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.
- Home
- /
- Small Group Cape Town Wine Tours
- /
- Stellenbosch Wine Tour
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.
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
What Our Clients Say
- Rachel M
what a great tour - We had a wonderful time. The intimate wine farms were very special and the pairings were delicious.
Lunch being included adds great value!
November 29, 2022 -
Amazing wine, chocolate & cheese 🍷 - What a wonderful experience we had with Wine Flies! We were picked up and driven out to Stellenbosch where we visited 4 wine farms, tasting wines MCC, doing cheese and... read more chocolate pairings AND had lunch! Our guide was very knowledgable and really brought the stories to life with his humour. I highly recommend Wine Flies as a tour company. Professional, organised and they can curate special tours for you as well! I will definitely be going on another tour soon!
Teva S
November 28, 2025
Amazing day! Did 5 wine stops including lunch sampling over 20 wines!
Mark Shelton was fabulous, so much knowledge, professional and great company all day.
Would thoroughly recommend.
PaulaH37
October 27, 2022DaveNatale
A perfect partner to work with - I organized two different group trips with Wine Flies and both were fantastic (hosted by the great Mark). Every wish was granted, every small challenge met with a happy... read more response, and we had a fantastic experience. We will work with them again, for sure!
November 28, 2022 - Road738408
An experience worth every penny! - The day started off quietly, with us being the last couple jumping on the twenty-five seater cozy bus. Scanning our bus, it hit me that it was full of strangers... read more from different parts of the world, I decided to quietly cuddle up with my husband, with absolutely no idea what the day had in store for us.
Alas was I in for a pleasant surprise. The tour guide was extremely knowledgeable making listening to his narrative very interesting. In fact, he mentioned to us on the way to the first vineyard that by the time we were returning, the bus would be warm and chatty. Turns out, he was right again!
From the friendly staff, to amazing food, to awesome ambiance, not to mention the lovely wine selection for our toured vineyards, we were returning to our hotel with strangers turned buddies as we goofed around all the way back. It was indeed an outing worth every penny!!!
June 21, 2022
Dylan was a wonderful guide for an all day wine tour in Stellenbosch. He was energetic, friendly, and went above and beyond to meet the needs of a diverse group... read more of people. We highly recommend him!
beckymD9032GE
January 31, 2023
It was amazing. I got picked up on time and we went to do so some sightseeing because we were a little early for the tasting. Throughout the day we... read more got to taste 25 wines with some matching cheeses and chocolate. The locations were gorgeous and the group was a lot of fun. My tour guide Lizna was a lot of fun and she had some good recommendations for other activities, got the number of another cool tour guide to do a township tour with. 10/10 recommend it and I will do it again when I'm back 🙂
788lilyk
November 11, 2022
Have a Look At Our Other Tours in Stellenbosch

Private Meet the wine maker Tour
Visit 4 Estates, tasting handcrafted wines with the privilege of sharing it with the Winemakers themselves. Really intimate and a treat to have this special “behind the scenes” experience. We have strong relationships with our…

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…

Gourmet Food Wine Tours Stellenbosch
A gourmet wine tour focused on tantalising the taste buds, pairing numerous foods and treats with quality wines. Expect Champagne Style with nougat and Turkish delight, Artisanal Cheese pairing, different gourmet pizza…
Other Unique South African Experiences

Skydiving
Tandem Skydiving in Cape Town Unique South African Experiences Cost: R 3150 per person Tandem Skydiving: Perfect for first-time jumpers, Tandem Skydiving is a quick

Cape Town Food Tours
Known as the “Rainbow Nation”, South Africa’s diverse culinary influences will be sampled as we get to know the city of Cape Town through its food. Cape Town is home to artisanal coffee roasters, responsibly-sourced cocoa chocolatiers, free-range meat, local seafood, excellent farmer’s markets, world-class restaurants, and of course, award-winning wines and bubbles.

Horse Riding in Paarl
There are 1 hour, 2-hour, and 4-hour rides, with special wine tasting trails. They operate 7 days a week and the trails are led by experienced and qualified guides.
