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Starting in Cape Town we head south along the Atlantic coast and climb Chapman’s Peak to the
view point over Hout Bay. We cycle through the beautiful coastal town of Kommetjie and past
the Slangkop lighthouse towards Cape Point Nature Reserve passing through the conservation
villages of Misty Cliffs and Scarborough.

Chapman’s Peak & Cape Point

Once inside the Nature Reserve we take a leisurely ride up to Cape Point for photo opportunities
and a walk to the lighthouse itself.

After getting some refreshments / lunch we head downhill to the Cape of Good Hope for pictures
and then it’s a short stop at the Cape Point Ostrich Farm before our onward cycle to Simon’s
Town where we call in at Boulders Beach, home to the penguins.
(Overnight here for the 2 day tour in Simon’s Town)

Boulders Beach & Simon’s Town

Once we are ready to proceed we cross the Peninsula at its narrowest point from Fish Hoek over
to Noord Hoek. We traverse Chapman’s Peak in the opposite direction back down to Hout Bay
via Llandudno to Cape Town.
(The above is 150 km or 95 miles approx over undulating terrain)
An alternative option is starting and finishing the above at our base in Fish Hoek. This
would then be a distance of 80km or 50 miles approx over undulating terrain.


PENINSULA TOUR - tour of the stunning coastline, tailor made to suit your needs

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Tour Guide, 14a Simon's Town Road, Fish Hoek, Western Cape, South Africa

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Day 1

After greeting you at Cape Town Airport we head to your accommodation for your first evening in South Africa, The Backpack & Africa Travel Centre in CT –see images below.

Depending on flight times you may have the opportunity to visit Robben Island, home to Nelson Mandela for so many years in Table Bay. Here you can visit the cell he stayed in and have a tour from a previous inmate. Alternatively you can visit the beautiful Waterfront and have a coffee whilst admiring the amazing view of Table Mountain.

Day 2

Today we leave by coach and drive over to Storms River loaded with our bikes and trailer. After booking into The Storms River Village Lodge & Flashpackers, a beautiful Lodge which is nestled in lovely gardens with magnificent mountain backdrops, we change in to our cycling gear and then set up the bikes for everyone ready for the warm up leg of the cycling adventure. -

The unique holiday begins with a tour to the Storms River mouth and the “Big Tree” in the indigenous Tsitsikamma Forest. Any change in the set up of your bikes etc are sorted out here before the serious riding begins tomorrow! (30km, 20 miles tar)

Storms River Village Lodge & Flashpackers + Storms River Mouth

Day 3

Our first full cycling leg takes us along the wooded plateau of the Tsitsikamma Forest before we descend into a deep valley comprising lush indigenous forest. This area is known as Nature’s Valley and boasts one of the most beautiful beaches in South Africa. Back on the plateau, we cycle through the seaside resort of Plettenberg Bay where we have lunch at Moby Dick’s (62kms) before continuing our journey through to the town of Knysna. The town is known for its “Knysna Heads”, two massive rocks guarding the entrance to the Knysna lagoon. We lodge near here at ‘Peace of Eden traveler’s lodge.’ (98 km, 65 miles tar)

Peace of Eden & Plettenberg Bay

Day 4

We pass over the gently sloped Outeniqua Pass continuing along the Indian Ocean where we break for lunch at Victoria Bay before continuing on to the coastal town of Mossel Baai (Mussel Bay), the first landing place of Bartholmeu Diaz after rounding the Cape of Good Hope in 1485. A Padrao (Portuguese marker) marks the spot along with the ‘Post Office Tree’ used by sailors to leave their letters for home for ships passing the other way. We lodge in a converted railway carriage called ‘the Santos Express’ for a unique experience of staying on a real train only 30 metres from the sea with wonderful views from your window!

(115 km, 70 miles)

The Outeniqua Pass & Santos Express

Day 5

Heading north takes us from the evergreen coast into the semi arid Klein Karoo. We will arrive in Oudtshoorn, which is known as the ”ostrich capital”, after climbing the Robinson pass(500m) en route. We have a picnic at the top before we descend down and visit Safari Ostrich farm before we take over the ‘Karoo Soul travel lodge’ for the night! This Tudor mansion on more than 4000m² is a piece of magic. It has it all.

