Cycling the Cape & Winelands

Cycling the Cape & Winelands

12 Days



Cycling the Cape & Winelands

12 Days Starting and ending in Cape Town

Visiting: Cape Town, Table Mountain, Helshoogte, Stellenbosch, Franschhoek, Montagu, Little Karoo, Barrydale, Suurbraak, Swellendam, Bontebok National Park, Bredasdorp, Cape Agulhas, Stanford, Hermanus, Gordons Bay, Cape Peninsula, Robben Island

Tour operator:


Tour code:


Guide Type:

Fully Guided

Group size:

4 - 14

Physical rating:


Age range:

16 to 99

Special diets catered:

Please inform Exodus of specific dietary requirements

Tour operated in:
Trip Styles:



Cycling, Sightseeing, Walking

$3472 (USD) Operator discount: $628 The Big ADVENTURE Sale: $98 -17%
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Tour Overview

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.


  • Try regional produce from the vineyards of Stellenbosch and Franschhoek 

  • Visit Cape Algulhas - the southernmost point of Africa

  • Discover Cape Town and Table Mountain


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Day 1 : Start Cape Town; Free Day To Explore.
Location: Cape Town, Table Mountain
Accommodation: Sweetest Guest House or similar
Meals Included: No Meals

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

Day 2 : Ride Over Hellshoogte, Passing Vineyards; To Rosenview.
Location: Helshoogte, Stellenbosch
Accommodation: Rosenview Guest House or similar
Meals Included: Breakfast

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.

Day 3 : Ride The Franschhoek Pass.
Location: Franschhoek, Montagu
Accommodation: Hotel
Accommodation Name: Montague Hotel or similar
Meals Included: Breakfast

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.

Day 4 : Ride Through The Semi-Arid Desert Of Great Karoo.
Location: Little Karoo, Barrydale
Accommodation: Tradouw Guest House or similar
Meals Included: Breakfast

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.

Day 5 : Ride Through The Langeberge Mountains To Bontebok N.P.
Location: Suurbraak, Swellendam, Bontebok National Park
Accommodation: Aanhuizen Guest House or similar
Meals Included: Breakfast

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.

Day 6 : Ride And Transfer To Cape Agulhas N.P., Africa's Southernmost Point.
Location: Bredasdorp, Cape Agulhas
Accommodation: Cape Agulhas Guest House or similar
Meals Included: Breakfast

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.

Day 7 : Cycle Towards Hermanus; Sample Local Beer At Birkenhead.
Location: Stanford, Hermanus
Accommodation: Hotel
Accommodation Name: Windsor Hotel or similar
Meals Included: Breakfast

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

Day 8 : Free Day To Relax In Hermanus.
Location: Hermanus
Accommodation: Hotel
Accommodation Name: Windsor Hotel or similar
Meals Included: Breakfast

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. 

Day 9 : Ride The Whale Coast To Gordon's Bay.
Location: Gordons Bay
Accommodation: Hotel
Accommodation Name: Quayside Hotel or similar
Meals Included: Breakfast

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.

Day 10 : Stunning Cape Peninsula Ride; Visit Penguin Colony.
Location: Cape Town, Cape Peninsula
Accommodation: Hotel
Accommodation Name: Quayside Hotel or similar
Meals Included: Breakfast

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.

Day 11 : Cycle To Cape Town Via Chapman's Peak, Hout Bay And Camps Bay.
Location: Cape Town
Accommodation: Sweetest Guest House or similar
Meals Included: Breakfast

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.

Day 12 : Optional Morning Visit To Robben Island; End Cape Town.
Location: Robben Island, Cape Town
Meals Included: Breakfast

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.

What's Included

  • Local bike hire

  • Flights from London (if booking incl. flights)

  • All accommodation 

  • All breakfasts

  • Tour leader throughout

  • All transport and listed activities

  • Meals

    11 breakfasts, 0 lunches, 0 dinners.

What's Not Included

  • Visas or vaccinations

  • Travel insurance

  • Single accommodation (available on request)


We have selected a combination of three- and four-star hotels and lodges for this cycling adventure across the Western Cape. Each property is well located for our cycling or for nearby attractions. Many of the hotels and lodges have lovely views and most have pools. The normal accommodations used on this trip can be found on the day-to-day itinerary; however, below are a few of the notable places we stay.

