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2026

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2027

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2028

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Who is travelling?

Who is travelling?

AdultsAges 18 or above

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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 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 departure month

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
Pay only 20% today. The rest is due 60 days before departure. Learn more

Best price guarantee Learn More

Plan your adventure:
Food & Wine
Savor the world's flavors and finest wines
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

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Image of a map showing the route of the tour

Itinerary

  1. Intro

    Introduction

  2. Day 1

    Cape Town to Stellenbosch

    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 4* (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
  3. Day 2

    Stellenbosch to Oudtshoorn

    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
  4. Day 3

    Oudtshoorn to Knysna

    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
  5. Day 4

    Knysna to Plettenberg Bay and Tsitsikamma

    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
  6. Day 5

    Knysna to George

    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

Want to read it later?

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

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 (33 reviews)
Response time
12 hours
Response rate
100%
Cancellation policy
Learn more

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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Highest First
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  • David5.0•February 2026
    Enjoyable trip Great personal service from Mark and Paul
    Traveled in January 2026
  • Adela
    Adela5.0•November 2024
    Wonderful guide. Visited places/sites we would not have found on our own. Same with the guest houses.
    Traveled in November 2024
  • Peter5.0•December 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

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Dates & Prices

Select departure month

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
Upcoming departures
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Ends on 11 Nov, 2026
  • From Saturday
    7 Nov, 2026
    To Wednesday
    11 Nov, 2026
    English
    From:
    US$938 per person
    Price based on Private Double Room
  • Instant Confirmation
    From Sunday
    8 Nov, 2026
    To Thursday
    12 Nov, 2026
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    From:
    US$938 per person
    Price based on Private Double Room
  • Instant Confirmation
    From Monday
    9 Nov, 2026
    To Friday
    13 Nov, 2026
    English
    From:
    US$938 per person
    Price based on Private Double Room
  • Instant Confirmation
    From Tuesday
    10 Nov, 2026
    To Saturday
    14 Nov, 2026
    English
    From:
    US$938 per person
    Price based on Private Double Room
  • Instant Confirmation
    From Wednesday
    11 Nov, 2026
    To Sunday
    15 Nov, 2026
    English
    From:
    US$938 per person
    Price based on Private Double Room
  • Instant Confirmation
    From Thursday
    12 Nov, 2026
    To Monday
    16 Nov, 2026
    English
    From:
    US$938 per person
    Price based on Private Double Room
  • Instant Confirmation
    From Friday
    13 Nov, 2026
    To Tuesday
    17 Nov, 2026
    English
    From:
    US$938 per person
    Price based on Private Double Room
  • Instant Confirmation
    From Saturday
    14 Nov, 2026
    To Wednesday
    18 Nov, 2026
    English
    From:
    US$938 per person
    Price based on Private Double Room
  • Instant Confirmation
    From Sunday
    15 Nov, 2026
    To Thursday
    19 Nov, 2026
    English
    From:
    US$938 per person
    Price based on Private Double Room
  • Instant Confirmation
    From Monday
    16 Nov, 2026
    To Friday
    20 Nov, 2026
    English
    From:
    US$938 per person
    Price based on Private Double Room

Want to read it later?

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

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What our customers ask about this tour

The content in our FAQ section is subject to change.
All questions
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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 AfricaOperator•Written 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

      Traveler•Written September 2025

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

    • C

      Cristina

      Traveler•Written 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 AfricaOperator•Written 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 AfricaOperator•Written 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 AfricaOperator•Written 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 AfricaOperator•Written 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 AfricaOperator•Written 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 AfricaOperator•Written 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 AfricaOperator•Written 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 AfricaOperator•Written 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 AfricaOperator•Written 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 AfricaOperator•Written 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 12 hours.

Good to know

Tour ID: 158365

The practical details for your trip across South Africa: money, plugs and flexible ways to pay, all in one place.

Have a question? Chat with a travel expert

  • Pay in installments

    Spread the cost in interest-free biweekly installments of $46.

  • Deposit only

    Book now with just a 20% deposit. The remaining balance is due 60 days before departure.

  • R - Rand

    You’ll encounter Rand in South Africa.

  • Plug types C, D, M, N

    You’ll need an adapter for these sockets in South Africa.

  • Currency

    R
    Rand

    South Africa

  • Plugs & adapters

    As a traveler from USA, Canada, England, Australia, New Zealand you will need an adaptor for types C, D, M, N. As a traveler from South Africa you will need an adaptor for types C, N.

    • Type C

      Used in South Africa

    • Type D

      Used in South Africa

    • Type M

      Used in South Africa

    • Type N

      Used in South Africa

  • Visa

    Whether you need a visa depends on your nationality and how long you stay. We can’t process visas for you, but here’s a quick indication for this trip.

    This is only an indication. Visa rules depend on your passport, trip length and purpose. Always confirm with the official embassy or consulate before you travel.

  • Payment information

    Pay now
    A 20% deposit
    Balance due
    60 days before departure
    Installments
    Interest-free, every two weeks
    Currency
    USD
    Booking fee
    None

    Book now with just a 20% deposit and pay the rest later. The remaining balance is due 60 days before departure, charged automatically to your card, or you can split it into interest-free biweekly installments of $46 at checkout. Everything is charged in USD, and TourRadar never adds a booking fee. Any trip departing before January 3rd, 2027 will need to be paid in full at checkout.

    Accepted for Explore South Africa tours

    • Visa
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    TourRadar does NOT charge you an extra fee for using any of these payment methods.

  • Cancellation Policy

    Cancellation terms may vary per tour. Please check for the full cancellation policy here.

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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 departure month

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
Pay only 20% today. The rest is due 60 days before departure. Learn more

Best price guarantee Learn More

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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