South Africa

Cycle Cape Town and Winelands

It’s a ride through a long and troubled history and into a bright future


12 days

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Wed, Nov 06


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A ride in South Africa is more than a bit of exercise. It’s a ride through a long and troubled history and into a bright future, through the ever-changing terrain of cityscapes, towering mountains, heritage vineyards, nature reserves, and along winding coastal roads that look across fierce cliffs...

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This tour is operated by

Intrepid Travel


Day 1Cape Town
Sawubona! Welcome to South Africa. Your hotel is perfectly located between Signal Hill and the majestic Table Mountain. There are no activities planned today until an important group meeting at 6pm – double check with reception for the time and place. If you can't arrange a flight that will arrive in time, you may wish to arrive a day early. We'll be happy to book additional accommodation for you (subject to availability). If you're going to be late, please inform the hotel reception. Insurance details and next of kin information will be collected at this meeting, so please have these on hand. As there’s not much time spent in Cape Town on this trip you may wish to arrive early into this scenic city. With its stunning coastline, dramatic surrounding mountains and modern cityscape, Cape Town is one of Africa's most appealing cities and a great place to start your trip. The infamous Robben Island (Nelson Mandela’s prison for 18 years), vineyards, adventure activities and plenty of good restaurants and cafes are all at your doorstep. After the meeting tonight, maybe walk to nearby Long and Kloof streets for great nightlife. Riding distance: None
Day 2Stellenbosch
Meet your bike support team, get fitted to your bike, then take a quick ride to make sure everything’s working. Leave beautiful Cape Town on four wheels to begin with, driving to Blouberg to see the iconic Table Mountain – don’t forget your camera! Soak in the incredible view, then continue east towards the winegrowing region of Paarl and the famous Fairview property. While Fairview has been producing wine since 1699, you’ll be sampling some of their later vintages on an included wine and cheese tasting. The epicurean experience continues with a stop at the iconic Spice Route at Seidelberg Wine Estate. The old farmhouse offers an assortment of typical South African delicacies, including local wines, barley beer, biltong, and artisan chocolates – perfect for an optional lunch. This afternoon, work off a few of those calories with a cycle, starting in the outskirts of nearby Wellington. Climb the dozens of hairpin turns on one of South Africa’s finest scenic passes – Bain’s Kloof Pass. While it’s a stiff uphill ride for the first half, the views are spectacular and there’s the pleasure of an all-downhill second half on a sealed road to the Breede River (approximately 30 kilometres). After this enjoyable ride, climb back into the vehicle and drive west to the ‘City of Oaks’, the graceful town of Stellenbosch. Riding distance: Approx. 30kms Notes: Cape Town to Wellington is approximately a 95-kilometre drive, with Breede River to Stellembosch approximately 90-kilometres.
Day 3Stellenbosch
Today is back on the bike but for a different type of ride. It’s a fairly relaxed affair as you experience a full day cycle and wine tasting tour (10am-4pm, covering around 20 kilometres). Enjoy tastings at three superb wineries, with a focus on the smaller, boutique wineries of the Stellenbosch region. The cycling route takes you along private farm roads, through the breathtaking vineyards, quiet tree-lined roads and spectacular mountain views of the area, before returning to Stellenbosch itself. Back in town, you’ll have a free afternoon and evening to explore its leafy cobbled lanes and elegant mix of 18th century architecture. This evening, why not head out to AmaZink Live, South Africa’s first township theatre restaurant, or for something completely different try the Stellenbosch Ghost Tour, a spooky introduction to South Africa’s second oldest town. Riding distance: Approx. 20kms
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Trip title

Cycle Cape Town & Winelands

Trip code



Validity: 01 Jan 2019 to 31 Dec 2019


A ride in South Africa is more than a bit of exercise. It’s a ride through a long and troubled history and into a bright future, through the ever-changing terrain of cityscapes, towering mountains, heritage vineyards, nature reserves, and along winding coastal roads that look across fierce cliffs. F...
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Active Adventures,Cycling


Bicycle (e-bike option),Support Vehicle

Physical Rating


Physical preparation

This is an active trip, requiring a reasonable level of physical fitness. While there is flexibility in the distance you can elect to cycle each day, the cycling on this trip can be challenging at times, with the heat and terrain adding to the physical effort. It is also important that you are bot...
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Joining point

Bellevue Manor House

Joining point description

Set in a restored Victorian building, Bellevue Manor house features free wifi and a pool. The hotel is within a 10 minute walk to the beach and there are a number of restaurants and cafes nearby.

