Tour Highlights
- Cycle picturesque Chapman’s Peak Drive, considered the most beautiful road in South Africa
- Taste exceptional local wines by South Africa’s top winemakers and blend your own bottle
- Dine with a local chef during a private cooking demonstration
- Luxuriate in three of South Africa’s flagship hotels, a selection of gorgeous properties
Eat
Braaivleis (barbecued meat), biltong jerkey, pap (a type of polenta), and mieliebrood (cornbread with a South African spin)
Drink
Local Savanna cider, award-winning South African wines including Cabernet and Syrah, and especially the indigenous varietal Pinotage
As featured in:
Itinerary
Print Itinerary-
Day 1
Welcome to South Africa
Our guides will pick you up from Cape Town International Airport and kick off the tour with a lesson in blending a custom bottle of wine at one of the Western Cape’s top wineries. Take your bottle to go, walk into the vineyards, and find a picnic lunch ready and waiting. After a bike fitting and safety talk, we set out for our first South African spin. It’s an easy ride to our hotel, a historic Cape Dutch farm dating back to 1692. Tonight’s beautiful dinner is the definition of farm-to-table; we’ll accompany the chef as he harvests ingredients from Babylonstoren’s wheat fields, vegetable gardens, and fruit orchards, all destined to reappear right on your plate.
Meals: Lunch / Dinner
Destination: Drakenstein
Accomplished: 9 miles / 14 km, elevation gain: 384 meters
Longer Option: 12 miles / 19 km, elevation gain: 701 meters
Accommodation: Babylonstoren -
Day 2
Wine, Gin, or Whatever You Please
After a decadent breakfast, set off for a gradual climb into Paarl Nature Reserve with fields of prehistoric-looking protea at our side and the smooth granite formations of Paarl Mountain ahead. Descend through vineyards on a single track trail to Rhebokskloof where a glass of wine (or wyn, in Afrikaans) awaits. Enjoy lunch beneath the estate’s oak trees, then head back to Babylonstoren or opt for an extra ride on the winery’s well-groomed trails, suited to beginners and advanced riders alike. Tonight, leave the wine behind and visit an international award-winning boutique distillery, where we’re hosted for dinner and a tasting, plus a few surprise cocktails and artisanal beers to accompany our meal.
Meals: Breakfast / Lunch / Dinner
Destinations: Drankenstein, Simonsberg Nature Reserve
Accomplished: 19 miles / 31 km, elevation gain: 688 meters
Longer Option: 35 miles / 56 km, elevation gain: 1,245 meters
Accommodation: Babylonstoren -
Day 3
The Best of the Cape Winelands
Depart the countryside for Stellenbosch, discovered by Simon van der Stel when he first arrived in South Africa—the farm he built on the Western Cape was the beginning of the oak tree-peppered paradise the town has become. Spin on quiet little roads or take a single track towards one of our favorite wineries, an unpretentious spot owned by the Momberg family. Their reputation for receiving visitors in true South African style means a raging fire is ready to cook our lunch of traditional braai barbecue. Retire with a full belly to our boutique hotel situated right in downtown Stellenbosch, or walk it off with some shopping or a tour through Kayamandi township. For dinner, our chef friend opens the door to his kitchen and guides us through the hands-on makings of a fabulous meal.
Meals: Breakfast / Lunch / Dinner
Destinations: Stellenbosch
Accomplished: 16 miles / 25 km, elevation gain: 418 meters
Longer Option: 34 miles / 55 km, elevation gain: 488 meters
Accommodation: Coopmanhuijs -
Day 4
Atlantic Hike
Today’s landscape shifts from vineyards to ocean views as we swap our bikes for hiking boots and head south to Hout Bay. Set off from Silvermine and encounter the unspoiled fynbos unique to South Africa and Elephant’s Eye Cave before descending towards the spectacular Atlantic. At a kiosk in Hout Bay beloved by locals, lunch on just-caught fish grilled simply to show off its fresh flavors. Once we’ve watched the sunbathing seals at Hout Bay harbor, it’s time to retreat to our hotel. The rooms here are so luxurious you may not want to leave, so we leave it to you to decide between a romantic dinner right on the property or a short trip into Hout Bay to dine on your own.
Meals: Breakfast / Lunch
Destinations: Silvermine Nature Reserve, Hout Bay
Accomplished: 5 miles / 8 km hiking
Accommodation: Tintswalo Atlantic -
Day 5
Chapman’s Peak
Enjoy a laid-back morning before hopping on the bike for a final day of cycling. The road to Chapman’s Peak is considered the country’s most beautiful byway, so our ride over the peninsula includes plenty of photo stops. Continue north towards Boulders Beach to glimpse its famous penguins waddling around the inlets undisturbed before we break in Kalkbay for lunch. Overlooking the harbor, we’ll dig into the catch of the day, then finish the ride to our hotel. For our final night, it’s sundowners and dinner on the deck as we toast to our wonderful week together.
Meals: Breakfast / Lunch / Dinner
Destinations: Kalkbay
Accomplished: 15 miles / 24 km, elevation gain: 625 meters
Longer Option: 24 miles / 39 km, elevation gain: 1,138 meters
Accommodation: Tintswalo Atlantic -
Day 6
Totsiens!
Spend your final morning in South Africa as you wish, whether you prefer to sleep in late or take a walk along the water in Kalkbay. Before our guides bid you farewell, transfer with them to Cape Town International Airport or right into the city for those adding additional days to their trip.
Meals: Breakfast
Destinations: Kalkbay
DuVine itineraries may be subject to slight route changes, hotel substitutions, and other modifications.
Arrival Details
Airport City: Cape Town, South Africa Pick-Up Location: Cape Town International Airport Pick-Up Time: 9:00 am
Departure Details
Airport City: Cape Town, South Africa Drop-Off Location: Cape Town International Airport Drop-Off Time: 10:00 am
Dates + Availability
Any scheduled tour can be made private. Your group, your dates. Go Private
Specific schedules for this tour are yet to be determined. Check back soon or contact us for more details.
Inclusions + Details
Accommodations
- Thoughtfully selected accommodations that reveal the true character of the region
- Luggage transfers
Meals
- Daily breakfasts, all lunches, nutritious snacks, and après velo cocktails
- 4 gourmet dinners at our favorite local restaurants and renowned culinary establishments
- Carefully selected local wine, beer, or spirits with every meal
Activities
- Wine tastings and activities as outlined in the tour itinerary
- Entrance fees to historic sites, museums, parks, and all other exclusive events
- Gratuities for baggage, porters, and hotel service
Gear
- Top-of-the-line bicycle selection and bike helmet
- Complimentary DuVine gear, including a custom cycling jersey, DuVine t-shirt, water bottle, and drawstring bag
- GPS in most destinations
Support
- Expert bilingual guides with extensive local knowledge
- Support vehicle that follows the day’s route, distributes refreshments, and offers lifts
- Pick-up and drop-off before and after your tour from predetermined meeting points
- Daily bike maintenance to ensure optimal performance
