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Cycling the Cape & Winelands

Cycling the Cape & Winelands

1-800-267-3347

Email us
  • Holiday type
    Guided cycling
  • Duration
    11 nights
  • Accommodation
    hotel-to-hotel
  • Activity level
  • From $3099per person, tour only
  • Departures
    Selected Saturdays if flight incl./Sundays for Tour Only from 12 Apr '20 to 19 Dec '21
  • What's Included?
  • All breakfasts
  • All accommodation 
  • All transport and listed activities
  • Tour leader throughout
  • Flights from London (if booking incl. flights)
  • Local bike hire
  • Key Information
  • This holiday is operated by our sister company, Exodus
  • 9 days cycling with full vehicle support
  • 95% tarmac, 5% hard pack dirt roads 
  • Group normally 4 to 14, plus leader. Min age 16 yrs
  • 7 nights guest houses and 4 nights lodges, all en suite 

South Africa:

Cycling the Cape & Winelands

  • Operated by our sister company, Exodus
  • Discover Cape Town and Table Mountain
  • Try regional produce from the vineyards of Stellenbosch and Franschhoek 
  • Visit Cape Algulhas - the southernmost point of Africa

Renowned as one of the most beautiful places on Earth, Cape Town and its surroundings provide a stunning backdrop for this tour. Our unique circular route allows us to take in the fantastic sights the Cape Peninsula has to offer. In addition to Table Mountain and the chance to sample the famous wine from the estates of Stellenbosch, the wild coastline and rugged interior provide classic riding on peaceful roads with little traffic. The stunning scenery, a rich cultural history, unique flora, and unusual wildlife encounters make this a fantastic destination to discover on two wheels.



We're here to help

If you have any questions about this holiday call our sales team on 1-800-267-3347, use our live webchat or email usa@exodustravels.com

Typical holiday itinerary



We're here to help

If you've any questions about this holiday call our sales team on 1-800-267-3347 , or email usa@exodustravels.com

Day 1: Start Cape Town; free day to explore.

Arrive Cape Town; the day is free for relaxing, shopping, catching a few rays of sunshine or exploring the endless activities in and around the city. The guide will be on hand to advise and assist, but here are a few recommended options: a cable car ride up Table Mountain for the fantastic view over Cape Town and the coastal regions; a visit to the world famous Kirstenbosch Botanical Gardens or a half-day trip to the infamous Robben Island, the prison where Nelson Mandela and other members of the ANC served their long sentences (this trip can be done on day 12 depending on the weather on Table Mountain).



Sweetest Guest House or similar

Day 2: Ride over Hellshoogte, passing vineyards; to Rosenview.

This morning we have a short transfer from our lodge to the harbour and then we cycle to Bloubergstrand - it's from here that the iconic pictures of Cape Town with the backdrop of Table Mountain are taken. After taking the obligatory photos, we're off on a short transfer into the centre of the winelands. In the afternoon we cycle over Hellshoogte' (Hell's Heights) and then freewheel the rest of the way to the famous Boschendal vineyards where we stop for a well-earned drink (optional) before transferring to our accommodation at the Rosenview winery in Stellenbosch.

Rosenview Guest House or similar

Day 3: Ride the Franschhoek Pass.

In the morning we have a short transfer before cycling through Franschhoek and up the Franschhoek Pass (739m) for some of the most breath-taking views of this region. We then continue to cycle to Villiersdorp. After a lunch we get back on our bikes and cycle towards Nuy Valley and then take a short transfer to Montague.

Montague Hotel or similar

Day 4: Ride through the semi-arid desert of Great Karoo.

Today we head east, cycling from our accommodation in Montague to our accommodation in Barrydale. Along the way the landscape changes to the semi-arid desert of the Great Karoo, a huge ancient plateau making up almost a third of South Africa's landmass and littered with remains of ancient Bushman cultures. We cycle a scenic back road traversing a more fertile region known as the Little Karoo, a short climb brings us to the Tradouws Plateau before arriving in Barrydale, our base for the night. This quiet old Dutch village is in a fertile valley surrounded by a colourful mix of vines, fruits and wild flowers (in season). While here we will visit a local co-op cellar and have an opportunity to taste their produce, including the local Chardonnay which is well respected for its unique taste.

