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2026

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2027

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Who is travelling?

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

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From
US $938 per person

Winelands & Garden Route for Wine Lovers - Chauffeur Drive Tour 5 Days

5 days
From Cape Town to George
5.0
3 traveler reviews
From
US $938 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select Date

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2026

Jan
Feb
Mar
Apr
May
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Sep
Oct
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2027

Jan
Feb
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Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Best price guarantee Learn More

Food & Culinary
Savor the world one bite at a time
Fully Guided
An experienced guide will be with you for the entire tour
Low Intensity
Travelers can expect some light physical activities
Guided in English
Group Size 1 - 7
All Ages Welcome
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Cape Town to Stellenbosch

    Start point
    7 Heerengracht Street, Cape Town, Western Cape 8001, South Africa (Cape Town Hotels, 08:45 - 09:15)
    Meals
    Lunch
    Accommodation
    Hotel (Montagu Country Hotel & Spa)

    Included Activities

    • Visit wine estates in Stellenbosch
    • Tour wine cellars
    • Wine tastings (3 tastings)
    • Stroll around wine estate grounds
    Landmarks
    Stellenbosch
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  2. Day 2

    Stellenbosch to Oudtshoorn

    Meals
    Breakfast, Lunch (Lunch Platter)
    Accommodation
    Guesthouse (Earthbound Guest House)

    Included Activities

    • Travel through Klein Karoo Route 62
    • Wine tasting in Calitzdorp
    • Visit Ostrich Show Farm
    Landmarks
    Calitzdorp
    Oudtshoorn
    Itinerary Image 1Itinerary Image 2
  3. Day 3

    Oudtshoorn to Knysna

    Meals
    Breakfast, Lunch (Lunch platter)
    Accommodation
    Guesthouse (Moncrieff Manor)

    Included Activities

    • Visit Cango Caves
    • Wine tasting (Klein Karoo Wines)
    Landmarks
    Cango Caves
    Outeniqua Mountains
    Knysna
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  4. Day 4

    Knysna to Plettenberg Bay and Tsitsikamma

    Meals
    Breakfast, Lunch (Lunch at a Wine Estate)
    Accommodation
    Guesthouse (Moncrieff Manor)

    Included Activities

    • Whale and dolphin spotting in Plettenberg Bay
    • Coastal drive through Tsitsikamma
    • Visit Nature's Valley
    • Explore ancient forest and Outeniqua Yellowood trees
    • Lunch at a Wine Estate
    • Wine tasting (1 tasting)

    Optional Activities

    • Monkeyland tour
    • Birds of Eden tour
    • Tenikwa Wildlife Centre tour
    • Sunset cruise on Knysna Lagoon
    Landmarks
    Plettenberg Bay
    Tsitsikamma
    Nature's Valley
    Knysna Lagoon
    Itinerary Image 1
  5. Day 5

    Knysna to George

    End point
    George Airport (GRJ), N2 Rd, George NU, Western Cape 6529, South Africa (George Airport, 13:00 - 16:00)
    Meals
    Breakfast

    Optional Activities

    • Craft beer and gin tasting
    • Last minute shopping
    • Lunch
    Landmarks
    George
    Itinerary Image 1Itinerary Image 2

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What's Included

Expand All
  • Accommodation
  • Guide
  • Meals
  • Additional Services
  • Transport

What's Not Included

  • Flights
  • Insurance
  • Optional
  • Additional Services

Where You'll Stay

All accommodations are subject to change
Rating
4.6(30 reviews)
Response time
within 1 day
Response rate
100%
Cancellation policy

Traveler Moments

Traveler Reviews

5.0
Overall rating based on 3 Reviews
  • Itinerary
    5.0
  • Transport
    4.0
  • Guide
    5.0
  • Accommodation
    4.0
  • Food
    4.0
  • 4.6

