Cape Town and the Winelands Cycle Tour

Starts: Stellenbosch, South Africa
Finishes: Cape Town, South Africa

Visit: Stellenbosch, Ceres, Barrydale, Hermanus, Simon's Town, Weltevreder, Cape Town

Tour Type: Small Group

Accommodation: Moderate

Activity: Road Cycling


This relatively leisurely-paced cycling holiday in southern South Africa is focused on Cape Town and the Western Cape Province. This part of South Africa is recognised to be amongst the most spectacularly beautiful corners of the planet and this 2-week tour will allow you to make the most of it. We start out in the Winelands around Stellenbosch, where we have the chance to sample some of the local produce, before setting off on our bespoke circuit ride.

Generally following backroads, our loop takes us across well-known passes such as Baines Kloof, Rooihoogte and Tradouws. Mostly constructed in the 19th century, these were originally dirt roads which now present low angle climbs on good quality tarmac. Throughout the ride we will experience an ever-changing tapestry of fertile farmland, rugged valleys and gorges, the semi-arid scrubland of the Karoo, then a mix of dramatic coastal scenery as we journey from Hermanus to the Cape Peninsula. On our final ride, we follow the second part of the famous, annual Cape Argus route along the Atlantic shore to Cape Town. There are 8 days of cycling with an average of around 5 hours in the saddle on each of these days and we have broken the trip up with a free day in Hermanus (whale watching options) and finish off with a second free day in Cape Town, with the option to take the cable car (or hike) to the top of Table Mountain. Fully guided and vehicle supported, this tour on 2 wheels will provide a great insight into the history, culture, wildlife and landscape of the Western Cape.


    • Ride classic Winelands passes on this South African cycling holiday
    • Free day at Hermanus with optional whale watching
    • Stellenbosch wine tasting, Cape Peninsula and the Boulders penguin colony
    • Final day ride follows a part of the annual Cape Argus race route

Trip Details

The Trip

Product Code: 166939
Tour Type: Small Group
Accommodation: Moderate
Transport: Private##Private
Guide Language: Engligh

Starts: Stellenbosch, South Africa
Finishes: Cape Town, South Africa
Duration: 12 days
Physical rating: Basic


  • A locally based English speaking bike guide
  • Single timed airport transfers as described
  • All land transport involved in the itinerary
  • One support vehicle and driver
  • All accommodation as described
  • Meals as per the meal plan
  • Local bike hire



Price person (sharing double) $2,770 ($231/day)


$300 per person for bookings made 56 days or more prior to departure

Full Amount for bookings made less than 56 days prior to departure

Cancellation: Strict

Trip Notes

Price does not include airfare (to the Trip start & from the end location)

Trip Price generally includes accommodation, transport/transfer, activities, services of a professional guide & more. (Please refer to the include/excludes section for details)

Tour packages spare you the hassles of trip planning, a la carte booking, organizing and managing the logistics at a foreign location.


Personalize itinerary with your departure date

South Africa Cape Town, Stellenbosch, Baines Kloof Pass, Ceres, Rooihoogte, Burgers, Montagu, Barrydale, Tradouws Pass, Langeberg Mountains, Nuy Valley, Villiers, Threewaterskloof Reservoir, Hermanus, Whale Route, Gordons Bay, Simon's Town, Cape Peninsula, Cape Of Good Hope, Boulders Penguin Colony
Road Cycling



Overall Rating











WOW!!! Our guide Jean-Paul and driver Sifiso where just amazing, these are the people that make the holiday fabulous. Each day was just wow. The scenery is like nothing I have ever seen before. Be prepared for hills and head winds. I was very nervous about cycling in South Africa, I shouldn't have been, the locals of the Western Cape are some of the friendliest people I have now had the privilege in meeting. Still nervous about the baboons though ? They're fine if you ignore them and keep cycling. The guest houses and hosts were just amazing. Routes are spectacular, plenty of stopping points along the way so for anyone who is nervous about being left behind please don't be. I am a 51 year old female and really beat myself up before the holiday that I wouldn't be able to keep up and the group would always be waiting on me. What a waste of energy that was as the group was all about the same fitness level. Even if we hadn't of been the days are so well organised that your not on your own for long. KE Adventure I have got to say this is one of the best holidays I have ever been on and I've been on quite a few. From booking to coming home I don't have one complaint. You should be so proud of all your staff UK and S.A. Thank you for the most amazing memorable holiday.

Tour Operator

KE Adventure Travel

KE is your number one choice for classic treks such as Everest Basecamp in Nepal, Mount Kilimanjaro in Tanzania, Mount Toubkal in Morocco or the Tour du Mont Blanc in the European Alps. Our record is also second-to-none on climbing expeditions to peaks as diverse as Mera Peak in Nepal, Mount Khuiten in Mongolia and Monte Rosa in Switzerland

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