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South Africa

Western Cape Winelands – 6 Nights

Oct, Nov, Dec, Jan, Feb, Mar, Apr£2599 pp

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Dates may vary in price due to demand throughout the season and are subject to changes from time to time. We recommend booking your trip well in advance to secure the best pricing available for your preferred dates.

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SUMMARY

Western Cape Winelands – 6 Nights

No. of People: 1

PAYMENT

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TOTAL £999

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A luxurious 7-night drive journey through Cape Town’s urban heritage, the Winelands’ Cape Dutch & Huguenot history, frontier towns, and coastal indigenous culture—perfect for lovers of wine, sea and history enthusiasts!

Quick Facts

  • Route Style: Compact self-drive loop starting and ending in Cape Town (ideal for independent travellers or with optional private driver upgrade)
  • Total Approximate Driving Distance: ~650–750 km (scenic tarred roads; daily drives mostly 1–3.5 hours to minimise fatigue)
  • Key Destinations: Cape Town (urban culture & history), Stellenbosch (Cape Dutch architecture & wine), Franschhoek (Huguenot legacy & wine), Swellendam (frontier history), De Hoop/Arniston (coastal & indigenous heritage)
  • Main Focus Areas: Culture & colonial/slave history, world-class wine tastings, Cape Dutch & Huguenot heritage, early settler & frontier
    stories, Strandloper/Moravian coastal traditions
  • Accommodation Style: 7 nights in premium heritage hotels, wine estate lodges & boutique coastal properties

About & Details

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.

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Itinerary

  • Day 1 – Arrival in Cape Town

    Arrive at Cape Town International Airport; collect your rental car (or arrange private transfer). Settle into your hotel and enjoy an afternoon orientation with a gentle walking tour of the colourful Bo-Kaap neighbourhood (Cape Malay heritage, historic homes, and street art)

    20-30 minutes (airport to city centre/Bo-Kaap area)

  • Day 2 – Cape Town

    Full immersion in Cape Town’s layered history

    Activities: morning visit to the Castle of Good Hope (oldest colonial building in SA) and Company’s Garden. Afternoon: Robben Island ferry tour (from V&A Waterfront; ~3.5-4 hours total including boat rides and guided tour).  Or cable car/ hike up Table Mountain for sunset views. Evening optional sunset cruise or relaxed dinner.

    Driving time:  30-60 minutes total (mostly short city transfers to Waterfront/Castle; ferry handles Robben Island.

  • Day 3 – Cape Town to Stellenbosch (Cape Winelands)

    Scenic drive to Stellenbosch, the heart of Cape Dutch heritage.

    Activities: Explore Dorp Street’s historic oak-lined architecture on a self-guided walk, visit Stellenbosch Village Museum, and enjoy wine tastings or olive oil experiences at classic estates (e.g., Kanonkop, Meerlust, or Morgenster).

    45-60 minutes’ scenic drive

  • Day 4 – Stellenbosch to Franschhoek

    Short, picturesque drive over mountain passes to Franschhoek.

    Activities: Dive into Huguenot history at the Huguenot Memorial Museum, then hop on the Franschhoek Wine Tram for flexible tastings at top estates amid dramatic valley scenery.  Enjoy French-influenced cuisine for lunch or dinner.

    30-minute drive

  • Day 5 – Franschhoek to Swellendam

    Drive through rolling farmlands to Swellendam, South Africa’s third-oldest town.

    Activities: Visit the Drostdy Museum Complex (colonial architecture and artifacts), join a heritage walking tour, and soak up the relaxed frontier atmosphere.

    2-2.5 hours’ drive

  • Day 6 – Swellendam to De Hoop / Arniston

    Head to the serene Overberg coast.

    Activities: Explore Arniston fishing village and Waenhuiskrans cave (accessible at low tide), learn about Strandloper and Moravian heritage, and enjoy optional cliff walks or beach time in De Hoop Nature Reserve.

    1-1.5 hours’ drive

  • Day 7 – De Hoop / Arniston to Cape Town

    Scenic return drive along the N2 (or optional inland Route 62.

    Activity:  Stop briefly in Hermanus if in whale season (June-November) for cliff-path viewing.

    Arrive in Cape Town where your trip ends unless you have booked additional services with us.

    2.5-4-hours’ drive depending on route

Notes:

Timings and mileages are approximate. 

We will always endeavour to accommodate you in the locations detailed in the above itinerary. Due to very high demand, some accommodation providers may occasionally have limited availability and so we may need to accommodate you in an alternative location, nearby. 

The Route

Why book with us

We know you have a choice of companies providing trips for your next adventures. Here are some of the reasons you should choose to travel with Maximum Adventure:

  • We are an established adventure travel business
  • We have been trading since 2002
  • We are financially protected in accordance with the 1992 travel regulation
  • Knowledgeable and available office staff
  • Qualified leaders and guides with ascents ranging from Ben Nevis to Mount Everest
  • All activities are risk assessed
  • We will provide you with the best service available
  • We are aware this is your holiday/your challenge and will do our best to make it an enjoyable and rewarding experience
  • We have many repeat clients stretching back over a number of years
20+ years adventure organisation experience
Full liability & financial protection
Leading provider of high quality adventure challenges
Great team of staff to support you