour of the area. This area used to be known as the Malay Quarter and is situated at the base of Signal Hill. Bo-Kaap has an interesting history and provides a unique cultural experience, in stunningly bright surroundings.

Day 6 - Robben Island & Kirstenbosch (B)+

This morning you will be picked up by a local driver and taken down to the Clock Tower ready to embark on a tour of the historic Robben Island, where Nelson Mandela was incarcerated for 27 years. There is a ferry ride across to the island, where you will then pick up a bus on arrival for a tour of the island, followed by a tour of the prison by a former inmate. You will then return back by ferry to the clock tower where your driver will be waiting to take you across to Kirstenbosch botanical gardens.

Day 7 - Day at Leisure in Cape Town (B)+

​Day 8 - Trip to Cape Agulhas (B)+

Today is an included trip to Cape Agulhas, which is the southernmost tip of Africa and the place where the Atlantic and Indian Oceans Meet. The tour takes you through stunning mountain scenery, and you will get the opportunity to try and spot the blue crane, the national bird of South Africa. Late lunch (own expense) will be in Hermanus, and if you are there between July and November you may get to see the whales from the shore....

Day 9 - Day at Leisure in Cape Town​ (B)+

Day 10 – Simon’s Town (B)+

Today you will be picked up around 11.30am and transferred to Simon’s Town. The 60 minute drive is very picturesque through the table mountain national park and then out to the coast. The afternoon is yours to spend at leisure.

Day 11 – Day at Leisure Simon’s Town (B)+

Day 12 – Cape Point and Cape of Good Hope (B)+

Today is a full day private tour with a local guide taking in some of the most outstanding scenery around the region. Cape Point is at the tip of the Cape Peninsula and one of the southern most parts of table mountain national park, a declared Natural World Heritage Site. From here you will visit the Cape of Good Hope, a rocky headland on the Atlantic Ocean. 

Day 13 – Boulders Beach (B)+

Today we will arrange a short transfer for you to visit Boulders Beach, the breeding place of the African Penguins and a truly unique sight in the region. It is only a very short ride from Simon’s Town but completely worth it, for the stunning views and great wildlife experience. We can arrange the tour at any time to suit and it will take around 2 hours maximum.

Day 14 – Home (B)+

At a pre-arranged time you will be picked up and transferred to Cape Town Airport for your flight home. 

This tour can be 100% tailored to suit your specific needs please just contact us+

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