Tradouw Guest House or similar

Day 5: Ride through the Langeberge Mountains to Bontebok N.P.

After breakfast a short climb takes us up and over the spectacular Tradouws Pass. Near the top of the pass is the remains of a prison camp once home to the convicts that constructed the pass in 1873. From here the route is mainly downhill through the Langeberge Mountains to the small town of Suurbrak. Built by the London Missionary Society in 1812 many of the buildings have been restored and now the town has the feel of a living museum. Moving on we reach our base for the night - Swellendam. From here we drive to the Bontebok National Park. This park boasts some rare antelope as well as mountain zebra and some endangered crane species. The park has two 2km self guided nature trails, which can be explored independently.

Aanhuizen Guest House or similar

Day 6: Ride and transfer to Cape Agulhas N.P., Africa's southernmost point.

A short transfer (20km) brings us into the Overburg district, and we cycle through the cultivated farmlands of the Western Cape to Bredarsdorp. The road gently rolls through neat wheat fields and remote fishing villages facing the Indian Ocean, arriving at Cape Agulhas. This is the southernmost point of Africa, and South Africa's newest national park, encompassing a large area of wetlands and coastline and extending some kilometres out to the sea. Whales and other sea life that frequent the warm waters of the Indian Ocean enjoy the protection within its boundaries. It also provides a home to thousands of sea birds and seals that can be seen along the rugged beaches.

Cape Agulhas Guest House or similar

Day 7: Cycle towards Hermanus; sample local beer at Birkenhead.

This morning we cycle through the picturesque hamlet of Elim and past 55km of undulating farmlands to the coastal town of Kleinbaai. Following lunch, we take a short transfer into Standford where have the chance to sample local beer at the Birkenhead Brewery.  We finish our day in the town of Hermanus - famous for the very close sightings of the Southern Right Whale, which come into the secluded bay to mate and calf each year from July through to December, it is a great place to relax. In the afternoon we have the option of cycling from one of the local viewpoints of Walkersbay along the Hermanus coastal road to our accommodation, offering the best chance of spotting the whales.

Windsor Hotel or similar

Day 8: Free day to relax in Hermanus.

We have a free day today to rest our legs in Hermanus. In the 1920's the town was known as a place to convalesce and was being recommended from as far a field as London. Grand hotels were built and its reputation as a holiday resort was established. Nowadays it still manages a delightful balance between the two industries of fishing and tourism. In addition to this the World Wildlife Foundation recognises Hermanus as among the twelve best places in the world for whale watching.

Join us on our September to October departures for the best chance to see whales swimming off the coast. 

Windsor Hotel or similar




Day 9: Ride the Whale Coast to Gordon's Bay.

Today we cycle the Whale Coast, from Hermaus to Gordon's Bay, possible one of the most scenic rides in the world. The road follows the rugged coastline passing through fishing villages with dramatic views over False Bay and the Cape of Good Hope. Along the route there is a good chance that our efforts will be encouraged by the numerous troops of Cape Baboon. Today is the longest cycle day, but those preferring a shorter ride can catch a lift in the support bus for part of the day. We transfer at the end of the day from Gordon's Bay to Simonstown.

Quayside Hotel or similar

Day 10: Stunning Cape Peninsula ride; visit penguin colony.

After breakfast, a short 30km transfer brings us to the Cape Point Nature Reserve. We then walk from the Cape of Good Hope to the old lighthouse at Cape Point. From here we cycle through the Cape Point Nature Reserve and then along the very scenic coastal road to the historic village of Simonstown, downhill for most of the way, with panoramic views over False Bay. After a rest stop and lunch at Boulders Beach we visit the local penguin colony (optional). We then continue our cycle along the coastal road to our overnight accommodation.

Quayside Hotel or similar

Day 11: Cycle to Cape Town via Chapman's Peak, Hout Bay and Camps Bay.

