Ocean on one side, mountains on the other, and some of the most beautiful road on earth threaded between them. Our guided cycling tours run a week out of the Mother City, taking in the passes, the coastline and the winelands, with a great meal and a still bed waiting at the end of every day. Small groups, local guides, and bikes fitted to you.
Cape Town gives you range most places cannot. You climb Table Mountain flanks in the morning, trace the Atlantic on Chapman's Peak by midday, and finish with a glass of something local in the oldest winelands in the country. The riding is serious when you want it and gentle when you don't, and the scenery never lets up.
Settle in, fit the bikes, and spin an easy loop around Signal Hill and the harbour to shake off the travel. An early evening briefing over dinner sets up the week.
Up and over Kloof Nek, then south along the Atlantic seaboard through Camps Bay and Llandudno into Hout Bay. The warm up that happens to be world famous.
The signature day. Chapman's Peak Drive carved into the cliff, then on to the Cape of Good Hope and the long quiet run back up the False Bay coast.
East to Constantia and beyond, trading coast for vineyards. Rolling farm roads, oak lined lanes, and a long lunch earned properly.
The big mountain day. Franschhoek and the surrounding passes deliver the sort of climbing you came for, with the reward of the view from the top.
A final relaxed ride back toward the city, ending where it started. Bikes cleaned, stories told, dinner to close the week.
Placeholder tiles · licensed or own photography drops straight in
October through April is the Cape summer and the most reliable riding weather. February to April is the sweet spot: the south-easter that blows hard in December and January has usually eased, the days are long, and the roads are quieter than over the festive season. Winter riding is possible between May and September but you should expect cold fronts and wet days.
It is built around your group. The week as we run it covers roughly 450km with about 7,500m of climbing over six riding days, which suits a rider who is comfortable with back-to-back days in the saddle. Every day can be shortened, and the support vehicle is there for anyone who wants a lift over a climb rather than a long walk. If you would rather ride an e-bike, that changes the maths entirely.
No. We run a fleet of Specialized road, gravel and e-bikes, fitted to you and delivered to your door or your tour start. Plenty of riders prefer to bring their own, and that is fine too — we will help with transfers and have tools and spares on hand.
Guiding, a support vehicle, accommodation, and the meals that go with the riding. Flights and personal insurance are not included. Because every journey is shaped around the group, tell us who is coming and when, and we will put the detail in writing before anything is booked.
Yes. Chapman’s Peak Drive is open to cyclists and it is the signature stretch of the Peninsula — nine kilometres of toll road carved into the cliff face above Hout Bay. It closes occasionally for weather, rockfall or maintenance, so we check the status before the day and route around it if we have to.
Small. The whole point is that the week bends around the people on it, which stops being true once a group gets large. If you are a private group, the tour is yours alone.
No. The riding is serious when you want it and gentle when you don’t. Most of our riders are people who ride regularly at home and want a week of good roads without organising any of it themselves.