Outbound Collective logo

Cycling The Cape & Winelands

South Africa

Starting From


Book Now

Book this tour through our partner: Exodus Travels

Cycle through vineyards, over mountain passes and along South Africa's coastline.


Start Cape Town; free day to explore.

Ride over Hellshoogte, passing vineyards; to Rosenview.

Ride the Franschhoek Pass.

Ride through the semi-arid desert of Great Karoo.

Ride through the Langeberge Mountains to Bontebok N.P.

Ride and transfer to Cape Agulhas N.P., Africa's southernmost point.

Cycle towards Hermanus; sample local beer at Birkenhead.

Free day to relax in Hermanus.

Ride the Whale Coast to Gordon's Bay.

Stunning Cape Peninsula ride; visit penguin colony.

Cycle to Cape Town via Chapman's Peak, Hout Bay and Camps Bay.

Optional morning visit to Robben Island; end Cape Town.

Additional Information

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.

Cycling The Cape & Winelands Reviews

Have you done this tour? Be the first to leave a review!

Starting From


Book Now



12 Days


South Africa

Group Size


Add your business today to reach The Outbound's audience of adventurous travelers.