The ride today follows part of the annual Cape Argus route, one of the largest cycling events of the world, and is arguably the most scenic route that South Africa has to offer. We complete our circuit by cycling from Glencairn over the redhill pass along an old navy road to Scarborough and then all along the Atlantic coast via the stunning Chapman's Peak drive into Hout Bay. After lunch in Hout Bay we cycle up Suikerbos Ridge past Llandudno and then on to Cape Town via Camp's Bay and the 12 Apostles all the way to our accommodation in Seapoint. We celebrate the end of the cycling at one of the many venues at the Waterfront.

Sweetest Guest House or similar

Day 12: Optional morning visit to Robben Island; end Cape Town.

The day is free for last minute shopping, catching a few last rays of sunshine or the half-day trip to Robben Island before the trip ends here.

Where you stay

During your holiday you stay at the following hotels. If you'd like to extend your time at any of these or, if you'd like to enhance your stay with an upgraded room, just let us know at the time of booking.

To find out more call our sales team on 1-800-267-3347, use our live webchat or email usa@exodustravels.com

Lodges & Chalets

Throughout the trip we stay in locally run lodges and chalets with plenty of individual character. The majority of these are small, privately owned establishments and all are clean and comfortable. We have chosen a range of properties, most specifically for their excellent locations; in Cape Town we stay in Seapoint, near the Waterfront which is a very popular and central area, in Hermanus we are close to the sea and in Stellenbosch we stay at the Rosenview wine farm where we can sample the locally made wines. All accommodation has en suite facilities and are of a high standard throughout the tour.


Meals

All breakfasts are included on this holiday.

For breakfast you can expect a continental style buffet with fresh fruit, cereals, bread, yogurts and tea and Coffee. On some days our guides will prepare a cooked breakfast when they have the facilities to do so. Lunches can consist of a good spread of fresh salads, cold meats, cheese, bread, condiments, fresh fruit and a selection of cold drinks. For evening meals you can expect a large Braai (BBQ) with lots of locally sourced steaks, sausages and vegetables. Restaurant menus are very varied and our guide will be on hand to recommend the best options for your personal tastes and budget. you can expect You can expect stews, pasta, curry and steaks. Vegetarians are easily catered for.

Travel

Our aim is to provide holidays that are unbeatable for choice and flexibility. We've listed our most popular travel options below, however you aren't limited to these - we can tailor-make virtually any holiday to suit.

To find out more about the travel options available call our sales team on 1-800-267-3347, use our live webchat or email usa@exodustravels.com

Transfers

Airport transfers are included for those on the group flights. Please note that transfers are not included for clients arriving on any other flight, even if Headwater has booked it.

 

If you require airport transfers, you may (by prior arrangement only) be able to join the group transfer. Transfers are arranged to coincide with the arrival time of the group flight ‐ please check the group flight details 2 weeks before departure. If you do not take this transfer, or miss it, you must make your own way to the joining point at your own expense.

 

Transportation

To transfer to our cycle rides we use a minivan. All have comfortable seating and are good quality up to date vehicles. Our bicycles are carried on a trailer. Your drivers and guide are at your disposal during the day, to take you on the planned route and make any necessary route changes.

Joining Instructions

Travelling flight inclusive from London: 14 days

The group flight from London is an overnight flight departing the day before Day 1 of the itinerary.

We normally use the scheduled services of South African Airways or British Airways (depending on availability). As flight timings and schedules change regularly we recommend you call one of our specialist sales staff or your agent to confirm up‐to‐date timings. Please note timings may change at a later date and cannot be confirmed until approximately two weeks before departure.

If you are travelling on flights via Johannesburg, please note that you will need to collect your baggage in Johannesburg, even if your bag has been checked all the way through to Cape Town (and even if you are told at Heathrow that you do not need to pick it up). After collecting the bag, you are required to clear customs, and you should then drop it off at the bag drop for the onward flight. This only applies to the outbound flight ‐ you do not need to do this at the end of the trip on the return flight.

