Stellenbosch Wine Tours
Daily small group tour - Wednesday, Thursday & Saturday
Our Franschhoek & Stellenbosch tour runs on Mondays, Tuesdays, Fridays, and Sundays, while our Stellenbosch tour is available on Wednesdays, Thursdays, and Saturdays. If you happen to book a tour on a day when that specific route isn’t scheduled, there’s no need to worry, you’re still in for something truly special. Both experiences have been thoughtfully designed to offer the same exceptional standard.
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Cape Town Wine Tour to Stellenbosch
These small-group Stellenbosch wine tours are available for booking on Wednesdays, Thursdays, and Saturdays. You will visit FOUR estates in the Stellenbosch region with a guided drive through the town itself, being one of the oldest towns in South Africa and famed for its Cape Dutch style architecture as well as its major role in our country’s wine industry. This is one of the most popular Stellenbosch wine tours in Cape Town.
Our tours include numerous wine tastings, a cheese pairing, chocolate pairing, lunch, vineyard & cellar tour!
WINE ESTATES: Simonsig | Mitre’s Edge | Middelvlei | Muratie/Annadale/ Delheim
*Subject to change due to weather conditions or closures
PICK UP from your hotel: 08:30 – 09:00 in Cape Town City Bowl and 09:00 – 09:30 in Atlantic Seaboard and Waterfront
❗️Guests from Camps Bay, Southern and Northern Suburbs need to get a taxi to a guesthouse called Never@Home Kloof Street, which is on 73 Kloof Street, Gardens and be there at 08:30am. They have a lovely coffee shop and seating area
❗️Guests staying in Stellenbosch will need to take a taxi to our first winery, and a taxi back from our last winery. The wineries we visit are on the outskirts of the town of Stellenbosch, about a 10 – 15 minute drive
DROP OFF in Cape Town: 17:30
Tour Includes
- All pickups and drop-offs around Cape Town
- Your own qualified tour guide
- Four Wine Farms
- Lunch at a gorgeous wine estate
- 20+ wine tastings
- Cheese pairing
- Chocolate pairing
- Biltong pairing
- Cellar and Vineyard Tour
Please note: Cost R2,277 per person applicable to all booking for January 1st 2026 onwards.
WhatsApp us if you have any queries about this small group Stellenbosch Wine Tours: +27 81 500 8595
Cape Town Wine Tour to Stellenbosch
We’re delighted to offer scheduled tours every day, giving you the freedom to choose what works best for your plans.
Each tour includes visits to four beautiful estates, with curated wine tastings, indulgent chocolate and cheese pairings, and a delicious lunch. You’ll explore a mix of iconic wine farms and hidden gems, with breathtaking scenery throughout, each route offering its own unique charm.
This approach allows for a little more flexibility in your travel planning, while ensuring that every guest enjoys a consistently high-quality, authentic day in the heart of South Africa’s winelands.
These small-group Stellenbosch wine tours are available for booking on Wednesdays, Thursdays, and Saturdays. You will visit FOUR estates in the Stellenbosch region with a guided drive through the town itself, being one of the oldest towns in South Africa and famed for its Cape Dutch style architecture as well as its major role in our country’s wine industry. This is one of the most popular Stellenbosch wine tours in Cape Town.
Our tours include numerous wine tastings, a cheese pairing, chocolate pairing, lunch, vineyard & cellar tour!
WINE ESTATES: Mitre’s Edge | Asara | Meddelvlei | Simonsig
*Subject to change due to weather conditions or closures
PICK UP from your hotel: 08:00 – 08:30 in Cape Town City Bowl and 08:30 – 09:00 in Atlantic Seaboard and Waterfront
Guests from Camps Bay, Southern and Northern Suburbs need to get a taxi to a guesthouse called Never@Home Kloof Street, which is on 73 Kloof Street, Gardens and be there at 08:00am. They have a lovely coffee shop and seating area
Guests staying in Stellenbosch will need to take a taxi to our first winery, and a taxi back from our last winery. The wineries we visit are on the outskirts of the town of Stellenbosch, about a 10 – 15 minute drive
DROP OFF in Cape Town: 17:30
Tour Includes
- All pickups and drop-offs around Cape Town
- Your own qualified tour guide