Montague: Montague Hotel (night 3)

Between the Cape Winelands and the Garden Route is the Montague Hotel, an architectural gem that opened in 1875. It was refurbished with original art deco and Victorian furniture and has two swimming pools, two restaurants, a spa and a flower-filled garden. An idyllic stop while travelling through the Langeberg mountains.

Hermanus: Windsor Hotel (nights 7-8)

The 120-year-old Windsor Hotel sits opposite Walker Bay, one of the best whale-watching destinations in the world when southern right whales migrate to the bay to breed (July to November). Whale-watching is even possible from the comfort of the hotel restaurant. However, the location of the property is also ideal out of season with a central setting within town and quick access to the 7.5mi (12km) Hermanus Cliff Path.

Simonstown: Quayside Hotel (nights 9-10)

This bright and breezy boutique hotel is centrally located in Simonstown on the water’s edge. Rooms are outfitted with an elegant nautical design and have views of either the Simonskloof mountains or False Bay.


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 and vegans can be well catered for on this holiday - please do inform us before departure of any special dietary requests so that our local team can be well prepared.

Check out our Q&As

  • Are the local guides on the tour English speaking?


  • Are children permitted to take part in the tour?

    16+ age people can go on this tour.

  • Are vaccinations required for this tour?

    No vaccinations are obligatory but some vaccinations are recommended. These include typhoid, yellow fever,hepatitis A, hepatitis B, rabies, measles, mumps and rubella (MMR) andinfluenza.

  • Are airport transfers included in this tour?


  • What happens if I need to change my holiday date once I’ve booked?

    If you wish to make any changes to your booking, particularly if you need to alter any flights booked through us, please let us know as soon as possible. There is a booking or flight amendment fee of £40 per change and flight amendments often incur extra airline costs depending on the changes to be made and if the ticket has been issued or not.

  • How long has the tour company been trading?

    Exodus has been trading since 1974

  • What documents will I receive before I travel?

    Your final joining instructions and flight details, if booked with us, will then be sent out 2 to 3 weeks before departure. If you would like a hard copy posted, or if you require these any earlier, please contact the customer operations team. We advise that if you are booking connecting travel before receiving these, please ensure you leave plenty of time.

  • Do you operate a “single share” option and how does it work?

    Travellers are welcome to opt to share a room with a tour member of the same gender for no additional charge. If you'd like your own room, we can request a single supplement so that you will have your own room throughout.

  • Can I join the tour once it has departed?

    You are welcome to meet the group after the tour has departed however there is no reduction in rate for joining a tour after the departure date.

Reviews from Travellers on this Tour

Brilliant Experience

The Western Cape area of South Africa was so different to my first experience in the Kruger area. Outstanding scenery, well organised, fairly easy cycling, homely accommodation. The only negative would be the food and wine was INCREDIBLE so there is no chance of weight loss on this trip!

Hugely Enjoyable

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.


This was my 4th cycling holiday with Exodus and was the best - fantastic scenery, food, wine and of course the cycling!

Wheels, Wines & Waves

A great trip; at times the weather was a little on the warm side for cycling. A fun mix of cycling, wine, food and sightseeing and the overall experience was made even better by a great group of people.


A wonderfull way of experiencing the Western Cape of South Africa. Superb cycle rides, great food , marveloous cheap wine and some lovely people. Truly a memorable holiday and just one long party.

Cycling the Cape Winelands

An all round excellent trip. If taking your own bikes take a road bke. It is definitely Not for mountain bikes. We took our folding mountain bikes which we have used on previous trips but even with semi slicks could have done with 700c wheels and 21mm slick tyres. The wind and heat over the central sections was killing. Having to actually pedal downhill to keep going at times. The highlights were Franchoek and Stellenbosch with the wine tasting, Franchhoek pass and Troudapas, the whale coast from Simonstown to Gordon's bay ( a long day at 90km with an absolute killer of a hill to start after breakfast, most of us made it up), Chapmans peak down to Hout Bay. Recommend to anyone but be reasonably fit before you go. You will be a lot fitter at the end.

Cycling The Cape And Winelands

A wonderful cycle trip and an excellent introduction to the Cape (and South African wine!). Some great cycling (Franschheok Pass, The Whale Coast) mixed with plenty of wine tasting and a day's recuperation whale watching in Hermanus. The cycling itself is graded as moderate though a grading of moderate/challenging would be more appropriate, especially if you are not a keen cyclist.

Fantastic scenery, challenging cycling

A challenging 3 with plenty of uphill. Some quaint places to visit and stay. Luckily the majority of the group were like minded people.

Great trip

This was a great adventure through lots of stunning scenery, staying in some lovely accommodation & enjoying some really nice food & wine. It would have been nice to do more wine tasting along the way though.


An excellent trip for those who enjoy some exercise with the opportunity to celebrate each stage success with the odd tipple, plenty to see and do and with variety wildlife, wine, whales, wine gums. The scenery is fantastic and varied plenty of high speed down hill stretches after the odd climb a hidden gem. Local food was fantastic and plentiful 460 km in the saddle and I put on weight!!

Read all 58 reviews

Dates & Availability

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Instant Booking Available

Sunday - Thursday

Mar 03, 2024 - Mar 14, 2024
$4198 $3472 (USD)

Operator discount: $628 (USD)

The Big ADVENTURE Sale: $98 (USD)

Whale Watching Season

Sunday - Thursday

Oct 06, 2024 - Oct 17, 2024
$4050 $3939 (USD)

The Big ADVENTURE Sale: $111 (USD)

Whale Watching Season

Sunday - Thursday

Oct 27, 2024 - Nov 07, 2024
$4200 $4085 (USD)

The Big ADVENTURE Sale: $116 (USD)

Instant Booking Available

Sunday - Thursday

Dec 15, 2024 - Dec 26, 2024
$4200 $4085 (USD)

The Big ADVENTURE Sale: $116 (USD)

Instant Booking Available

Sunday - Thursday

Jan 05, 2025 - Jan 16, 2025
$4500 $4376 (USD)

The Big ADVENTURE Sale: $124 (USD)

Instant Booking Available

Sunday - Thursday

Feb 02, 2025 - Feb 13, 2025
$4500 $4376 (USD)

The Big ADVENTURE Sale: $124 (USD)

Instant Booking Available

Sunday - Thursday

Mar 02, 2025 - Mar 13, 2025
$4500 $4376 (USD)

The Big ADVENTURE Sale: $124 (USD)

Instant Booking Available

Sunday - Thursday

Mar 30, 2025 - Apr 10, 2025
$4500 $4376 (USD)

The Big ADVENTURE Sale: $124 (USD)

Whale Watching Season

Sunday - Thursday

Sep 14, 2025 - Sep 25, 2025
$4500 $4376 (USD)

The Big ADVENTURE Sale: $124 (USD)

Whale Watching Season

Sunday - Thursday

Oct 05, 2025 - Oct 16, 2025
$4500 $4376 (USD)

The Big ADVENTURE Sale: $124 (USD)

Whale Watching Season

Sunday - Thursday

Oct 26, 2025 - Nov 06, 2025
$4500 $4376 (USD)

The Big ADVENTURE Sale: $124 (USD)

Instant Booking Available

Sunday - Thursday

Nov 16, 2025 - Nov 27, 2025
$4500 $4376 (USD)

The Big ADVENTURE Sale: $124 (USD)

Instant Booking Available

Friday - Tuesday

Dec 19, 2025 - Dec 30, 2025
$4500 $4376 (USD)

The Big ADVENTURE Sale: $124 (USD)

Book with Confidence

  • Transfer as credit to Future Tours

    Exodus allows you to transfer existing payments to a future tour to avoid cancellation fees if you can't travel and inform exodus, 43 days before departure.

  • Low Deposit

    Exodus requires a minimum deposit of 25% or the full booking value, whichever is less, with the final balance not due until 90 days before departure.

  • Cancellation Policy

    We don't charge a cancellation fee, here is a summary of exodus charges.

    Up to 42 days before tour starts: Forfeit 100% of deposit.

    At 20 days before tour starts: Forfeit 100% of booking price.

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