UK Regional Flights

The Flight Inclusive price is based on a London departure, but we are happy to tailor this to your local or regional airport. Please visit www.exodus.co.uk/regionaldepartures for a useful overview of the options available, and contact our sales team for expert advice. If booking regional flights other than with Exodus, you must allow a minimum connecting time (in addition to the international check in time) of 1 hour at Gatwick, and 1½ hours at Heathrow; this is longer than the official minimum, but baggage handling is known to be subject to delays.

Travelling land only: 12 days starting and ending in start Cape Town 

Your trip normally starts at our accommodation in Cape Town in the morning of Day 1 of the itinerary. Details of how to reach the start point are provided in the Final Joining Instructions ‐ sent approximately two weeks before departure.

Reviews

Here at Headwater we thrive on feedback from our customers. It's the only way we can continue to develop, and where necessary improve, our services and ensure our holidays continue to be the best they can be. As this is a relatively new holiday, we don't yet have any customer reviews available from our customers, but here are the comments that have been received from previous Exodus travellers.

Great cycling, quite hilly but stunning, very varied. Great accommodation and very varied. Loved the penguins.

It was great trip thoroughly enjoyed it. The scenery along the coast was stunning. Accommodation was wonderful the bus and bikes in very good condition.

A challenging ride, for a rating of 3, through the beautiful countryside and coastline of this small part of Africa. Stopping for a few tastings of wonderful wines and visiting many iconic landmarks along the way. Add to this the natural enthusiasm and deep knowledge from the guide and a lovely group of people to share - this really was the most memorable and amazing trip.

The route of this tour encompassed all types of terrain which provided stunning views. The accommodation mainly in guesthouses was so much more interesting than staying in posh hotels. The tour guides took us to some really good restaurants and were informative and helpful adding substance to the cyclin.g

The route of this tour encompassed all types of terrain which provided stunning views. The accommodation mainly in guesthouses was so much more interesting than staying in posh hotels. The tour guides took us to some really good restaurants and were informative and helpful adding substance to the cyclin.g

This was a wine and culinary cycling adventure. The landscapes were breathtaking and our guides informative and attentive.

Our first Exodus trip, and what a wonderful experience. The accommodation, cycling, trip leadership and support were all first class. There are two elements out of their hands - the flight (in our case with BA on superannuated 747s) and the people who pay for the holiday. Our tour party was excellent, a great and disparate group of interesting and enthusiastic people. The less said about BA's performance the better. If we'd been unlucky enough to have been booked on the Thursday flight back to

If you're looking for a great mix of exercise, wine-tasting, wildlife spotting and camaraderie, this is the trip for you! As this was our first organised holiday we approached it with some trepidation, but our expectations were surpassed many times over. Every day brought new experiences - different landscapes and vistas, unfamiliar but delicious wines, the highest quality local dishes, friendly hosts and quirky accommodation, and a developing bond between all participants as we slogged up the inclines and sailed down the descents.

First Exodus trip and a great experience. Terrific way to see a good chunk of the Cape with some wonderful cycling.We had plenty of time for wine tasting and sight seeing which suited me because I don't want to cycle all day.Accomodation and food was of a high standard.Very friendly group.

Excellent trip; great guides who went out of their way to keep whole company happy. Awesome scenery along the route, good food and wine.

Dates and prices

You can be confident that our pricing includes all the standard requirements of your holiday and many additional extras. Always ensure that you are comparing like for like when booking your holiday.

Find out about The Headwater Price Promise to ensure you're getting the very best value for money.

This 11 night guided cycling holiday includes:

All breakfasts

All accommodation 

All transport and listed activities

Tour leader throughout

Flights from London (if booking incl. flights)

Local bike hire


How to book:

For further details, or to check availability, speak to our sales team on 1-800-267-3347 or complete our holiday enquiry form (we'll contact you at a time that's most convenient for you).

To enquire about this holiday, or for further information, call our sales team on 1-800-267-3347 or complete our holiday enquiry form.

