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Cycle Cape Town and Winelands

South Africa

Cycle Cape Town and Winelands

Start: Cape Town
End: Cape Town

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

LocationSouth Africa
Duration12 days
Start / EndCape Town / Cape Town
Tour operatorIntrepid Travel

South Africa

Cycle Cape Town and Winelands

12 days·Intrepid Travel
Start: Cape Town
End: Cape Town


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. From Cape Town, head into the country's famous winelands and savour scenic passes and local wines ...

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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
Day 4Little Karoo
This morning, climb back into the vehicle and begin the long but scenic journey east through the Haweqwa Nature Reserve. There are few better ways to break up a drive than with stops at several wineries – so that’s exactly what you’ll do. Continue on to meet the scenic Cape Route 62 at the historic spa town of Montagu (approximately 160 kilometres). After a long drive, get out of the vehicle and stretch your legs on a cycle that heads gradually uphill, following alongside the Marloth Nature Reserve. You’ll be surrounded by some striking mountain scenery and the semi-desert region of the Little Karoo – the treeless plains and smooth topped hills a severe but beautiful backdrop for this 65-kilometre ride. Tonight you’ll stay in Barrydale, a small rural town that lies at the foot of the towering Langeberg Mountain Range in the heart of the fertile Tradouw Valley – a sharp contrast to the starkness of Little Karoo. Riding distance: Approx. 65kms
Day 5Bontebok National Park
Tackle one of the best rides of the whole trip today, with the climb over the Tradouw Pass twisting through some of the most beautiful and rugged mountain scenery in the Langeberg. The climb itself isn’t actually too hard as you gain less than 300 metres of elevation, and the stunning backdrop and smooth sealed road will help you forget the ache in your legs (approximately 35 kilometres). There are several areas to stop and admire the spectacular views down into the gorge of the Buffelsjags River, with its onyx-coloured rock pools and waterfalls. Travel along the reverse side of the Zuuberg Nature Reserve, then climb back into the vehicle to avoid the busy truck traffic on the N2 highway and drive through Swellendam. Continue on the short distance to Bontebok National Park (approximately 20 kilometres), the smallest National Park in South Africa. Lying on the banks of the Breede River, this park is built to protect the endangered Bontebok (a native antelope) and has a variety of safe trails perfectly suited for cycling. When you arrive you can choose to cycle a few more kilometres to check out the park, or simply relax at camp with a cold drink and a beautiful view – the choice is yours! Riding distance: Approx. 35kms
Day 6Cape L'Agulhas/Arniston
Leave the inland behind and head south to Cape A'gulhas (“Cape of the Needles”), the southernmost point in Africa where the Indian and Atlantic Oceans meet (approximately 140 kilometres). The sea off Cape Agulhas is infamous for winter storms and huge rogue waves, resulting in the sinking of around 150 ships over the centuries. Start your cycling for the day here after an optional visit to the Cape A'gulhas Light House. Ride along the flat rural roads (a mixture of sealed and unsealed), curving east and then hugging the rugged coastline until you reach the small seaside town of Arniston (approximately 45 kilometres). Famous for its whitewashed thatched cottages that line the shore, this fishing village remains unchanged over the years. It’s a great place to simply relax and take in the amazing ocean views after a long day’s cycling. For a change of pace, maybe take an easy stroll to the impressive Waenhuiskrans Cave. This beautiful sea cave can only be reached at low tide and is huge. Its name means ‘wagon-house cliff’ because it’s thought to be big enough to hold a wagon and a full team of oxen (not that you could actually get your oxen or cart down here).  Riding distance: Approx. 45kms
Day 7Hermanus
Today is a long travel day and so there will be two separate rides. Leave sleepy Arniston behind and make the short vehicle transfer to nearby Bredasdorp (approximately 25 kilometres). Here you’ll jump back on the bikes and cycle the rolling route along smooth tarmac through classic South African farmland, up to the delightfully rural town of Napier (approximately 20 kilometres). As the road gets busier from here you’ll reboard the vehicle and transfer to the base of the famous Akkedisberg Pass (approximately 30 kilometres). While now topped with a smooth sealed road, the original gravel road dates back to 1776 and is one of oldest passes in South Africa. There are some steep sections but the pass itself rises less than 100 metres. Your climbing is quickly rewarded with a thrilling downhill ride that follows the path of the Klein River all the way down to Stanford. Here you’ll visit the Birkenhead microbrewery and be rewarded with a cool lager or wine in the shadow of the Klein Rivier mountains. After this short refreshment break continue west, through the dramatic scenery where the rugged mountains meet the Klein River lagoon, until you finally hit the ocean at the beautiful town of Hermanus (approximately 45 kilometres). The self-catered apartments here will be your base for the next two nights. Notes: The road from Stanford to Hermanus can occasionally get very busy with traffic – should your leader feel there is a safety risk on the day we will drive this section instead. Riding distance: Approx. 65kms
Day 8Hermanus
Today is a free day for you to enjoy all that Hermanus has to offer. The town is renowned for being an excellent destination for whale watching, and is considered to have the best land-based whale watching in the world. You could try the Whale Walking tour with the Hermanus Whale Crier or, if you are desperately missing your cycling crowd from back home, join the Hermanus Cycling Club on their regular Saturday ride. You are welcome to explore the area on bikes at any time. The town also has a variety of adventure activities on offer, beautiful award-winning beaches to relax on, and abundant hiking trails in nearby Femkloof Nature Reserve. For something less active, there are fantastic markets and excellent cuisine on offer too. Riding distance: None
Day 9Gordon's Bay/Simonstown
Another spectacular ride lies in store today as you cycle the coastal road through Betty’s Bay all the way to the harbour town of Gordon's Bay (approximately 70 kilometres). With the dramatic peaks of the Kogelberg and Steenbras Nature Reserves on the right, and endless beaches and ocean views on the left, this is a truly stunning ride. From here you will continue by vehicle, passing beneath the imposing Helderberg Mountain before returning to the beach road and on to Simon’s Town (approximately 85 kilometres). This is the home of the South African Navy and the gateway to the stunning Cape Peninsula. Evidence of a 200-year naval history is all around you but is best seen in the 1795 British-built Martello Tower near the naval base. Simon’s Town is also home to a beautiful beach with a spectacular mountain backdrop, as well as a nearby penguin colony. Please note we sleep the night in Cape Town. Riding distance: Approx. 70kms
Day 10Cape Peninsula
Today you’ll experience a close-up encounter with nature at the nearby Boulders Beach Penguin Colony, home to a colony of vulnerable jackass penguins nestled among the giant granite boulders. Here you can view these cute little fellas at close range as they wander freely in their natural environment. Later in the day, drive the dramatic coastal road south through the Table Mountain National Park to explore beautiful Cape Peninsula, visiting Cape Point and the nearby Cape of Good Hope. Retracing your steps, cycle back to Simon’s Town, enjoying the downhill sections of this picturesque route (approximately 35 kilometres). The rest of the day is free to enjoy Simon’s Town’s ample activities before we return to Cape Town – why not join a boat cruise to Seal Island, home to 75,000 Cape Fur Seals, 24 different bird species and a favoured hunting ground of the Great White Shark. If you feel like just kicking back, there’s always Long Beach or the vast array of spectacular outdoor eating locations. Please note we sleep the night in Cape Town. Riding Distance: Approx. 35kms
Day 11Cape Town
The very best ride has been saved for today, your final day on the bike. Cycling part of the prestigious Cape Argus cycle route, follow the hilly west coast of Cape Peninsula through numerous seaside towns, past beautiful beaches and, of course, beneath the legendary Table Mountain itself. There’s no denying that today’s ride is a tough one – it involves over 1,300m of climbing in 65 kilometres, and the hills start early as you begin to climb the hairpins of the Peninsula. As soon as you hit the top of the escarpment it’s a nice 8-kilometre downhill to the west coast, then across the undulating (sealed) coastal road from there. For those feeling tired, or who’d simply prefer to enjoy the scenery from the comfort of the support vehicle, it’s there at your disposal – but we really recommend trying to cycle as much of this route as possible. Your ride ends at the famous red and white striped Green Point Lighthouse, close to the centre of Cape Town itself. Get back into the vehicle to avoid Cape Town’s chaotic traffic and take a short five kilometre transfer to your hotel. There’s plenty of time to get cleaned up and perhaps go out for a final celebratory dinner with your fellow cyclists. Riding Distance: Approx. 65kms
Day 12Cape Town
This memorable cycling adventure through South Africa comes to an end today. There are no activities planned and you are free to depart at any time. If you wish to stay on in Cape Town additional accommodation can be arranged – please enquire at time of booking. Riding distance: None