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  • D
    February 15th, 2026
    Enjoyable trip Great personal service from Mark and Paul
    Traveled in January 2026
  • Winelands & Garden Route for Wine Lovers - Chauffeur Drive Tour  5 Days reviewer 2
    November 20th, 2024
    Wonderful guide. Visited places/sites we would not have found on our own. Same with the guest houses.
    Traveled in November 2024
  • P
    December 13th, 2023
    Paul and Mark did a great job in covering a huge amount of ground across 5 days. From initial pick up, through...
    Show more
    Traveled in November 2023
    Reply from: Explore South Africa
    Thank you for your Kind Words Peter.
    Show more

Dates & Availability

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2026

Jan
Feb
Mar
Apr
May
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Sep
Oct
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2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Upcoming departures
  • Instant Confirmation
    From Friday
    8 May, 2026
    To Tuesday
    12 May, 2026
    English
    From:
    US $938 per person
    Multiple Room Types
  • Instant Confirmation
    From Saturday
    9 May, 2026
    To Wednesday
    13 May, 2026
    English
    From:
    US $938 per person
    Multiple Room Types
  • Instant Confirmation
    From Sunday
    10 May, 2026
    To Thursday
    14 May, 2026
    English
    From:
    US $938 per person
    Multiple Room Types
  • Instant Confirmation
    From Monday
    11 May, 2026
    To Friday
    15 May, 2026
    English
    From:
    US $938 per person
    Multiple Room Types
  • Instant Confirmation
    From Tuesday
    12 May, 2026
    To Saturday
    16 May, 2026
    English
    From:
    US $938 per person
    Multiple Room Types
  • Instant Confirmation
    From Wednesday
    13 May, 2026
    To Sunday
    17 May, 2026
    English
    From:
    US $938 per person
    Multiple Room Types
  • Instant Confirmation
    From Thursday
    14 May, 2026
    To Monday
    18 May, 2026
    English
    From:
    US $938 per person
    Multiple Room Types
  • Instant Confirmation
    From Friday
    15 May, 2026
    To Tuesday
    19 May, 2026
    English
    From:
    US $938 per person
    Multiple Room Types
  • Instant Confirmation
    From Saturday
    16 May, 2026
    To Wednesday
    20 May, 2026
    English
    From:
    US $938 per person
    Multiple Room Types
  • Instant Confirmation
    From Sunday
    17 May, 2026
    To Thursday
    21 May, 2026
    English
    From:
    US $938 per person
    Multiple Room Types

Want to read it later?

Download this tour’s PDF brochure and start tour planning offline

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More benefits

What our customers ask about this tour

The content in our FAQ section is subject to change.
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  • C

    Cristina

    Asked on September 4th, 2025

    I have 2 questions about the Cape Winelands tour of 5 days. 1. It's 5 days and states 3 nights are included. But 5 days traveling is 4 nights, right? 2. I am traveling alone but do not necessarily need a single room. Can I share a room with another woman traveling solo?

    Accommodation
    Tour Details
    • Explore South AfricaOperatorWritten September 2025

      This tour includes 4 nights accommodation with breakfast. I currently do not have any single guests booked for a 3 January departure.

    • C

      Cristina

      TravelerWritten September 2025

      I am flexible and I can depart on 6th january.

    • C

      Cristina

      TravelerWritten September 2025

      I wish to book this tour provided that it's possible to pay a deposit in advance and pay the full amount later.

    • Explore South AfricaOperatorWritten September 2025

      Payment is due on 5 December 2025.

    • C
      C
      3 more answers
  • R

    Richard

    Asked on January 5th, 2025

    What is the cost for an extra night accommodation?

    Accommodation
    Price / Availability
    • Explore South AfricaOperatorWritten January 2025

      An additional night's accommodation costs between 50 - 60 USD per person, payable directly at the hotel.

  • R

    Rosalinde

    Asked on December 23rd, 2024

    What hotels do you recommend in George?