(90 km, 55 miles)

Karoo Soul Travel Lodge

Day 6 - Easier Day!

We are collected from Oudtshoorn and transported via the R62 towards Cape Town along the magnificent Swartberg Mountains - after ± 50 km we reach Calitzdorp, the port wine capital of SA, where we take in a port tasting. Over the Huisrivier pass (655m) and continuing along the World’s longest wine route we lunch at the quaint village of Barrydale at the Dung Beetle Back packers. Over the magnificent Tradouws mountain pass we reach Swellendam, the third oldest town in South Africa named after its founder, Governor Swellengrebel in 1739. Now we head along the N2 over Sir Lowery’s Pass onto the R310 where we disembark and enjoy a lovely cycle along the False Bay coast to Simon’s Town where we stay for the night.

(34km, 21miles)

PLUS 22mile/35km extension available through Constantia Wine Valley if required.

Swellendam & accommodation for Day 6 at Simon’s Town Backpackers

Day 7

From our lodgings in Simon’s Town we start cycling along the Indian Ocean south to look at a penguin colony in Boulders after the historic Naval Base at Simon’s Town.
We head into Cape Point Nature Reserve to the south western point of Africa. Through Scarborough and Misty Cliffs we find our way back to Cape Town along the Atlantic coast northwards with the famous Chapman’s Peak Drive being ascended. Back to Cape Town for a well earned rest.

(104km, 65 miles)

(The above attracts over 35,000 cyclists from all over the world every March who take part in the extremely popular Argus Cycle Tour, the World’s largest timed cycling event)

Boulders Beach where you can visit the penguins & Chapman’s Peak Drive

Cape Point also visited on Day 7

After a good days cycling, it’s back to where it all began for 2 nights at The Backpack & African Travel centre for a well deserved sleep.

Day 8

The final day consists of a guided city center walk including castle entry then a hike up Table Mountain with the cable car down. What a way to finish!

(15km Walk(9 miles) and 1086m(3,563 ft) of Climbing.)

TOUR COMPLETE 560km / 350 miles plus walk and hike above. Well done!!
Visit the Constantia wine valley or Stellenbosch and Franschhoek with optional cellar tours, wine tastings and lunch at wine farms of your choice. Combine this tour with the popular Peninsula tour to make the most of your time in the area.

Tours can be arranged from your place of accommodation or from our base in Fish Hoek


Pick up from Cape Town and transportation to Elgin / Grabouw where your tour begins.

Take the R321 over Viljoens Pass and then off road into Graymead to the edge of Theewaterskloof Dam. After crossing the Draaiberg Bridge follow the R45 through to Franschhoek over the magnificent pass (700m) where you will spend the evening after off roading on the Robertsvlei wine track.

This is a distance of around 50 KM.

Franschoek Pass

Recommended Accommodation

A further day can be spent around this wonderful valley wine and cheese tasting and eating at one of the many superb eateries placed all around on the many side roads to explore.


Today you head off road through the Boshendal and Languedoc tracks and then through Ida’s Valley nearer town, which has the Rustenburg Vineyards, after traversing the famous Helshoogte Pass enroute. We cycle through the Jonkersberg Plantation, a circular bike ride right into the mountains.

The distance here is around 50 KM. Overnight in Stellenbosch.

There is a choice of accommodation which we can discuss you at time of enquiry.

Further option of staying in the area for another day to explore the Devon Valley amongst others and even the chance to see a cheetah sanctuary nearby!



Head down the R44 taking the Stellenrust track turn off, across Annandale and then joining the R310 back into Fish Hoek along the coast road. Depending on the time of year a chance to see whales, dolphins and seals.

Distance here again is around 50 KM.

The R310 leading you back to Fish Hoek

Wine and/or cheese tastings as well as cellar tours can be done on most vineyards simply by turning up on the day. No pre bookings are necessary; the same applies for the restaurants along the route too.

You can indulge yourself as much or as little as you like; the choices are endless.

Just bear in mind that you need to arrive safely at your accommodations and you are in charge of a bicycle to get you there!

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