The right number of like-minded travellers to make new friends.
Your dates. Your group. Our expertly-designed itinerary.
Tailored to your interests, a bespoke travel experience.
Combines the hallmarks of any B&R itinerary (excellent hotels and beautiful routes) with the freedom of pacing each day exactly the way you like.
Throughout the day, a knowledgeable local guide provides insider access and expert tips. At night, you can explore and dine on your own.
Our B&R guides are with you throughout, anticipating needs, translating languages, providing advice and—above all—facilitating fun.
We use premium hotels that are unique expressions of the region. Often they’ve had a previous life as a monastery or a castle, but in every case they offer an exceptionally comfortable stay.
These are stylish 4-star properties that offer a casual and comfortable stay. Often without a 24-hour concierge or room service, they tend to be smaller family-run hotels that are perfect for the region.
“I can’t say I really ‘work out,’ but I’m in good shape and am relatively active.”
“I enjoy a good walk or ride, and feel comfortable while on the move.”
“I get moving at least once a week, and don’t mind a little sweat.”
“I get moving a few times per week and enjoy some exertion.”
“I want to feel invigorated each day and going hard is how I like to do that.”
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Beauty, splendour & spectacular biking
South Africa is one of our oldest friends. We saw a stunning country that lent itself beautifully to our penchant for pedalling, and knew we absolutely had to introduce B&R travellers to it. It’s hard to believe that so much beauty, diversity and wine can be found so close to Cape Town—not to mention truly spectacular biking. In fact, this trip is not unlike many of our European jaunts, as we explore a compact area and stay in one elegant hotel after another. Pedalling along roads lined with dramatic vistas, we cover the Cape Winelands and cross over dramatic mountains, entering the Klein Karoo and Overberg. As our trip winds down, we will visit the coastal town of Hermanus before ending up in Cape Town.Trip designed by Travel Expert Michele Harvey TRIP DETAILS per person from $6,895 USD
Converted from USD based on the latest exchange rate. Final amount and payment will be in USD. Final conversion rate is determined by your bank.Based on 4 ppl double occupancy
Request your date for exact pricing 11 Days / 10 Nights
Cape Town to Cape Town request a DETAILED ITINERARY
Day by Day
Welcome to South Africa! Upon your arrival at the Cape Town International Airport, your guide will be waiting for you in the arrival hall. Spend the day exploring your surroundings.
A short drive from your farm hotel will bring you to the quaint country village of Franschoek. We’ll pedal the back streets of Franschoek and explore the surrounding wine farms.
Our route takes a scenic ride through wine country on undulating asphalt roads making our way to historic Stellenbosch, with options to taste wine and experience cellar tours along the way. We end our ride at the beautiful Middelvlei Wine Estate to enjoy a traditional braai (BBQ) on the manor house’s lawn.
Hop on your bike and cycle into the remote frontier town of Montagu, arriving in time for a farm-style lunch. Get settled in your lodge before spending the remainder of the afternoon wine tasting, exploring the town or taking a hike around a nearby canyon.
Leaving directly from the front door of the hotel, today's ride takes you through a dramatic canyon with soaring twisted rock faces and into the rolling hills of the scenic wine country. We will make our way to the rural farming community of Bonnievale and have lunch on a wine farm along the banks of the Breede River, the life blood for this arid region.
Bike on beautiful broad roads with stunning remote mountain scenery. The route drops down to the dramatic Tradouw’s Pass, revealing its wonderful rock formations, and take you to the missionary town of Suurbraak for lunch at an organic vegetable farm.
Our ride takes us through the vast fields of wheat and down the Caledon Pass into the beautiful Hemel en Aarde (Heaven and Earth) Valley, one of the Cape’s premier wine regions. Whet your palette while we will stroll through the vineyards to understand the fine art of viticulture and to sample the wines.
Early this morning we’re trading in our bicycles for kayaks to search for whales and seals in the bay. After breakfast at the hotel, we’ll drive beside the spectacular False Bay coastline, taking out the bikes along the way for a scenic ride to soak up the views.
After a quick walk to the colony, we will ride from Simonstown along the beautiful False Bay coastline, gradually ascending to reach the famous Cape of Good Hope, commonly called Cape Point.
Either climb or take a cable car to the top of Table Mountain. Ride down the famous Table Mountain Ariel Cableway, returning to the city in time for lunch at a home-hosted affair in the Bo-Kaap, the Cape Malay Quarter of Cape Town.
After breakfast, your guide will drive you back to Cape Town International Airport for your journey home. Safe travels!Show All Days VIEW MAP CLOSE
What’s included? Everything you need. Plus everything you’d
want. Plus a few things you never knew you wanted ‘til you got them.
In a word: everything. In ninety words? Signature B&R guides; local experts; unique, unforgettable biking and walking routes; private tours; authentic local cuisine; lessons and demonstrations; local artisanal wines; wine tastings; all victuals and libations; all the endorphins you can handle; new insight; interesting, fun and like-minded travel companions; a feeling of total freedom. In short: an extraordinary, hassle-free journey of discovery.
- All hotel accommodation
- Meals as indicated with drinks
- Services of B&R-trained local guide(s)
- Support vehicles during bike rides
- Use of a Giant Cypress bicycle or Giant Escape and helmet
- Detailed maps and water bottle
- All special events and private tours
- All transportation from rendezvous to drop-off