    Accommodation
    • Explore South AfricaOperatorWritten December 2024

      Some recommended hotels include Victoria Heights, Cherry Berry Guest House, and the Wilderness Hotel, all conveniently located near the airport.

  • J

    Joel

    Asked on December 7th, 2024

    Are there dietary options available during meals?

    Meals
    • Explore South AfricaOperatorWritten December 2024

      Dietary preferences can usually be accommodated, so please inform the operator in advance.

  • N

    Nadia

    Asked on November 10th, 2024

    Is there an option for shared accommodation?

    Accommodation
    • Explore South AfricaOperatorWritten November 2024

      Yes, you can inquire about participating in a shared accommodation if you are traveling solo.

  • E

    Elias

    Asked on November 4th, 2024

    Can I check the itinerary online?

    Tour Details
    • Explore South AfricaOperatorWritten November 2024

      Yes, you can view your itinerary by visiting the operator's website.

  • I

    Ilse

    Asked on October 26th, 2024

    How do I contact you for further questions?

    Travel Support
    • Explore South AfricaOperatorWritten October 2024

      You can reach out to us via the Ask a Question button.

  • N

    Nathalie

    Asked on October 10th, 2024

    Can I pay using a credit card?

    Payments
    • Explore South AfricaOperatorWritten October 2024

      Credit card payments are accepted, but it's best to confirm the payment options with the operator.

  • J

    Jack

    Asked on September 8th, 2024

    What language will the tour guide speak?

    Tour Details
    • Explore South AfricaOperatorWritten September 2024

      The guides typically speak English, but you can ask if other language options are available.

  • J

    Jamie

    Asked on August 27th, 2024

    What happens in case of an emergency during the tour?

    Travel Support
    • Explore South AfricaOperatorWritten August 2024

      Emergency procedures will be explained at the start of the tour, and you'll have access to support throughout.

Can’t find the answer to your question?
Reach out to the experts at Explore South Africa with your enquiry, they usually respond within 1 day.
From
US $938 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select Date

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Best price guarantee Learn More

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Good to Know

Tour ID: 158365

  • Currency
    R
    Rand
    South Africa
  • Plugs & Adapters

  • Vaccines
    • These are only indications, so please visit your doctor before you travel to be 100% sure.
    • Typhoid - Recommended for South Africa. Ideally 2 weeks before travel.
    • Hepatitis A - Recommended for South Africa. Ideally 2 weeks before travel.
    • Cholera - Recommended for South Africa. Ideally 2 weeks before travel.
    • Tuberculosis - Recommended for South Africa. Ideally 3 months before travel.
    • Hepatitis B - Recommended for South Africa. Ideally 2 months before travel.
    • Yellow fever - Certificate of vaccination required if arriving from an area with a risk of yellow fever transmission for South Africa. Ideally 10 days before travel.
  • Visa
    • Unfortunately we cannot offer you a visa application service. Whether you need a visa or not depends on your nationality and where you wish to travel. Assuming your home country does not have a visa agreement with the country you're planning to visit, you will need to apply for a visa in advance of your scheduled departure.
    • Here is an indication for which countries you might need a visa. Please contact the local embassy for help applying for visas to these places.
  • Payment information
    • For any tour departing before July 4th, 2026 a full payment is necessary. For tours departing after July 4th, 2026, a minimum payment of 20% is required to confirm your booking with Explore South Africa. The final payment will be automatically charged to your credit card on the designated due date. The final payment of the remaining balance is required at least 60 days prior to the departure date of your tour. TourRadar never charges you a booking fee and will charge you in the stated currency.
    • Some departure dates and prices may vary and Explore South Africa will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Explore South Africa" tours: Visa, Maestro, Mastercard, American Express or PayPal. TourRadar does NOT charge you an extra fee for using any of these payment methods.
  • Cancellation Policy
  • Accessibility
    Some tours are not suitable for mobility-restricted traveler, however, some operators may be able to accommodate special requests. For any enquiries, you can contact our customer support team, who are ready and waiting to help you.

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec