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The Cape Cross & Cape Town Cycle Tour
Gravel & Road

The Cape Cross & Cape Town

DatesSat, 6 Mar 2027 — Mon, 15 Mar 2027
Duration9 days, 8 nights
LocationSouth Africa
Places12 places left
PriceFrom £8,960pp

Nine days. Two coastlines. One of the world's great cycling events. Beginning in George, we ride six days of world-class gravel tracks through the Garden Route (gravel bikes included), before the road opens up for two days of coastal riding into Cape Town and a place on the start line of the iconic Cape Town Cycle Tour. Gravel and road, back to back, in one of the most beautiful corners of the world.

The numbers

Arrival airport
George, South Africa
Departure airport
Cape Town, South Africa
Start
Wilderness
Finish
Cape Town
Total distance
704 km
Total elevation
9,944 m
Longest day
Day 6 – 145,7 km
Biggest climbing day
Day 3 – 1,971 m

About this trip

This unique cycling experience takes you through mountain passes, remote valleys, and rolling farmland across South Africa’s Western Cape. Ride point-to-point on quiet gravel roads by day, recover in hand-picked accommodation each evening, and arrive in Cape Town ready to take on one of the most iconic closed-road cycling events in the world.

Over six consecutive days, you’ll ride approximately 595 km across mixed terrain, with daily routes featuring 45–66% gravel and more than 8,700 metres of total climbing.

Each stage ends in a new overnight destination — including Oudtshoorn, Van Wyksdorp, Riversdale, Swellendam, McGregor, and Franschhoek — allowing you to experience the diverse landscapes and hospitality of the Western Cape as the route progresses toward Cape Town.

Following a rest day in the city, you’ll take part in the Cape Town Cycle Tour: a fully closed-road 109 km route around the Cape Peninsula and the perfect finale to an unforgettable week on the bike.

Iconic Mountain Passes on the Route:

  • Montagu Pass – A historic gravel climb through the Outeniqua Mountains, winding from the lush Garden Route into the remote landscapes of the Klein Karoo
  • Garcia Pass – A long, scenic ascent through rolling farmland and open valleys in the heart of the Overberg
  • Franschhoek Pass – A spectacular mountain climb featuring sweeping switchbacks and panoramic views over the Cape Winelands

Day by day

A look at how the trip unfolds.

Arrival Day

Upon arrival at George Airport in South Africa, you will be met by your driver for a scenic transfer to the coastal town of Wilderness. After checking into your hotel, you can settle in and begin exploring this picturesque destination at your leisure.

What's included

  • Route planning

    Route planning

    Navigate with clarity: curated route notes and navigation aids help you make the most of every kilometre.

  • Food

    Food

    Fuel your journey with delicious, well‑timed nourishment designed to keep you energised from start to finish.

  • Transfers

    Transfers

    Smooth, seamless logistics — we handle the details so you can focus on the ride.

  • Guide

    Guide

    Ride with confidence alongside knowledgeable local guides who bring the route to life with expert insight and encouragement.

  • Mechanic

    Mechanic

    Peace of mind on two wheels: reliable mechanical support is on hand when you need it most.

  • Hotels

    Hotels

    Rest easy in thoughtfully chosen stays along the scenic route — comfort and convenience, perfectly placed for your cycling adventure.

Included

  • Transfers
  • Lodging
  • Meals
  • Selected beverages (non‑alcoholic unless stated)
  • Hydration & nutrition on‑road
  • Pro guides
  • Mechanic & support vehicle

Not included

  • Flights
  • Travel/bike insurance
  • Personal expenses
  • Alcohol unless specified
  • Optional upgrades (daily laundry, e‑bike, single‑room supplement)

From the road

A glimpse of the riding, the landscape, and the lunches.

1 / 5

Where you'll stay

1 / 3

Ride the right bike

Curated bikes available for hire on this trip.

  • Pinarello DOGMA F

    Pinarello DOGMA F

    Engineered for pure speed and sculpted with obsessive detail, this is the kind of race bike that turns every climb, corner and descent into a masterclass in performance.

  • Pinarello DOGMA X

    Pinarello DOGMA X

    Built for the long days that demand both pace and poise, this endurance thoroughbred delivers race-ready performance with a level of comfort that keeps the joy in every kilometre.

  • Pinarello X7

    Pinarello X7

    Crafted for riders who want comfort without compromise, this endurance machine blends smooth compliance with lively speed, keeping every kilometre controlled and genuinely enjoyable.

From the riders

Superb trip. Well curated, great climbs, great company great management.

P S

Rouleur Pyreneese: Climbing Giants

Amazing and challenging rides, great support and a lot of fun. Highly recommend.

Michael V

Rouleur Pyreneese: Climbing Giants

Memories for a lifetime - great routes, support, food and lodging! Would do it again in a heartbeat ❤️

Laura H

Cycle for MS: Conquer the tour

Incredible experience end to end, we felt welcome and taken care of. Stunning location and event as well.

Patrick W

Maratona dles Dolomities Cycling Experience - Rouleur Gran Fondo

Great trip!

David H

Maratona dles Dolomities Cycling Experience - Rouleur Gran Fondo

Fantastic route and riding, beautiful scenery and accommodation, brilliant people!

David C

Mont Ventoux to The Monaco

A fantastic trip! The routes were amazing (and a challenge), the hotels and food were en point and the group was a fabulous bunch. 10/10

Emily V

Mont Ventoux to The Monaco

We loved the trip. Food and accommodations were fabulous. Loved the rides and the support and all the people. The Maratona is a spectacular event. Looking forward to next year!

Anthony L

Maratona dles Dolomities Cycling Experience - Rouleur Gran Fondo

This was my first trip with Rouleur, and the first of many I hope. Fantastic people to cycle with and exceptional hosting skills from Tris and Frances.

Andrew W

Rouleur Pacific Northwest - Seattle to Whistler

This was my second trip with Rouleur Travel and it would be difficult to imagine better cycling experience. The routes chosen, some of the most difficult climbs in the Pyrenees, were fabulous - and wonderfully difficult. Tris and Frances left no detail unattended to and are great good fun to ride with. I’ll go again.

Matt S

Rouleur Pyreneese: Climbing Giants

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