More info

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. From Cape Town, head into the country's famous winelands and savour scenic passes and local wines on ... Read more




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 both confident and competent in riding a bicycle. As a general rule, the more preparation you can do fo... Read more

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 phone our local South Africa office on the number provided below in the 'Problems and emergency contact... Read more

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 staff will be able to assist with arranging a taxi to the airport.

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 assisted bicycle (e-bike) at an additional cost. Please inquire at time of booking. 4. Bike helmets are co... Read more

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 travel, rare situations may arise where your leader is new to a particular region or training other g... Read more


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 ground. Your leader can assist with this. FOOTWEAR For safety reasons we strongly recommend that you w... Read more


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 you when this is required. Take a copy of the main passport pages and other important documents with... Read more

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 cyclists (e.g. a cyclists-only path) your leader will assign a person from the group to act as a bac... Read more


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 local guide, any traveller is unable to complete the itinerary without undue risk to themselves and/o... Read more

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 more than you think you’ll need. Also make sure you’ve read your trip details thoroughly so you kno... Read more

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 trip (our leaders can assist you with this). There are some destinations where you are unable to pur... Read more

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 or possession of illegal drugs will not be tolerated on our trips. If you choose to consume alcohol... Read more


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 For general contact details please use the following page: Read more

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 world a bicycle is life changing, allowing access to health care, education, economic opportunity an... Read more

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 communities through sustainable travel experiences. With our travellers’ help, we’ve contributed mo... Read more

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 longer distances, avoiding hazardous areas to cycle, as a backup should we have any incidents and of c... Read more

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 travelling on a trip, you won't be permitted to join the group until evidence of travel insurance and th... Read more

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 preferences of your group - patience with your fellow travellers is sometimes required for the benefit... Read more

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 that you print and review a final copy prior to travel so that you have the latest updates. Due to weat... Read more


Hotel (7 nights),apartment (2 nights),chalet (1 night),cottage (1 night)
€2,395per person
Select dates
Oct 26
Cape Town
Nov 6
Cape Town
Seats left: 14