Cycling the Cape & Winelands

  • Best price guaranteed
  • No booking fees
4.5 Based on 17 Reviews
  • COVID-19protected
  • Bicycle tour
  • Food tour
See Itinerary
  • duration 12 days
  • tour type Group
  • age requirement 16+ yrs
  • max group size 14
  • guiding method Live Guide/Instructor
  • Starts Cape Town, South Africa
  • Ends Cape Town, South Africa
HIGHLIGHTS Download trip notes
  • Discover Cape Town and Table Mountain
  • Try regional produce from the vineyards of Stellenbosch and Franschhoek 
  • Visit Cape Algulhas the southernmost point of Africa
The tour Cycling The Cape & Winelands starts and ends in Cape Town. It is a bicycle trip that takes 12 days taking you through Stellenbosch, Gordons Bay, Bontebok National Park and 5 other destinations in South Africa. Cycling The Cape & Winelands is a guided small group tour that includes accommodation, meals and others.

Renowned as one of the most beautiful places on Earth, Cape Town and its surroundings provide a stunning backdrop for this tour. Our unique circular route allows us to take in the fantastic sights the Cape Peninsula has to offer. In addition to Table Mountain and the chance to sample the famous wine from the estates of Stellenbosch, the wild coastline and rugged interior provide classic riding on peaceful roads with little traffic. The stunning scenery, a rich cultural history, unique flora, and unusual wildlife encounters make this a fantastic destination to discover on two wheels.
4.5 - Excellent
Based on 17 reviews
South Africa Cape and winelands
5 - Excellent
“Excellent trip; great guides who went out of their way to keep whole company happy. Awesome scenery along the route, good food and wine.”
Cycling the Cape and Winelands
5 - Excellent
“A breathtaking tour of the Western Cape with a drink (or two) thrown in.”
It's only when you look back.....
5 - Excellent
“Its only when you look back that you realize that, the scenery really was that stunning, the mountains really had that grandeur, the group really was that friendly. I loved every day of the tour, from the beautiful little towns of Stellenbosch and Franceshoek, to the beautiful Cape Agulhas, to the breathtaking Chapmans Peak Drive. Wine tasting, experiencing local foods and all of it with the stunning backdrop of mountains and the beautiful fields of vines. Our guides, Roger and Siintje worked relentlessly to ensure our enjoyment and wellbeing.”
Cycling the Cape Winelands
4 - Very Good
“An all round excellent trip. If taking your own bikes take a road bke. It is definitely Not for mountain bikes. We took our folding mountain bikes which we have used on previous trips but even with semi slicks could have done with 700c wheels and 21mm slick tyres. The wind and heat over the central sections was killing. Having to actually pedal downhill to keep going at times. The highlights were Franchoek and Stellenbosch with the wine tasting, Franchhoek pass and Troudapas, the whale coast from Simonstown to Gordon's bay ( a long day at 90km with an absolute killer of a hill to start after breakfast, most of us made it up), Chapmans peak down to Hout Bay. Recommend to anyone but be reasonably fit before you go. You will be a lot fitter at the end.”
  • Day 1: Start Cape Town; free day to explore.
  • Day 2: Ride over Hellshoogte, passing vineyards; to Rosenview.
  • Day 3: Ride the Franschhoek Pass.
  • Day 4: Ride through the semi-arid desert of Great Karoo.
  • Day 5: Ride through the Langeberge Mountains to Bontebok N.P.
  • Day 6: Ride and transfer to Cape Agulhas N.P., Africa's southernmost point.
  • Day 7: Cycle towards Hermanus; sample local beer at Birkenhead.
  • Day 8: Free day to relax in Hermanus.
  • Day 9: Ride the Whale Coast to Gordon's Bay.
  • Day 10: Stunning Cape Peninsula ride; visit penguin colony.
  • Day 11: Cycle to Cape Town via Chapman's Peak, Hout Bay and Camps Bay.
  • Day 12: Optional morning visit to Robben Island; end Cape Town.
  • All accommodation 
  • All breakfasts
  • 9 days cycling with full vehicle support
  • All transport and listed activities
  • (if booking incl. flights)
  • 95% tarmac, 5% hard pack dirt roads 
  • Group normally 4 to 14, plus leader. Min age 16 yrs
  • 7 nights guest houses and 4 nights lodges, all en suite  
  • Tour leader throughout
  • Local bike hire
  • Any international flights to/from Cape Town are not included in this price. We always recommend that you arrive 1 day prior to your tour starting date.
  • Travel insurance is not included in this Cycling the Cape & Winelands tour. Travel insurance is mandatory to buy. We recommend purchasing it from World Nomads.
Why Book with Bookmundi
What are customers saying about Bookmundi
4.71 Average 329 Reviews
GOOD TO KNOW Download trip notes

No additional cancellation fees apply for this Cycling the Cape & Winelands tour. You can cancel the tour up to 62 days prior departure and avoid paying the full amount, but your deposit paid is non-refundable. No refund applies for cancellations within 61 days of departure.


For any tour departures within 11 June 2021, full payment is required. For tours that depart later than 11 June 2021, a deposit of 10% is required to confirm this tour, and the remaining balance will be charged 61 days before trip departure.

Travel Insurance

Cycling the Cape & Winelands tour requires that you have adequate and valid travel insurance covering medical and personal accidents, including repatriation costs and emergency evacuation. We recommend using World Nomads' travel insurance.


For this Cycling the Cape & Winelands tour getting the required visa(s) is the responsibility for each individual traveller, as visa requirements vary depending on your nationality. We recommend to check with your local embassies representing the countries that you are travelling to, as part of this itinerary.

COVID-19 Safety Measures

This trip incorporates the following COVID-19 measures:

  • This tour has received the World Travel and Tourism Council’s ‘Safe Travels’ stamp, which provides travellers with assurance that COVID-19 health and hygiene protocols have been adhered to.
  • An average group size of maximum 10 people have been implemented on this tour to protect against COVID-19. Local authority requirements will furthermore be followed.
  • Wearing a mask, hand washing and sanitizing has been implemented on this package tour. Frequently touched surfaces are regularly disinfected. Hygiene safety measures and distancing will furthermore be followed in transportation, accommodation and meal venues.
  • Several COVID-19 distancing measures have been adopted on this package tour to keep travellers safe.
If you have any question about this tour or need help with planning a trip, please do not hesitate to get in touch with us. We're ready to help.
Welcome back!

Looks like you last logged in with Facebook.