Our cycling holidays are self-guided

We arrange for the transportation of your luggage, route notes and arrange accommodation that offer the best service to our cyclists. It allows you to ride in your own way, at your own pace to relax, explore and remember. To find out more about us and what you can expect on one of our carefree, luxury cycling tours in South Africa, go to How our cycling holidays work

Destinations of cycling tours South Africa

Our self-guided cycling holidays are near Cape Town

Cape Peninsula Cycling

Cape Peninsula Cycling is a 4 day self-guided cycling holiday offered by Trails and Travel. It is an opportunity to discover the most popular tourist destination in South Africa. Cape Town has been named as number one on the prestigious New York Times’ 52 Places to go in 2014 list. In Nov 2019 Cape Town was voted The Best City in the World by readers of the Daily Telegraph in London. This was the seventh consecutive victory for Cape Town.

Cape Winelands Cycling

This is an opportunity to experience the Cape's finest wines while discovering the natural beauty of the Cape Winelands, its countryside, esteemed wine estates and historic towns. The tour offers an opportunity to experience the splendour of distinctive and spectacular countryside in and around Franschhoek, Stellenbosch and Somerset West first-hand, and in depth - covering a distance of some 160 km over 5 days.You will be able to sample renowned wines straight from the cellar and dine in some world class restaurants. Together with excellent accommodation, it will make this a trip to remember.

Hermanus Cycling

Hermanus is famous for its champagne air, long stretches of beach, mild climate, rich floral kingdom and the best shore-based whale -watching destination in the world. It is also described as the Riviera of the South. You will have stunning views of Hermanus, the Fernkloof Mountains and Walker Bay, explore the beautiful coastline and cycle through the Hemel-en-Aarde Valley, with wine tasting opportunities at six estates. The cycling holiday is over 4 days (3 nights).

Southernmost Cycling

The Southernmost cycling holiday is a self guided 7 day cycling tour exploring the Agulhas Plain at the southern tip of Africa where the Atlantic and Indian Oceans meet. The route covers interesting villages with friendly, unassuming people, unspoilt nature, unique fynbos and birds, stunning views and an interesting history of shipwrecks, fishermen and Khoikoi beach nomads

Choose your trip and start on any date.
Enquire about Availability 

To ask a question:
Contact us, or
email info@trailsandtravel.co.za

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