  • Apr 2020
  • Sep 2020
  • Oct 2020
  • Nov 2020
  • Dec 2020
DepartingTour only Prices  
12th Apr 2020 US$3099 Tour only: US$3099 Check availability
Check availability
DepartingTour only Prices  
6th Sep 2020 US$3279 Tour only: US$3279 Check availability
Check availability
20th Sep 2020 US$3279 Tour only: US$3279 Check availability
Check availability
DepartingTour only Prices  
4th Oct 2020 US$3349 Tour only: US$3349 Check availability
Check availability
18th Oct 2020 US$3279 Tour only: US$3279 Check availability
Check availability
DepartingTour only Prices  
1st Nov 2020 US$3579 Tour only: US$3579 Check availability
Check availability
15th Nov 2020 US$3449 Tour only: US$3449 Check availability
Check availability
29th Nov 2020 US$3099 Tour only: US$3099 Check availability
Check availability
DepartingTour only Prices  
19th Dec 2020 US$3279 Tour only: US$3279 Check availability
Check availability

The prices quoted for each individual departure supercede those published in our current brochures. Air prices are subject to change and we advise early booking to obtain the best prices. Please see our Planning your holiday and What's included in the price? pages for additional information.

Key information

This holiday is operated by our sister company, Exodus

9 days cycling with full vehicle support

95% tarmac, 5% hard pack dirt roads 

Group normally 4 to 14, plus leader. Min age 16 yrs

7 nights guest houses and 4 nights lodges, all en suite 

Transfers

Airport transfers are included for those on the group flights. Please note that transfers are not included for clients arriving on any other flight, even if Headwater has booked it.

 

If you require airport transfers, you may (by prior arrangement only) be able to join the group transfer. Transfers are arranged to coincide with the arrival time of the group flight ‐ please check the group flight details 2 weeks before departure. If you do not take this transfer, or miss it, you must make your own way to the joining point at your own expense.

 

Transportation

To transfer to our cycle rides we use a minivan. All have comfortable seating and are good quality up to date vehicles. Our bicycles are carried on a trailer. Your drivers and guide are at your disposal during the day, to take you on the planned route and make any necessary route changes.

Joining instructions

Travelling flight inclusive from London: 14 days

The group flight from London is an overnight flight departing the day before Day 1 of the itinerary.

We normally use the scheduled services of South African Airways or British Airways (depending on availability). As flight timings and schedules change regularly we recommend you call one of our specialist sales staff or your agent to confirm up‐to‐date timings. Please note timings may change at a later date and cannot be confirmed until approximately two weeks before departure.

If you are travelling on flights via Johannesburg, please note that you will need to collect your baggage in Johannesburg, even if your bag has been checked all the way through to Cape Town (and even if you are told at Heathrow that you do not need to pick it up). After collecting the bag, you are required to clear customs, and you should then drop it off at the bag drop for the onward flight. This only applies to the outbound flight ‐ you do not need to do this at the end of the trip on the return flight.

UK Regional Flights

The Flight Inclusive price is based on a London departure, but we are happy to tailor this to your local or regional airport. Please visit www.exodus.co.uk/regionaldepartures for a useful overview of the options available, and contact our sales team for expert advice. If booking regional flights other than with Exodus, you must allow a minimum connecting time (in addition to the international check in time) of 1 hour at Gatwick, and 1½ hours at Heathrow; this is longer than the official minimum, but baggage handling is known to be subject to delays.

Travelling land only: 12 days starting and ending in start Cape Town 

Your trip normally starts at our accommodation in Cape Town in the morning of Day 1 of the itinerary. Details of how to reach the start point are provided in the Final Joining Instructions ‐ sent approximately two weeks before departure.



Due to the tailor-made nature of our holidays, we need a little more information in order for us to check availability for Cycling the Cape & Winelands. Simply complete the form below (fields marked * are mandatory) and a member of our sales team will contact you (when it's most convenient for you) to provide availability information, travel options and an accurate price. Of course there's no obligation, but if you do wish to proceed with a booking they will be on-hand to assist you throughout the process.

Alternatively, you can call our sales team on 1-800-267-3347 to discuss your requirements in more detail.

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