Nine days for two couples who ride: the Cape Town Cycle Tour on closed roads round the peninsula, then a cottage on a wine estate in Franschhoek and quiet valley roads between the vineyards.
Getting there
Fly into Cape Town (CPT), about 20 minutes by car from the centre.
Where you're staying
The Cape Heritage Hotel, in a restored 18th-century townhouse on Bree Street, is a short roll from the start line on the Grand Parade.





Photos: capeheritage.co.za
Dinner
FYN, on the fifth floor of an old building on Parliament Street, pairs Japanese technique with South African produce in a room that looks out over the city.




Photos: fynrestaurant.com
Morning
An easy hour on the bikes along the Sea Point promenade to Camps Bay and back, to check the fit and loosen the legs after the flight.
Afternoon
The Table Mountain Aerial Cableway lifts you to the top in five minutes in a car whose floor turns as it climbs, so everyone gets the view.
Photos: Wikimedia Commons (ZS1TP, Entropy1963, Romain Pontida, Mike Peel; CC BY-SA 3.0, Public domain, CC BY-SA 4.0)
The day
Collect your race numbers at the Cycle Tour expo, then a lazy afternoon at the V&A Waterfront and an early pasta dinner on Bree Street.
Flagship day
Day 4
The ride
The Cape Town Cycle Tour is the largest timed cycle race in the world: 109 km on closed roads, starting in waves from the city centre, south along the False Bay coast through Muizenberg and Simon's Town, across the peninsula and home over Chapman's Peak to Green Point.
Photos: Wikimedia Commons (Les Morison, Olga Ernst, Axxter99, JohnPeter64; CC BY-SA 4.0)
The ride that started as a protest
The first Cycle Tour in 1978 had 525 riders and was held to call for proper cycle lanes in Cape Town. It now draws around 30,000.
Getting there
An hour by car to Franschhoek, with the bikes on the roof.
Where you're staying
Rickety Bridge: The Cottage, a two-bedroom house of its own among the vines of a working wine estate, with breakfast in the old homestead.
The day
A local guide leads a loop through the Franschhoek valley and over to the Wemmershoek dam, with a coffee stop and the afternoon free at the pool.
The day
The classic climb of the Winelands: up the Franschhoek Pass to the viewpoint over the valley, down the other side to the dam, and back the same way.
Dinner
The chef's tasting menu at La Petite Colombe, on the Leeu Estates, about 2,495 rand a head.
The day
Over the Helshoogte Pass to Stellenbosch for a tasting, then a long last lunch among the vines.
Getting home
About an hour to the airport for the flight home; the bikes are collected from the cottage.
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