Cycling Adventures in South Africa

Cycling holidays allow you to reach places and see sights that ordinarily would be out of reach. When you jump on a bike, there is virtually nowhere out of reach. You can make it deep into the countryside to discover unique rural experiences, you can navigate the narrow tracks or alleyways that big tour buses can’t, and you can achieve the childish sense of joy that comes from discovering new sights at every bend as the wind rushes through your hair.

In South Africa, a cycling holiday isn’t just about vineyards and flat-topped mountains (even if there are plenty about), it’s about getting right off the beaten track and discovering local wineries in the Cape Winelands, about stumbling upon incredible mountain roads that run high above the dramatic Atlantic Ocean.

There are few feelings as rewarding as getting back from a long day out in the Cape Town countryside, enjoying the sweeping country roads and the beautiful hillsides, before sitting back in an atmospheric wine bar or a buzzing pub with a glass of red straight from the mountainous region.

A cycling holiday in South Africa with Not In The Guidebooks takes you directly to these authentic experiences thanks to your local guide. All our guides and hosts are passionate about showing off the best, non-touristy parts of their home, they want to show you the best trails and the best roads to cycle on, and the unique, local things to do at the end of them.

Forget planning routes and worrying that you’re missing out on the best sights and things to do, you can simply relax as you freewheel through the stunning scenery.

Where to experience cycling holidays in South Africa

Head to the stunning city of Cape Town, dramatically set between the crashing waves and rocky shores of the Atlantic and the mist-covered, flat-topped mountains at its back. Explore the famous Cape Winelands and discover authentic, traditionally run wineries all over the rugged inland region, or set out for the coast and discover magical coastal roads that provide one stunning panorama after another.

Wherever you go for a cycling holiday in South Africa, you can be sure that you’ll create memories of unique experiences that last a lifetime.

Who are our South African cycling holiday guests?

People who haven’t ridden a bike since they were 12, those looking for offbeat trails and long days in the saddle, or those just looking to experience a place in a more unique way, everyone is welcome on our cycling holidays in South Africa.

Your guides will be experts in judging the length and difficulty of each ride, and make sure that they take you to the very best places along safe routes, so that you can simply relax and drink in the scenery, and enjoy the sensation of sweeping through the South African countryside.

All you need to bring is energy, a sense of curiosity and a thirst to discover something new. Sound like you?

Why choose Not In The Guidebooks?

We’re passionate about helping people find the most amazing experiences on their travels, through meeting local people, exploring new places, and discovering alternative activities that make holidays special. We do this by carefully selecting partners in countries around the world who are experts in their local area, sourcing interesting people who can guide you through immersive experiences.

We’ve got local partners all across South Africa, from the dusty savanna of the Kruger National Park, all the way to the wild coastlines and stunning scenery of Cape Town. Choosing a Not In The Guide Books holiday in South Africa means you don’t have to choose between a beach holiday or an activity-filled break, you can get the best of both worlds with a unique trip.