- Four Wine Farms
- A guided drive through charming Franschhoek
- Lunch at a beautiful wine estate
- 20+ wine tastings
- Cheese and wine pairing
- Chocolate and wine pairing
- Biltong tasting
- Cellar and Vineyard Tour
WhatsApp us if you have any queries about our small group Franschhoek Wine Tours: +27 81 500 8595
What Our Clients Say
- saamirg
Best wine tasting - Best wine tasting experience ever!!! The crew was just fantastic - they surely knew the best vinyards in the most spectacular locations, and how to give the audience just right... read more amount of information with maximum amount of fun
February 7, 2023AlexR9901
Fabulous and unique! - Thank you so much for a fabulous tour!
Etian our guide was knowledgeable and a perfect host. We got local knowledge and additional insights into the wines we... read more were tasting.
We will be back and will definitely book again!
February 7, 2023 -
Incredible experience! - Wine Flies curated the perfect itinerary for us including a tasty lunch. Our tour guide Julian was incredibly knowledgeable — we learned so much. I would highly recommend!
Whitney B
January 1, 2026
Terrific day out! - What a terrific day we had, pick up 9am from our hotel at Seapoint by Yaz and then headed off to Stellenbosch area with the other 11 guests. We visited... read more 4 wineries in total Simonsig, Mitres Edge, Middelvlei and lastly Delheim. All beautiful scenery but Delheim was outstanding. Lovely cheese and chocolate pairing at Mitres Edge and a terrific Braai lunch at Middelvlei (sausage, chicken skewer, salad, potato salad, caramelised onions and the best toastie I've ever tasted! The wines were in abundance with at least 5 at each stop needless to say was feeling rather sleepy on the drive back at around 6pm. A great day with an excellent group of people from American, Australia, Israel, Canada, England and Scotland and a terrific guide Yaz, who was so knowledgeable. Don't miss out on a wonderful day. Rs 1980 (£90)
well worth it!
caz196689
November 21, 2025 -
Wine, Wine. Wine, and views! - The views, food, and customer service were great. I wish the driver would have engaged the entire group. He spent most of the time taking to one lady after they... read more shared similar career interests. You will have a large variety of wines and experiences. Worth the cost!
Melissa M
January 6, 2026
All in one tour operator. Qualified guides with the best experiences. From cheese and wine pairing in the winemakers house with the winemaker presenting the wine tasting to visiting the... read more smallest wine eztate in Stellenbosch. Custom private tour can also be done to include a Caoe point and Peninsula tour. Highly recomm3nd Wine Flies.
WebJaxer
November 29, 2022
This is the absolute best company to book an all day wine tour with! We had the best day with our guide and group touring 4 wineries around the Stellenbosch... read more area including a delicious lunch! All of the places were amazing, we especially liked that they were smaller unique boutique wineries! The wines were outstanding and when paired with the various meats, cheeses and chocolates even better! Our guide Dee really went above and beyond for the whole group. We appreciated her knowledge of wines, local culture and the area. Do not hesitate to book with this company for a spectacular day in a spectacular place!
juliannamiller90
May 15, 2022
Have a Look At Our Other Tours in Stellenbosch

Franschhoek & Stellenbosch Wine Tour
Start the morning off with a guided drive through historic Stellenbosch and onto our first farm for a cellar tour and wine & chocolate pairing. Our 2nd farm is a boutique wine estate for intimate cheese & wine pairing…

Private Wine Tour from Cape Town to Stellenbosch / Franschhoek
Private Cape Town Wine Tour. Meet a wine maker and having a true Cape Town winelands experience. Unique, special, experiences in Cape Town. There will be true wine culture, local food, and behind the scenes knowledge…

Stellenbosch Wine Tour
Visit 4 estates in the Stellenbosch region with a guided drive through the town itself, being one of the oldest towns in SA and famed for its Cape Dutch style architecture as well as its major role in SA’s wine industry…
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