Embark on this culture, wine & history journey, a luxurious 7-night self-drive adventure through the captivating Western Cape of South Africa. This thoughtfully curated compact loop starts and ends in vibrant Cape Town, weaving together urban heritage, iconic Winelands, frontier towns, and pristine coastal landscapes for an immersive experience that balances relaxation with deep cultural discovery covering approximately 650–750 km on well maintained scenic roads, with daily drives rarely exceeding 3.5 hours, this easy to-moderate itinerary is perfect for first-time visitors, wine enthusiasts, and history lovers seeking premium comfort. Stay in hand-picked heritage hotels and boutique lodges, savour gourmet meals, and enjoy signature experiences like estate tastings and cultural walks—all supported by detailed route notes, maps, and 24-hour assistance. Ideal year-round—vibrant vineyards from September to April, or cooler whale watching magic from June to November—this trip delivers an authentic, unhurried taste of the Cape’s soul, blending colonial legacies, natural beauty, and exceptional wines in one unforgettable journey.
This trip is based on 2 people sharing, so if you are a solo traveller please contact us for further details and we will be happy to help
Inclusions
- 6 nights’ accommodation in a good quality B&B or hotel with ensuite or private bathroom and breakfast
- Transport during the trip
- Certified trip guide and driver
- Expert local knowledge and 24 hour emergency assistance during your trip
- Professional event organisation
Exclusions
- Transport to start/from the end of your trip
- Lunches and evening meals
- Daily activities
- Personal insurance (for cancellation, accident, health, emergency
evacuation and loss, theft of or damage to baggage and personal
effects)
Optional Extras
- Single room supplement £65 per person per night (subject to availability)
- Odd number group supplement £65 per group per night may apply if a single room is required
- Extra night prior to the start (single room) £170 per person
- Extra night prior to the start (twin room, needs 2 people) £90 per person
- Extra night at the end of the event (single room) £170 per person
- Extra night at the end of the event (twin room, needs 2 people) £90 per person
Please select from Optional Extras at checkout.
Getting there and back
Getting There
by air: Fly into Cape Town International Airport (CPT), the main gateway to the Western Cape with direct international flights from major hubs (e.g., London ~11–12 hours, other European cities similar). Our guided tour includes a private meet-and-greet airport and transfer you directly to your
first hotel in Cape Town.
By road: If driving or arriving by coach from elsewhere in South Africa your guide can arrange a pickup from a designated point in Cape Town— simply advise at booking.
Getting Away:
Private guided departure transfer: On your final day, in Cape Town, your driver/guide will provide a private transfer back to Cape Town International Airport (CPT) for your departure flight.
Evening meals and lunches
You can purchase evening meals either at the accommodation or nearby. When our adventure travel planners send you the schedule with your itinerary you could prearrange directly with the accommodation or during the trip.
For lunches we would suggest bringing some of your own favourite snack bars and then asking the accommodation for a packed lunch for the following day and also supplementing that at stops en-route.
Accommodation
Accommodation is generally at hotels and B&Bs. Once booked in, your adventure travel planner will send you a list of your booked accommodation. It is possible to adjust according to preference at this stage so please mention it if you wish to change.
Dates and prices
For available dates please click on the ‘book now’ option on the left hand side on desktops or at the bottom on mobiles. You can reserve your space via this route.
After you book
After placing your booking with us, you will in the first instance receive an automated email from our system confirming receipt of your reservation. If you don’t receive it, it is worth checking your spam/clutter folder.
In the process of placing your booking, you will generally set up an access password to our online gateway where you can review the details of the booking.
Your personal adventure travel planner will then be in touch with you to start to confirm the details. This contact will usually be taken up in the working day after receipt of your booking, but may, in busy times, take a little longer. The adventure travel planner will then liaise with you regarding the details of the course. If you have any specific requirements, please do mention it at this stage.
At the end of your trip
Unfortunately, all good things come to an end at some point and when you arrive at your final destination, some people like to treat themselves to a night’s stay at the end. And why not? You’ve earned it. You can arrange this as an optional extra with your adventure travel planner.