Joining point instructions

If you have pre-booked an airport transfer please look out for our representative holding an Intrepid board with your name at the arrival terminal. Please do not go with anyone else. The driver will wait for an hour after your scheduled arrival time. If you are unable to find your driver please pho...
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Finish point

Bellevue Manor House

Finish point instructions

We are happy to arrange a departure transfer for you at an additional charge. Please ask your booking agent if you would like to add this service and provide your flight details. Once on tour, please ask your tour leader to confirm your pick-up time. Alternatively, your tour leader or the hotel st...
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Important information

1. A Single Supplement is available on this trip, please ask your booking agent for more information. 2. Bicycle hire is included in your trip price. Please advise your height at time of booking so as we can organise a suitable sized bike. 3. This trip includes an option of an electric-motor assist...
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Group leader

All Intrepid cycling group trips are accompanied by one of our cycling leaders. The aim of the group leader is to take the hassle out of your travels and to help you have the best trip possible. Intrepid endeavours to provide the services of an experienced leader however, due to the seasonality of t...
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We take safety seriously on all our trips, but cycling tours deserve a few special considerations. HELMETS: Helmets are compulsory and we do not allow anyone to ride without one (including our own staff!). You can bring your own, or purchase one that meets international safety standards on the gro...
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PASSPORT As a general rule most countries expect that your passport has a minimum of 6 months validity remaining. Please ensure the name on your passport matches the name on your booking and airline tickets. Your passport details are required to complete your booking. Your consultant will contact ...
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Why we love it

Cycle in the shadow of the majestic Table Mountain, with the blue waters of the Atlantic Ocean a constant companion by your side

Is this trip right for you

To complete this trip it is important that you are both confident and competent in riding a bicycle. On this trip we have a single leader that rides with the group, and another that drives the support vehicle (acting as a back marker where needed). Where the vehicle cannot travel directly with the ...
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All travellers need to be in good physical health in order to participate fully on this trip. When selecting your trip please make sure you have read through the itinerary carefully and assess your ability to cope with our style of travel. Please note that if, in the opinion of our group leader or l...
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Money matters

When it comes to money matters on the trip, every traveller is a little different. You know your spending habits better than we do, so please budget a sensible amount for things like meals not included, drinks, shopping, optional activities, tipping and laundry. It’s always better to bring a little ...
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What to take

Packing for a cycling tour isn’t that different from any other adventure. But if you want to be comfortable and warm, here are a few bike-specific tips. • Helmet – these are compulsory, but if you don’t have your own you can sometimes purchase an approved and well-fitted one at the start of the tr...
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A couple of rules

Everyone has the right to feel safe when they travel. We don’t tolerate any form of violence (verbal or physical) or sexual harassment, either between customers or involving our leaders, partners or local people. Sexual relationships between a tour leader and a customer are strictly forbidden. Use...
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After your travels, we want to hear from you! We rely on your feedback. We read it carefully. Feedback helps us understand what we are doing well and what we could be doing better. It allows us to make improvements for future travellers.

Emergency contact

In the case of a genuine crisis or emergency, Intrepid's South African Office can be reached on: +27 11 471 7400 (South African business hours) or +27 828229407 (24/7). For general enquiries or questions about your booking, please contact your agent or adventure specialist, or visit us at www.intr...
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Responsible travel

As part of our commitment to responsible travel a portion of your trip cost will be donated to Bicycles for Humanity – a not-for-profit, volunteer run, grass roots charity organisation focused on the alleviation of poverty through sustainable transport – in the form of a bicycle. In the developing ...
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The Intrepid Foundation

Help us change thousands of lives by creating meaningful work and supporting skills training in communities around the world. The Intrepid Foundation is the not-for-profit for Intrepid Group. We work with local organisations around the world to improve the livelihoods of vulnerable individuals and...
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Accommodation notes

To enable you to relax a bit more and not have to pack every day we spend the nights of Days 9, 10 and 11 in Cape Town and transit down to the Cape Peninsula.

Transport notes

While there are occasions we use local public transport such as trains, buses or taxis to cover long distances or attend non-cycling activities we predominantly use the bicycle as our main form of transport. On most of our trips we also have a support vehicle as secondary transport for travelling lo...
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Travel insurance

Travel insurance is compulsory for all our trips. We require that, at a minimum, you are covered for medical expenses including emergency repatriation. We strongly recommend that the policy also covers personal liability, cancellation, curtailment and loss of luggage and personal effects. When trav...
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Your fellow travellers

As you travel on a group trip you will be exposed to all the pleasures and maybe some of the frustrations of travelling in a group. Your fellow travellers will probably come from all corners of the world and likely a range of age groups too. We ask you to be understanding of the various needs and pr...
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Itinerary disclaimer

ITINERARY CHANGES: Our itineraries are updated regularly throughout the year based on customer feedback and to reflect the current situation in each destination. The information included in this Essential Trip Information may therefore differ from when you first booked your trip. It is important tha...
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Hotel (7 nights),apartment (2 nights),chalet (1 night),cottage (1 night)
Cycle Cape Town and Winelands